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What To Do In Maine In May: 50+ Best Spring Activities

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May is the start of warmer weather and sunshine. Locals and tourists alike are gearing up to enjoy all the stunning sights, outdoor activities, resorts and foodie spots this New England gem has to offer. We’ve put together a list of the best ideas on what to do in Maine in May, that will be fun for all ages. From puffin cruises, and favorite day tours, to hiking trails in state parks, and National Park adventures.

While our focus is on things to do in Maine in May, almost all of these activities can be enjoyed throughout the summer months, and into the rest of the year as well.

Table of Contents


Wondering what are the best things to do in Maine in May? Here is our list of what not to miss.

With moderate temperatures, it may not yet be time to pull out your bathing suit at the beach. But there are still many fun things to do in Maine, from outdoor activities, to museums, amusement parks, sailing cruises and coastal day tours to keep everyone happy and entertained.

Note that the majority of these Maine activities can be done throughout the Spring and into the rest of the year as well.

Planning on driving the coast of Maine?

Renting a Car in Maine in either Bangor or Partland is the easiest way to see all the beautiful beaches, sites and attractions.

Things to do in Maine. View of fishing boats in Old Port, Portland Maine Harbor.
Portland Maine Harbor: Best things to do in Maine
Photo: “woodkern / depositphotos.com”

Explore History & Food in Portland Maine

You may be wondering what are the best things to do in Portland, Maine in May?

Check out Maine’s oldest and arguably coolest city, Portland.

Enjoy everything from historic lighthouses, to mouth watering cuisine, and an enviable local craft brew scene. Portland embodies the historical to hipster vibe, all in one vibrant, lovely, eclectic mix.

If you have time, stay at least 2 or 3 nights to really soak in all the day and night life.

Kid friendly activities in Portland, ME

1. Donut Tasting Walking Tour 

Get your taste buds dancing with skip the line visits to all three downtown donut shops. Fun for “big kids” too.

2. Visit the Portland Observatory

A survivor of the Golden Age of Sailing, the Portland Observatory is the only remaining historic maritime signal station in the United States.

3. Run around Bug Light Park

Bug Light, as the Portland Breakwater Lighthouse is affectionately known is surrounded by a kid and dog friendly rolling green park.

Plenty of room to get their energy out in freestyle. While the adults enjoy magnificent views of Portland’s working waterfront.

4. Eat old fashioned ice cream at Beal’s

Locations: 12 Moulton St. Old Port, 18 Veranda St. Portland, & Rte. 25 & 237 Gorham, ME

Ice cream + kids = a successful day, no matter the weather.

With over 100 homemade ice cream flavors, you never know which small batch premium ice cream, sorbet, or dairy-free or sugar-free options you’ll find today.

Sweet things to do in Maine.

5. Discover the Children’s Museum & Theatre of Maine

Children’s Museum & Theatre of Maine (open Wednesday to Sunday) is hands on learning for kids.

Let kids lead the way as they discover, learn and play through 30,000 square feet of interactive exhibits.

Portland Maine Tours & Activities

6. Learn Portland’s History on a Walking Tour

Want to learn the history of Portland in a fun way?

This popular 2 hour history walking tour will take you through the historic attractions of Old Port, downtown, and waterfront areas. It’s one of the best things to do in Portland, Maine.

You’ll learn about the lobster industry at Lobsterman Park, and see the home of Henry-Wadsworth-Longfellow, City Hall, Portland Observatory and more.

During the off season you may even be lucky enough to get a guide almost to yourself.

It’s super easy take pictures and actually see the sights. With fun guides who are humourous, passionate and knowledgeable about Portland and its history. Snacks are included. Can’t go wrong with snacks.

NOTE: Not a kid friendly tour

 ▶ Book your Portland Walking Tour here

7. Sightsee from the top of a Vintage Fire Truck

Family Friendly Things to do in Portland, Maine

What kid wouldn’t want to ride around in a vintage fire truck.

