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18 Awesome Things To Do in Portland, Maine

November 24, 2017
Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine

There are so many fun things to do in Portland, Maine. I was really wowed by the city, and fell instantly in love (even though it rained most of the time!) Portland is the largest city in Maine, and I was really surprised by how charming it is.


This β€œcity of the sea” has a plethora of cafΓ©s, bars, historic homes and cobblestone street. Complete with redbrick warehouse buildings and Victorian mansions, Portland is super trendy and lively. For being such a small city, it definitely does not lack in tasty eateries and boutique shops. If you’re wondering what to do in Portland, Maine, look no further. Here’s 18 awesome things to do in Portland, Maine, enjoy! πŸ™‚


Congress Street - Things to do in Portland, Maine


18 Awesome Things To Do in Portland, Maine

1. Portland’s Head Lighthouse

Portland’s lighthouse is famous, and for good reason. It is extremely picturesque. Located on Fort Williams Park, this is the perfect spot to set up a picnic and enjoy Maine’s gorgeous seaside views. Also, be sure to check out the ruins of a 19th century fort.

Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine

2. Grab a Donut at The Holy Donut

The Holy Donut is famous in Portland! These handmade donuts are made daily with all-natural ingredients. There are at least 16 delicious flavors available a day, including maple bacon, coffee cake, and chai glazed. #yum


The Holy Donut - Things to do in Portland, Maine


3. Explore Old Port

The Old Port is the historic heartbeat of Portland. I loved this area! Here you can expect to see 19th century red brick buildings, gas lanterns, and cobblestone streets.


There is so much to do in this area, it’s honestly best to just wander around and explore. Dive into some fresh seafood, go to a local microbrew, shop at the designer boutiques, or splurge on nautical themed clothing.


Old Port - Things to do in Portland, Maine


4. Go for a Jog Along Back Cove Loop

If you’re wanting enjoy the outdoors, go for a jog along Back Cove Loop. Back Cove Loop is one of Portland’s most popular paths, and it conveniently provides great views of the water and city. Β 

5. Eat Lunch at Public Market House

The Public Market House is the perfect spot to break for lunch. The idea behind the Public Market House is to create an in-town public market by providing a community gathering place that celebrates Maine people, food and agricultural traditions.Β Some great spots are Maine Beer & Beverage Co.,Β Big Sky Bread Company,Β and Maine Squeeze.


The Public Market - Things to do in Portland, Maine


6. Go Kayaking

One of the best ways to view Maine’s stunning coasts is on the water. Rent a kayak and explore the coasts with a few tour options such as half-day tours, sunset tours, or full-day tours.Β Some rental companies are Portland Paddle and Maine Island Kayak.


7. Eat Clam Chowder

To be completely honest, I was expecting lobster bisque to be all the rage in Maine. It turns out, clam chowder is everywhere, and it was excellent! I tried it (almost!) every day, and I was never disappointed. πŸ™‚


Bar Harbor - Guide Acadia National Park


8. Picnic in Fort Williams Park

Fort Williams Park is one of the most scenic picnic spots in Portland. There is plenty of beautiful grassy space to lay out a blanket and have a picnic.Β The park has views of the Portland Head Lighthouse, as well as some seaside rocky cliffs.


Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine


Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine


9. Eat a Lobster Roll

Eating a lobster roll is a must. They are a New England food staple! There are many places to eat, but Portland Lobster Co. is a great place to go. The location is perfect for tourists! You can enjoy your lobster roll with a seaside, harbor view.


Portland Lobster Co. - Things to do in Portland, Maine


10. Go Whale Watching

Whale watching is a seasonal activity, generally from end of August – Mid October. A great company to go with is Odyssey Whale Watch, however make sure you book in advance.

Odyssey Whale Watching - Things to do in Portland, Maine


11. Portland Museum of Art

For such a small city, Portland carries some big names at the Portland Museum of Art. Founded in 1882, the Portland Museum of Art has a fantastic collection of American artists. Most notable Maine artists are Winslow Homer, and Edward Hopper. They also carry Andy Warhol, Claude Monet.


12. Drink a Portland Brew

Portland also has an amazing micro-brew scene. You can find local brews in the restaurants and bars, however beer tours are also available.


Local Beers:

  • Shipyard Brewing Company
  • Allagash Brewing Company
  • Rising Tide Brewing Company


13. Explore the Vintage Shops

Portland, Maine has a great collection of vintage shops! I some awesome finds such as fur coats (or coats in general), cowboy boots, and unique jewelry. Most of the vintage shops are located on Congress Street, but two favorites wereΒ Moody Lord’s andΒ Haberdashery.Β 


Vintage Shops - Things to do in Portland, Maine


14. Do an Escape Room

Wanting to do something different and exciting in Portland? Why not participate in an Escape Room! Use teamwork to solve problems, find clues, and solve a series of puzzles to escape the room.


15. Go to the Green Elephant for Vegan Food

If you’re a vegetarian or vegan, definitely check out the Green Elephant. Here you’ll find an assortment of Asian-inspired vegetarian dishes. Some yummy dishes are rom tempeh curry and noodles with vegan duck.


16. Have a Snack at Bam Bam Bakery

Bam Bam Bakery is the perfect spot for coffee and a snack. The baked goods were created with the discerning palate in mind. Besides coffee, there is an assortment of gluten-free breads, desserts & cafe items, including vegan eats.


Bam Bam Bakery - Things to do in Portland, Maine


18. Take a Tour of Victoria Mansion

Victoria Mansion is also known as Morse-Libby House or Morse-Libby Mansion, this mansion is a New England landmark. Come and take a tour of this lovely 19th century home, however it is only open from May 1 – October 31st. Β 


17. Eat a Whoopie Pie!

I previously had no idea, but whoopie pies are like, a big deal in Maine. They were arguably invented in Maine, however apparently Pennsylvania also claims to have created the whoopie pie, too.


If you don’t know what they are, they draw comparisons to an oreo cookie, but better! They are cream-filled chocolate cakes. But in Maine, they come in many flavors! Check out Two Fat Cats Bakery for some.


Note: If in Freeport, definitely go Wicked Whoopies for a vast array of flavors such as oatmeal cream, strawberry, and orange creamsicle.


Wicked Whoopies, Whoopie Pies - Things to do in Portland, Maine


Read More

The Ultimate Guide to Portland, Maine

Everything You Need to Know for Visiting Maine

Everything You Need to Know About Acadia National Park

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Portland Head Lighthouse, Fort Williams Park - Things to do in Portland, Maine


What would you add to your β€œthings to do in Portland” list? Love to know in the comments below!



Tiffany created Lavender Vines as a place to share her love for Jesus and adventures from around the world. She has a slight obsession with salted caramel lattes, Japanese kimonos, and an ongoing love affair with NYC and Paris.

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