This city was a top bucket list destination for me when moving to New England. Located on a stunning coastline, Portland is known as the most populous city in the state of Maine and for good reason. In addition to its gorgeous scenery, Portland is known for fishing, agriculture and a lively downtown scene. The city also has a lot to offer in terms of tourism and economy!
While it’s a great place to travel to, Portland, Maine is also one of the greenest places to live. Its architecture, as well as its historic waterfront, cobblestone streets, and art communities, are truly one-of-a-kind.
I had such a wonderful, memorable time when I visited Portland! The city has something for everyone to enjoy. I’ve put together this Portland, Maine travel guide to help you get the most out of the charming town.
Portland Maine Travel Guide
8 Must Things To Do In Portland Maine
Portland Museum Of Art
The Portland Museum of Art was founded in 1882 as The Portland Society of Art. It’s the oldest public art institution in the United States. That definitely makes it worth seeing when you visit Portland, but it’s not the only reason to spend time in the museum.
The Portland Museum of Art is surprisingly small but still impressive. It’s made up of three interconnected buildings, each architecturally significant. Inside, you’ll find jaw-dropping pieces by big names like Andy Warhol and Claude Monet, as well as collections by other noteworthy artists like Edward Hopper.
Click here for directions to the Portland Museum of Art.
Portland Head Light
In Cape Elizabeth, on the shores of Fort Williams Park, is the well-known landmark, Portland Head Light.
The Museum at Portland Head Light is a neat little place within the former Keepers’ Quarters. Even if you’re not all that into history, you’ll still enjoy checking out all the lighthouse lenses and displays. There’s also a quaint seasonal shop with gifts for purchase.
If you’re hoping for an inside look at the lighthouse tower, you’ll have to visit the one day a year when it’s open to the public: Main Open Lighthouse Day.
Before you leave Cape Elizabeth, if you’re visiting during the spring, summer, or fall, check out the rest of Fort Williams Park. In addition to the gorgeous ocean views, visitors can enjoy hiking as well as sports and recreation areas.
Eastern Promenade
The Eastern Promenade is the ideal location for a quiet walk along the harbor. In addition to its breathtaking scenery, the Eastern Promenade is a popular spot to grab a bite to eat from one of the many local food trucks.
Stop by the East End Beach for scenic views of Casco Bay. You can also rent a kayak for some action-packed fun. There are also several playgrounds for the little ones to enjoy.
Old Port
The downtown neighborhood of Old Port is often considered the heart of Portland, Maine. A trip to Portland isn’t complete without spending some time in Old Port.
Stroll up and down the cobblestone streets lined with 19th-century warehouses. Walk down Commercial Street with the wharf just steps away. You’ll feel like you’ve gone back in time to when the quiet tourist destination was a bustling, world-renowned port town.
Portland Schooner Co.
The three schooners operated by Portland Schooner Co. offer a chance to see Portland in a new way. The three vessels, The Bagheera, The Wendameen, and The Timberwind, are all listed on the National Register of Historic Places.
Each windjammer holds 35-45 people. Board one for a two-hour sail and discover the beauty of Casco Bay.
Portland Breweries
There are 19 breweries in Portland, Maine! I don’t expect you to visit all of them, but I definitely recommend checking out as many of them as you can. Two of the most popular and highest-rated breweries serving up craft beer in a fun environment are Banded Brewing Company and Allagash Brewery.
Portland Observatory
You won’t be able to find better views than this in all of Portland. The Portland Observatory offers a 360-degree view of the city from the top of the historic, 86-foot tower.
Be prepared to climb up seven flights of stairs. You can go at your own pace or take a guided tour and learn more about the history of this remarkable structure.
Catch Your Own Lobster
The only way to find lobster fresher than what the restaurants are serving up in Portland is to catch it yourself. How does catching your dinner and learning all about lobster sound?
Lucky Catch Lobstering offers a memorable hands-on tour where you can do just that. You’ll board a boat named Lucky Catch, slip into rubber gloves and gaiters, and check the traps strategically placed around the harbor. It’s the kind of experience that the whole family will be talking about for years to come.
Where To Stay In Portland Maine
Portland Harbor Hotel
The Portland Harbor Hotel manages to seamlessly blend modern and classic nautical decor. It first opened in 2002 and has since undergone spectacular renovations. Of all 103 guest rooms, no two are the same, but each is equally welcoming.
The prime location of this beautiful hotel is one of the many reasons it’s one of the best places to stay in Portland. It’s within walking distance of downtown Portland, giving guests easy access to the harbor and shops, as well as award-winning restaurants and bars. During your time at the hotel, you can enjoy complimentary access to a pantry nook with a Keurig Machine for coffee, tea, or sparkling water.