Vintage Fire Truck Sightseeing Tour of Portland, Maine is a family friendly alternative for when you want to see the sights, but your kids are dragging their heels.

Take the 50 minute journey in comfort from the top of the fire truck through Old Port, and by the Maine Narrow Gauge Railroad Co. & Museum, Portland Observatory, Wadsworth-Longfellow House and more.

Enjoy the entertaining, knowledgeable guides whose interesting facts & history of the city make the tour more engaging & fun.

NOTE: The ride is bumpy, so may not be suitable for people who have back issues.

 ▶ Take a kid-friendly Portland Tour by fire truck

8. Portland Museum of Art

Location: 7 Congress Square, Portland, ME

Hours: Wed to Sunday 10am to 6pm. Friday open until 8pm.

What to do in Portland Maine in May on a rainy day? Visit the Portland Museum of Art.

Portland Museum of Art celebrates Maine’s rich artistic legacy, and innovative new ideas in modern art forms. It’s also the oldest art instituition in Maine, originally founded in 1892.

Their art holdings include American, European, and contemporary art, as well as iconic works from Maine, in many different disciplines from painting, to photography, sculpture, film and more.

Check out their range of gifts and souvenirs, inspired by art and Maine, in their gift shop. Or grab a coffee and pastry at the PMA Cafe by the Black Tie Company.

PRO TIP: Everyone aged 21 and under is free all the time & there is FREE admission every Friday from 4 p.m. to 8 p.m, thanks to generous sponsors.

9. Cruise Casco Bay on a Tall Ship

Want to sail the seas on a tall ship? Enjoy a leisurely cruise in Casco Bay on this Maine-built windjammer.

A Portland Tall Ship Cruise is a great way to see Portland and the beauty of the Maine coast, with lighthouses, seals, seabirds and the rugged coastline of the Atlantic Ocean.

Family friendly.

People love that the cruise leads you around the harbor steeped in history and that the captain and crew invite participants to help raise the sails (only if you want to). The crew is knowledgeable, so bring all your questions.

A wonderful way to spend two hours on a 100 year old, all-wooden sailing vessel.

Note: Kid Friendly Tour

 ▶ Go on a Portland Tall Ship Cruise

10. Visit Portland Head Light, Bug Light & City Gems

Maine & lighthouses go together like PB & J. Combine the best of Portland & lighthouses with a local guide.

Bonus, you also avoid the hassle of renting a car or missing out on scenice views you can’t focus on when you drive yourself.

Explore hidden gems and less-visited spots with this guided sightseeing tour from a local.

Small group Portland Maine Lighthouse Tour takes a walk on the 19th century cobblestone on Commercial Street, to the home of Henry-Wadsworth-Longfellow, the Eastern Cemetary, the U.S. Custom House and more in Old Port.

Finish off your 2 hour tour at the iconic Portland Head Light other local picturesque lighthouses nearby.

Note: Kid Friendly Tour

 ▶ See the Real Portland & Maine Lighthouses

Schooner sailing past Fort George, Maine.
Schooner sailing past Fort George, Maine

11. Visit Portland Breweries

Maine locals take their brews seriously, and in a town of about 66,000 people you can find around 25 breweries in the Portland area alone.

If you are a craft brew lover, than this is the city for you. Many of the breweries are within walking distance of each other. Allagash, Austin Street Brewery, Batson’s River and Banded Brewing Co, are just a few of the popular breweries.

12. Shop at the Flagship L.L. Bean Store

Location: 95 Main Street Freeport, ME (20 miles northeast of Portland, ME)

Want to see what this iconic Maine retailer is all about? Head on over to the flagship L.L. Bean Store in the delightful town of Freeport, ME.

Whether you are a die hard fan or curious what all the fuss is about take some time out to shop for outdoorsy gear, clothes and fishing supplies. Plus take a picture with the huge all-weather replica boot out front.

Be one of the 3 million visitors that pass through this store each year.

Many of these activities are also fun things to do in Maine in summer.

Explore Bar Harbor & Acadia National Park

13. Visit Acadia National Park, Maine United States

Acadia National Park is one of the most popular places to visit in Maine during any time of year. Located on Mount Desert Island on the mid-Maine Coast, it sits just southwest of Bar Harbor.

Acadia is known for sunrise hikes on Cadillac Mountain, popovers at the picturesque Jordan Pond House, and the Park Loop Road drive. Open year-round, it’s always a good time to take in the sights and nature trails and hikes of Acadia. Outdoor activities in Maine at their best.

We have a complete four day itinerary that highlights all the best things to do in Acadia National Park. Here are a few more ideas to get you started:

  • Beach time at Sand Beach
  • Visit the Asticou Azalea Garden
  • Self driving tour of the Park Loop Road
  • Explore the main street & downtown area of Bar Harbor
  • Mountain bike, or bike the Carriage Roads

In May, you still may get some showers, so be prepared with some rainy day activities in Acadia National Park.

We also highly recommend visiting Acadia National Park in autumn, for fall foliage & a slightly quieter experience.

14. Take a Private Acadia Tour

Short on time? This 4 hour private highly regarded Acadia tour will help you get personalized recommendations and information for your Acadia National Park experience. T

ravel the Loop Road and enjoy Cadillac Summit, see Thunder Hole up close, then finish with Somes Sound while learning all about the park.

Stay as long as you like at each spot, and not feel rushed.

People love the informative guides, who give you plenty of time to walk around and experience the beautiful views & sites. Plus help you find those hidden gems that most people miss, not being familiar with the area.

Reviews 5 / 5:

Take a Private Tour to Acadia National Park

15. Visit Downtown Bar Harbor

There are plenty of things to do in Bar Harbor. Try some downeast Maine cuisine, think lobster, blueberries, locally roasted coffee and beer. Blueberries are a theme in our top picks for the best breakfast spots In Bar Harbor, Maine.

For a delightful walk, wander the sandbar at low tide to Bar Island or try the Shore Path which follows the coastline past historic homes and the rocky coast.

Boat tours are also a popular thing to do in Bar Harbor. For the kids, Diver Ed’s Dive-In Theatre is always a hit.

Some other popular spots to try in Bar Harbor include:

  • Visit Abbe Museum – built to celebrate the Wabanaki people and the history of the area
  • Try lobster ice cream at Ben & Bill’s Chocolate Emporium
  • View Frenchman Bay from Agamont Park, then wander to the pier to watch the boats & cruise ships come & go
  • Take in a show at the Criterion Theatre
  • Grab a coffee & snack at Mount Dessert Bakery

Read the best places to stay in Bar Harbor, Maine to find some amazing hotels, lodges & inns to stay in.

Acadia and Bar Harbor is dog friendly with many pet approved hotels and rentals in the area.

16. Taste of Bar Harbor Food Festival

Location: Bar Harbor, Maine

The Taste of Bar Harbor is a 3 day festival in May. It showcases creative local cuisine and offers locals and tourists the chance to try some local chef’s secret recipes.

Check the Chamber of Commerce for this years dates.

Stones stacked on a log at edge of rocky beach near the ocean in Acadia National Park.
Acadia National Park rocky shore
Photo: “cavan / depositphotos.com”

Boothbay Harbor Spring Activities

17. Take a Puffin Cruise from Boothbay Harbor

Location: Leave from Boothbay Harbor, Maine

A rare colony of puffins arrives at the beginning of May in Eastern Egg Rock. A puffin cruise is a wonderful way for nature lovers to see not only the puffins, but seals, blue herons, whales, and other coastal wildlife along the way.

Learn the history of the National Audubon’s Project Puffin and the Eastern Egg Rock restoration.  

18. Walk the Coastal Maine Botanical Gardens

Location: Coastal Maine Botanical Gardens, Boothbay Harbor, ME

Open: May to October & for Gardens Aglow in November / December

The Coastal Maine Botanical Gardens is a jewel of Maine no matter what time of year you visit, but especially pretty in Spring.