The Portland Harbor Hotel ranked #18 in the Conde Nast Traveler Top 30 Hotels in the Northeast: Readers’ Choice Awards 2022. It continues to be one of the best, if not the best, places to stay for anyone who visits Portland, Maine.
Click here for directions to the Portland Harbor Hotel.
Click here for the full hotel review.
The Press Hotel
The Press Hotel is another gorgeous hotel located in the former headquarters of the Portland Press Herald. The newspaper relocated and in 2015, The Press Hotel opened in the historic Gannett Building. Even if you don’t plan to stay overnight at the hotel, you’ll at least want to stop by to see the lobby.
The marvelous, iconic letterpress wall created by local artist Matt Hutton immediately draws your eyes to the front desk. And just a few steps away from that is the coffee bar/lobby bar. There’s even an art gallery featuring Maine artists on the lower level.
There are 110 guest rooms and suites. Each guest room has a vintage-styled journalist desk, wood floors, and local artwork. Guests are also treated to Frette bed linens and Cuddledown comforters.
Click here for directions to The Press Hotel.
The Chadwick Bed & Breakfast
The Chadwick Bed and Breakfast offer modern, luxe lodging in a home that was built in 1891. If you’re looking for a quiet retreat or romantic getaway, this is the place to stay. You’ll be treated to top-of-the-line accommodations, including a delectable homemade breakfast each morning during your stay.
Guest amenities include snacks and beverages 24 hours a day, high-speed WiFi, complimentary access to Netflix, HuluPlus, and Amazon Prime Video, and a garden with a large fire pit with Adirondack chairs and a bubbling fountain.
The Chadwick Bed and Breakfast is a 10-minute walk from the Arts District and a 20-minute walk to the Old Port.
Click here for directions to The Chadwick Bed & Breakfast.
The Blind Tiger
Just a few blocks from downtown Portland, Blind Tiger is a small hotel offering nine guest rooms in a historic mansion built in 1823. You’ll be surrounded by comfort and warmth from the moment you step foot in this quaint hotel.
Beautiful vintage furniture and modern art decorate the lounges. The guest suites are surprisingly spacious. The Blind Tiger truly manages to be cozy and chic simultaneously.
Easily the most impressive feature of the Blind Tiger is the former speakeasy turned billiard room. Feel free to take a night off and enjoy a few drinks and rounds of pool.
Click here for directions to The Blind Tiger Portland.
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Top Places to Eat In Portland Maine
Fore Street Restaurant
Fore Street Restaurant has been a Portland favorite since it opened its doors in 1996. This popular eatery is located in the Old Port District, just one block from the waterfront.
The impressive brick and stone hearth in the center of the restaurant is visible from most tables, so patrons can watch hardwood and apple wood fires cook their favorite seafood, meats, and vegetables.
Fore Street was recognized by Gourmet Magazine’s Top Fifty Restaurants of the United States in 2001 and 2006. The restaurant has also been a semi-finalist for “Outstanding Restaurant” from the James Beard Foundation, several times since 2011.
Click here for directions to Fore Street Restaurant.
Gilbert’s Chowder House
My absolute FAVORITE place for a hot seafood chowder bread bowl and a cold beer. This culinary gem is nestled in the heart of Portland and is renowned for its authentic seafood dishes and signature chowders. Sitting right on the waterfront, you can take in the vibrant seafood scene as you indulge in expertly crafted dishes, from rich lobster bisque to savory clam chowder.
Gilbert’s Chowder House is a local favorite, offering a cozy experience that showcases the freshest ingredients and culinary expertise. Whether you’re a seafood enthusiast or a first-time visitor to Portland, a visit to Gilbert’s Chowder House promises an unforgettable journey through the delicious traditions of Maine’s coastal cuisine.
Hot Suppa
In 2006, two brothers from Portland established Hot Suppa in an 1860 brick Victorian building on the West End of Portland. The quirky character of the building somehow perfectly matches the classic American dishes being served inside it.
All of the dishes curated at Hot Suppa are made to order, from quality ingredients that are locally sourced whenever possible. Be sure to order one of their refreshing breakfast cocktails or mimosas as you enjoy their all-day brunch!
Click here for directions to Hot Suppa.
Scales
Scales is part of a family of restaurants that includes the aforementioned Fore Street Restaurant. There are 150 seats and a gigantic bar, yet I still recommend making reservations because this seafood spot is almost always packed.
Scales offers classic New England seafood with a slight French twist. Although it’s a bit more upscale than other seafood restaurants in Portland, the vibe is always warm and welcoming.