Created in 1992, it encompasses 300 acres of gardens and natural spaces in wetlands, mature forest, and even a mile of tidal shoreline.

So many unique spaces to explore and learn from.

  • Native Butterfly and Moth House
  • Children’s Garden
  • Vayo Meditation Garden
  • Bee Exhibit
  • Fairy House Village & more

There’s The Market to grab snacks, sandwiches and salads to go. Grab some thoughfully curated handcrafts, soaps, houseplants, honey, shirts and hoodies that are locally made and ethically produced from the Gardenshop.

Look for the 7 trolls in the forest trails.

Wooden troll along a forested trail in the Coastal Maine Botanical Gardens.
Photo: Coastal Botanical Gardens FB page

19. Maine State Aquarium

Location: 194 McKown Point Road in West Boothbay Harbor

Kids love visiting Aquariums. The Maine State Aquarium is a must stop on a Maine family vacation.

Located right on the harborfront of Boothbay Harbor, this hands-on learning center provides opportunities to learn about lobsters, wolfish, coastal tidal creatures and more.

NOTE: The Aquarium is reopening in 2023 after renovations.

20. Whale Watching in Maine

Locations: Leave from Bar Harbor, Boothbay Harbor, Portland, Kennebunkport & more

The best time to whale watch in Maine is mid to late May as these giants arrive to feast in local waters.

There’s plenty of Maine’s Atlantic coastline making this New England state an ideal spot for whale watching. The full season runs May to October, and you can catch some tours with Cap’n Fishes Whale Watch Tours out of Boothbay Harbor, Bar Harbor Whale Watch Co out of Bar Harbor, and many more towns along the coast.


Spring Outdoor Activities in Maine

21. Go Beach Combing

Did you know that this Pine Tree State has more coastline than California?

Beachcombing is a favourite past time of both locals and visitors to Maine in May, and the summer months.

Looking for beach glass? May is the perfect time, as it’s not the highest peak season, so beaches are quieter.

Try visiting  Sand Beach in Acadia National Park in early morning or evening. Or the other popular spots of Spring Point Beach, South Portland, and Belfast Beach in Belfast Maine.

Some other unique finds include Long Sands Beach (York Beach) for sand dollars, and great views and photo opps of the distant Nubble Lighthouse. Or listen to the “singing stones” at Jasper Beach in Maquiasport, when they are moved by the crashing waves. 

Toddler girl in brightly colored dress holding a rock at sandy beach.
Beach combing for treasures

22. Take a Road Trip Along Coastal Towns

Taking a New England road trip from Boston to Bar Harbor is the best way to explore coastal Maine. There are many popular destinations and small towns worth visiting, with only a short drive in between each place.

Spend a day or a week slowly exploring the quaint towns, antique shops, victorian mansions, and outdoor activities along coastal Maine.

23. Tour Boston to Coastal Maine & Kennebunkport

Experience southern Maine’s picturesque coastline without the hassles of driving and the joy of an experienced guide telling you all about the historical significance of the area.

Boston to Coastal Maine & Kennebunkport Full Day Tour will take you to:

  • Visit Nubble Light Lighthouse
  • Walk Ogunquit’s Marginal Way
  • Wander around Perkin’s Cove (or you can buy a lobster boat tour here)
  • Spend the afternoon in Kennebunkport, shopping, eating
  • Trolley Tour (optional)

People really enjoyed the informative, entertaining guide, as well as the breathtaking views, delicious food, and fun activities. Best day trip ever. Money and time well spent!

Take a tour from Boston to Kennebunkport, ME

24. Kennebunkport May Day Festival

Held the first Saturday in May, Kennebunkport’s May Day Festival is a fun event for the whole family that’s been going on for over 20 years.

Start off the day with a pancake breakfast, then head on over to all the events happening throughout the day, like a farmers market, kid zone, performances and ending with a community parade.