Click here for directions to Scales.
The Highroller Lobster Co.
Did you know that around 90% of the entire country’s supply of lobster comes from the state of Maine? For this reason, you can bank on having the freshest lobster rolls you’ve ever had when you visit Portland.
One of the best places to get a classic lobster roll, as well as one of many creative twists on the dish, is The Highroller Lobster Co. Don’t be alarmed when you encounter a line stretching down the street. You’d be hard-pressed to find a day when foodies aren’t lined up to get their hands on some delectable eats.
Some of the most popular menu items include the Lobster Cheese Crisp Taco and Lobster Grilled Cheese.
Click here for online orders from The Highroller Lobster Co. Click here for directions to The Highroller Lobster Co.
Regards
Regards is another noteworthy place to eat in Portland. It’s a small plates restaurant that serves incredible food inspired by the diverse food culture of Los Angeles, created with the delectable fare of Maine.
Regards was named one of Bon Appetit’s “50 Best New Restaurants 2022” which definitely helped put it on the map. You can order anything on the menu and be more than satisfied with your selection. Plus, with so many delicious plates to choose from, you have plenty of reasons to visit time and time again.
Click here for directions to Regards.
Central Provisions
If you’re looking for an elegant and unique dining experience, you’ll want to grab a reservation at Central Provisions. This upscale dining establishment is a culinary haven, known for its innovative and artfully crafted dishes that showcase the finest local ingredients. Located in the heart of Portland, Central Provisions offers a sophisticated and welcoming atmosphere, making it the perfect destination for food enthusiasts seeking a memorable dining experience.
From creative small plates to exquisite main courses, each dish at Central Provisions is a culinary masterpiece, reflecting a commitment to excellence. Come here and discover why Central Provisions stands out as a must-visit destination for those looking to savor the best of Portland’s gastronomic scene.
The Bar of Chocolate
If you’re going to indulge in some dessert and a little nightcap, do it at The Bar of Chocolate. Trust me, you won’t regret it. This iconic dessert destination is known for its delectable array of artisanal chocolates, exquisite desserts, and finely crafted cocktail.
The bar offers a one-of-a-kind experience for those with a passion for all things sweet with a menu filled with mouthwatering treats, from rich chocolate fondues to decadent cakes and specialty drinks. With a commitment to quality and innovation, The Bar of Chocolate has become a beloved spot for locals and visitors alike, providing a delicious escape into a world of divine flavors and culinary creativity.
The peanut butter cup martini is FAB!
Best Time to Visit Portland Maine
Summer is the peak tourist season in Portland, Maine. It’s the most popular time to visit because from June to August, the temperatures rarely climb above 80 degrees. The mild, cooler summer temperatures are definitely hard to beat. Plus, it tends to rain a lot in Portland, but it rains the least during the summer months.
However, several events and festivals are held throughout the year. Plus, if you prefer to avoid crowds, Portland is also wonderful to visit in the spring and fall. Vibrant flowers bloom in spring and the fall foliage never ceases to amaze me. Given its location on the tip of the northeastern coast, you can expect spring and fall temperatures to feel like winter temps anywhere else.
How To Get Around Portland Maine
Car
The best way to get around Portland, Maine is by car. You can travel to Portland in your own car, rent a car at the airport, or hop in a Lyft or Uber to easily get around the city.
There is a decent amount of public parking. Most garages charge an hourly rate of $3 and most hotels charge about $40 for nightly valet parking.
Bus
Getting around Portland by bus is also easy thanks to the Greater Portland METRO. There are 10 routes, including an express route, that will get you anywhere you need to go in Portland and other nearby towns.
Fares are $2; the express route is $4. You’ll want to have exact change. Check the METRO website for any changes to daily routes.
Ferry
To get from the mainland to the islands of Casco Bay, you will need to take the ferry. Taking a ride on one of the Casco Bay Lines ferry boats is definitely something you’ll want to experience when you visit Portland.
Bicycle
Portland is also wonderful to explore on a bike. There are a bunch of bike trails and bicycle parking locations throughout the city.
If you want to leave your bike at home, Portland is a super walkable city. The working waterfront, scenic coastlines, and historic buildings offer plenty to see as you make your way through the town on foot.
Portland is also a 10-minute ride from the Portland International Jetport, Maine’s home airport.
Portland, Maine is a gorgeous city with something for everyone to enjoy, any time of the year.
Bookmark this travel guide before you go, then once you’re in Portland, you’ll know exactly where to stay, where to eat, and what to do while you’re there.
You can find more travel guides for some of my favorite cities, as well as travel tips and tricks, on my blog.