25. Walk Marginal Way in Ongunquit

Marginal Way stretches 1 mile along the rocky coast of Ongunquit, ME. This paved, easy trail is one of the most beautiful New England coastal paths.

Start near Ongunquit Beach (also a gorgeous place to stroll), it winds its way to the quaint fishing village at Perkins Cove.

Take a rest stop at one of the over 30 benches along the way to enjoy the wildflowers and oceanviews.

Where to stay: Just south of town, the luxurious Cliff House Maine is on our list of the best oceanfront places to stay in Maine.

Marginal Way Walkway entrance sign beside paved trail with bushes on either side.
Marginal Way Entrance in Ogunquit Maine
Photo: “jiawangankun / depositphotos.com”

26. Hiking in Baxter State park

Location: Millinocket, Maine (80 miles north of Bangor, ME)

Baxter State Park is a gorgeous place to spend time in nature with your family. It’s home to Mount Katahdin, Maine’s tallest mountain at 5,268 feet.

Hike some of their 215 miles of trails by striking glacier formations, waterfalls, and mountain top views.

Most campgrounds open May 15th in the park. As this is a wilderness area, all water must be treated and bring in all your supplies.

Weather will still be cool here in May, with snow at the highest elevations.

  • Togue Pond Gate – Walk the Cranberry Trail to a small pond, over bog bridges. Or rent a canoe, paddles & life jackets and paddle the Togue Pond. Rentals are $1/hour at Visitor Center or Togue Pond Gate
  • Matagamon Gate – Hike the steep uphill Horse Mountain trail 1.2 miles to a viewpoint that will give you gorgeous views of Grand Lake Matagamon. Keep an eye out for Turkey Vultures roosting in the cliffs.

27. Camping in Maine

Campgrounds that aren’t open year round start to open back up in May. So grab your tent or RV and your favorite peeps for an outdoor adventure.

Saco River camping & tubing is a popular activity during warmer months.

28. Portland Head Light

Location: 1000 Shore Road, Cape Elizabeth, ME

A visit to Maine is not complete without taking an iconic photo in front of Portland Head Light in Cape Elizabeth.

This lighthouse / museum is located along the stunning shores of Fort Williams Park.

You can’t go inside the lighthouse (it’s only open 1 day a year on Maine Open Lighthouse Day – usually in September). But feel free to wander around the rocky shore, and the former Keepers’ Quarters which houses the museum.

Adventures in Maine. Fort Williams offers trails, picnic tables, sports & rec areas (try kite flying), food vendors, a children’s garden and the historic Battery Keyes structure. Make this a day trip outing for the whole family.

Where to stay: Inn by the Sea is the perfect spot for a families or couples & is our top pick for the best oceanfront hotels in Maine.  

29. Explore Fort William’s Park and the old Battery Keyes fort

Fort Williams Park near is a child’s ideal playground. Discover the nooks and crannies of the Old Battery Keyes Fort

It’s also home to Portland Head Light, so combine these two.

30. Crescent Beach State Park, Cape Elizabeth

Location: 109 Bowery Beach Road (8 miles south of Portland, ME).

While May is still mighty cool to be doing a bit sunbathing or swimming, Crescent Beach is still a fun place to visit in Spring.

This pristine crescent shaped sandy beach is away from the hustle and bustle of resorts, and carnival waterfront activities.

In summer, it’s one of the safer beaches for toddlers, as the water is calmer, less large waves & life guard attended.

Activities you can do here include wandering the beach and nearby trails, fishing, sea kayaking & SUP, birdwatching.

31. Go White Water Rafting

From May to October, you can experience some of the the best whitewater rafting in the Northeast.

Don a life jacket, and thrash through crashing waves on the Kennebec, Penobscot, or Dead Rivers.

A fun family adventure you won’t soon forget.

32. Go Glamping in Maine

Glamping is the perfect solution when you want to be adventurous, but want some more comforts than just pitching a tent.

Terramor Outdoor Resort near Bar Harbor, elevates your experience with cozy heated tents, hot tubs, fire pits, nestled in the woods. Each has enough space to give you some privacy.

Most have their own bathrooms or showers, and a delicious breakfast is provided each morning.

Don’t have to worry about what to do in Maine any longer. Glamp it up!


33. Old Orchard Beach – Family Adventures in Maine

Old Orchard Beach is a wonderful seaside resort town on the southern coast. This family friendly town has many fun things to do in Maine, including shopping, mini golf, amusement parks, water sports, biking and much more.

There’s 7 miles of sandy beach to find your special spot away from others, build a sand castle, or dip your toes in the Atlantic Ocean if you’re brave.

Old Orchard Beach is a historic place, named after an abandoned apple orchard owned by Thomas Rogers, who settled there in 1657. This 5-acre amusement park Palace Playland was built in 1902, is still open today. Plus it’s one of the last oceanfront amusement parks in the country. Take the kiddies or your sweetie on the ferris wheel.

34. Downeast Spring Birding Festival

Location: Cobscook Bay Area

The annual 4 day Down East Spring Birding Festival celebrates the spring bird migration and breeding season in the Cobscook Bay area. You can take boat tours or guided hikes with local guides who have extensive local knowledge. A unique birding experience.

35. Funtown Splashtown, Saco ME

Location: Route 1, 774 Portland Road, Saco, ME

If you are looking to amuse your kids then Funtown Splashtown is the place to be. Part waterpark part amusement park this is fun for all ages.

Adventures in Maine, amusemnet park style.

Funtown (amusement park) has gentle rides for kiddies on up to gravity-defying thrill rides for teens and adults. Tap into their huge selection of games, shops and fun-filled activities.

Splashtown (waterpark) is where all the splashy fun happens; slides, pools, splash pads.

Bonus May is one of the quieter months to visit as this tourist region is not at peak season yet.

36. Maine Discovery Center, Bangor Maine

Location: 74 Main Street Bangor, ME

Open: Tuesday to Saturday

Looking for a rainy day family activity? Have a blast at the Maine Discovery Center where your kids can cultivate their curiosity through 30+ interactive exhibits. Or inspire their inner artist or scientist.

Perfect for kids around 12 years and under

  • Discover their reptile room and explore Maine’s ecosystems through the nature trail
  • Play in booktown with scenes from famous Maine books.
  • Create masterpieces in the Artscape section
  • Dig for dinosaur bones and glimpse the life pf paleontologists in Dino-Dig
  • Play out your inner vet or doctor
Best things to do in Maine visit Stephen Kings Victorian red Mansion with iron fence in Bangor Maine.
Walk by Stephen King’s Mansion in Bangor, Maine
Photo:”brianloganphoto / depositphotos.com”

37. See Stephen King’s Spooky Mansion

Location: 47 W. Broadway, Bangor, ME

A Stephen King fan? Then you won’t want to miss strolling by his iconic and creepy mansion. Take a photo through the wrought iron fence with spider designs, and the wooden statue of mystical creatures around a bookcase.

Unfortunately you can no longer book tours to visit the inside of the home.

38. Take a Photo with Paul Bunyan

Paul Bunyun, a famous Mainer was born in Bangor, Maine in 1834. Taking a photo with this HUGE 31 feet tall statue is a top kid friendly thing to do in Maine.

39. Visit World Famous Lobster Pounds

Lobster is the Maine food you must not miss on your Maine vacation. There are many places to try this tasty seafood from greasy spoons, to roaming food trucks and fancy restaurants.

To get the real Maine experience pulling up to a road side lobster pound should be top of your list. Here are a few favourites:

  • Trenton Bridge Lobster Pound – You’ll pass this place as you head over to Mount Desert Island on your way to Acadia National Park. Try their boiled lobster or steamed local clams, oysters, mussels. Open seasonally.

  • Barnacle Billy’s – A 60 year tradition in Ongunquit, ME. Try their decadent lobster rolls with the right ration of lobster meat to mayo right on the patio in warm weather.
  • Bite into Maine – A Portland food truck legend. Try their lobster grilled cheese, or lobster BLT for something different. Or stick to their famous lobster rolls Maine or Conneticut style. Wash it all down with a blueberry soda.
  • Red’s Eats – Home of New England’s #1 Lobster Roll in 2022, located in Wicasset, ME. May just be worth a road trip itself.

Eating lobster is just one of the many fun things to do in Maine in the fall, summer, or spring season..

40. Eat a Whoopie Pie

Your Maine bucket list cannot be complete without tasting a whoopie pie.

While both Pennsylvania and Maine claim credit for introducing these sweet treats to the world, we do know your sweet tooth will thank you.

These tasty cake cookies stuffed with fluffy, sweet cream in between, can be found at favorite spots like Wicked Whoopies in Freeport, ME, Labadie’s in Lewiston, or Two Fat Cats Bakery in Portland.

41. Appreciate Art at the Farnsworth Art Museum

Location: 16 Museum Street, Rockland, ME

Open: Wednesday through Monday 10am – 5pm

The Farnsworth Art Museum in Rockland celebrates Maine’s role in American Art. It houses the largest public collection of sculptor Louise Nevelson.

You can also wander the old Farnsworth Homestead, the Olson House, and the Gamble Center for Education in the same complex.

42. Channel You Inner Movie Star At Popham Beach

Location: Route 209 in Phippsburg, 14 miles south of Bath.

Not only is Popham Beach a lovely place to stroll, and breath in the salty sea air, it’s also famous from the Kevin Costner movie Message in a Bottle.

It’s one of the longest sandy beaches in Maine on Phippsburg Peninsula. For this reason itis super popular and busy in summer. Spring, less so.

While you can walk to Fox Island at low tide, just be sure not to get caught as the tide rises.

Amenities at Popham State Park include picnic tables, & restrooms.

43. Visit Hobbit Land ( Vaughn Woods & Homestead)

Location: 2.5 Litchfield Rd, Hallowell, ME

Ope: Trails open year round dawn to dusk

Locals call this enchanting place Hobbit Land. While there aren’t any actual Hobbits living there (that we know of), Vaughn Woods is a delighful place to let your imagination soar.

Wander the stone bridges, waterfalls, and wild meadow of this historic nature preserve and family friendly trails.

44. Visit the last Shaker Community in the World

Location: 707 Shaker Rd, New Gloucester, ME

Open: Seasonally, beginning in May

Established in 1783, the Sabbathday Lake Shaker Village is home to the only active Shaker Community in the world.

Shaker’s are an religious offshoot of the The Quaker’s, having immigrated to the area to escape persecution.

Visit the Shaker Museum, store and grounds or attend one of their Sunday services called a Meeting.

45. Pick Fiddleheads

Oh how i love these tender earthy tasting greens.

Springtime and May is THE TIME to pick fiddleheads in Maine and on the east coast in general.

Fiddleheads are the coiled tips of baby ostrich ferns that grow near rivers , streams and lakes.

Make sure to only pick 2-3 fiddleheads per each clump for a sustainable harvest.

If you don’t want to forage & cook them yourself, check out a local chef’s take on these spring delicacies.

46. Pull out your Bean Boots for Wolfe’s Neck Farm

Location: 184 Burnett Road, Freeport, ME

Open: Free and open year round

Pull on Bean Boots for a fun day at Wolfe’s Neck Farm. For over 60 years, this has been a sustainable farm, that also now has an oceanfront campground, demonstration farm, and resources.

“Transforming our relationship with farming and food for a healthier planet,” is their mission.

There’s plenty of family friendly activities to do here; paddle the Casco Bay by kayak or canoe, eat lobster olls at their cafe, scavenger hunt to 7 points of exploration on the land and much more.

47. Bird’s Eye View From The Tallest Public Bridge Observatory in the World

Location: 711 Fort Knox Road, Prospect, ME

Open: May to October

Penobscot Narrows Observatory Bridge claim to fame is it’s the tallest public Bridge Observatory in the World.

Get a bird’s eye view of Penobscot Bay, mountains, the river and teeny tiny people from 420 feet up in the air.

Fun Fact: The Penobscot Narrows Bridge is one of only four bridge observatories in the world. Others are in Thailand, Slovakia & China. China.

If you’re a history buff, also visit the Fort Knox Historic Site next door.

Get rates & hours here.

48. Visit the most Eastern Point in Continental US

Location: 4 miles off Route 189 in Lubec

Off the beaten path, West Quoddy Head Lighthouse is the place to check off two Maine bucket list goals.

Reach the most eastern point in continental US and visit the only candy-striped lighthouse in the country as well.

Enjoy beautiful ocean scenery, hikes as well at the Quoddy Head State Park.

49. Take Your Own Foodie Tour of Maine

The foodie scene in Portland, Me is a great place to start. Here you can find everything from kombucha, to craft beers, iconic donuts and local shellfish at Eventide’s clambake.

Crispy to-die-for cooked to perfection fries at Duckfat in Portland.

Stop at Red’s Eats in Wicasset for the best lobster roll around

Enjoy a secret family recipe for lobster pie at the Maine Diner in Wells.

Wild Maine blueberry pancakes at Jeannie’s Great Maine Breakfast (open Mother’s Day weekend to mid-October).

50. Classic Windjammer Sunset Sail from Camden Harbor

Location: Leaves from Camden Harbor, ME

Enjoy a perfect Maine sunset aboard a classic sailing ship on this highly rated Classic Windjammer Sunset Sail.

Sail past Curtis Island Light, sail on Penobscot Bay, view the ruggedly beautiful coastal scenery set amongst the colors of sunset.

People love the family friendly nature of the sail, the gorgeous views, and the knowledgeable crew and hearing the stories about how this original ship was built.

NOTE: Kid friendly cruise. Tours usually start up late May to early June.

Book your Classic Sunset Sail

What to do in Maine in May

What a list! With so many fun spring things to do in Maine, you may need more than a few weeks to do them all.

What are you planning on doing for your Maine vacation? Let us know in the comments below. We’d love to hear from you!


Is May a good time to visit Maine?

May is a great time to visit Maine, as the average temperature hovers between 45°F and 65°F (8°C to 16°C). It’s a less busy and touristy time of year than summer, but many tours & activities are available this month. Maine also typically gets many sunny days in May, and less rain than the rest of the spring season.

Is May a good time to visit Portland, Maine

Yes May is a wonderful time to visit Portland, Maine if you are looking for milder weather and to skip the summer crowds. Or take in the lovely spring flowers, which make this coastal city even more charming. The average temperature in Portland, ME hovers between 44°F and 64°F (6.7°C and 17.8°C) in May. It does rain around 4 inches over the whole month in an average year.


Here are our favourite resources we use to research and book our trips. They offer competitive deals, and good customer service. Plus itineraries and more travel ideas for Maine:
Amazing Oceanfront places to stay in Maine
Best Bar Harbor breakfast spots
Weather in Maine & does it snow?
Camping & tubing on the Saco River
Acadia Itinerary (family friendly)
15+ Things to do on rainy days in Acadia
Where to stay in Bar Harbor, Maine (All budgets)
Boston to Bar Harbor Road Trip: What not to miss

Booking.com – Book your accomodations here. Excellent all round booking site for lowest lodging rates.
VRBO Book family friendly accommodations here, that have the comforts of home, but without the cleaning!
Viator – Find & book even more experiences, tours & fun lessons world wide.
Discover Cars – Make finding the cheapest or best car for your trip easy (worldwide)

Anything else? Check out our Family Travel Resources & Tips page

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