Whether you’re a foodie or outdoor enthusiast, Portland, Maine has something to offer you. From its vibrant food scene to its scenic coastal towns, there is plenty to explore. This guide will provide you with everything you need to make the most of your time in Portland, including how to get there, the best times to visit, where to stay, where to eat and drink, and the top activities to do while you’re in Portland.
Let’s dive in and start planning your perfect trip to Portland, Maine!
How to Get to Portland
Portland has its own international airport, making it convenient for those flying in. However, if you’re looking for more flight options and cheaper airfare, Boston Logan International Airport is just a two-hour drive from Portland. If you’re already in New England or nearby states, Portland is easily accessible by car, making it a great weekend getaway.
If you’re driving north to Portland, consider stopping for lunch at the Frisbee’s Wharf in Kittery, Maine. Grab a lobster roll and watch the boats go by. It’s the perfect way to kick off a trip to Maine!
Getting Around
Getting around Portland is easy, and it depends on your plans. I recommend getting a car if you’re looking to explore beyond the city- like venturing out to the Portland Head Light or beaches. Having one gives you the freedom to explore the scenic areas and coastal towns just outside of Portland.
If you plan to stay local, there’s plenty to do and see without a car. The downtown area is walkable, and Uber and Lyft are readily available if needed, making it easy to get around.
Many of the hotels in Portland also offer bikes, which is another great way to explore the town.
If you’re considering visiting another town, I recommend Kennebunkport. It looks like a Hallmark movie town and is only a 40-minute drive from Portland. Check out my guide on how to spend one day in Kennebunkport!
Best Time to Visit
The most popular time to visit Portland, Maine is May to October. During these months, the weather is mild, with plenty of sunshine, making it ideal for outdoor activities like exploring the lighthouses, taking a lobster catch cruise, or walking around town.
Keep in mind that July and August have the warmest temperatures, with an average high of 78 and low of 65 degrees Fahrenheit, but they’re also the busiest, and hotel prices can be high.
If you’re looking for a more budget-friendly option, early spring and late fall will have lower hotel rates, though the weather is cooler.
Where to stay in Portland
It’s no secret that Portland’s hotels can get expensive, especially during summer. During our visit in July, hotel prices were hovering around $700 a night, which led me to book the Holiday Inn by the Bay. I have to admit, I was a bit disappointed when I made the reservation, but it turned out to be a pleasant surprise.
Upon arrival, I was impressed by how newly renovated the rooms were. The beds were comfortable, and the location was perfect—we could walk almost everywhere we wanted to go. The hotel also offered on-site parking and even had bikes available for guests to explore the town, which added to the experience. I would definitely stay here again.
For those looking to splurge, here are a few other great hotel options in Portland:
The Press Hotel
A chic, boutique option housed in an old newspaper building. The Press Hotel is a great location and within walking distance to the best shops, restaurants, and bars in Old Port.
Canopy by Hilton
Located in the Old Port district, the Canopy has modern rooms and a great rooftop bar.
AC Hotel by Marriott
The AC Hotel is sleek and modern and located only two blocks from the Old Port district and has unobstructed views of Casco Bay.
Where to Eat and Drink in Portland
Via Vecchia
An Italian restaurant located in Old Port. The atmosphere inside is stunning, with a dark, moody vibe. I sat at the back bar, which is pretty, but I’ll request a table in the front room next time- it has that lively energy for a night out. I still dream of their hot and dirty martini and the veal chop, which was the best I’ve had. While their pasta was just okay, I’d go back in a heartbeat for the martini and veal chop. Reservations are recommended.
Scales
Scales is a vibrant restaurant on the water in Old Port that focuses on fresh seafood. We went for just a drink and appetizer and had an Aperol Spritz and the tuna crudo, which was light and refreshing. The place was packed with great energy. Make a reservation in advance—it’s a tough spot to get into!
The Shop by Island Creek
A charming little spot perfect for enjoying oysters and drinks. I had their Paloma, along with half a dozen oysters, which were fantastic. It’s a great place for a casual, laid-back experience.
Eventide Oyster Co.
An oyster bar made famous for their brown butter lobster rolls served in a bao bun.
The Porthole
A casual waterfront bar perfect for relaxing with a drink and listening to live music. We loved this place so much that we came before and after dinner.
Lobster Shack at Two Lights
Waterfront restaurant that provides fresh seafood and ocean views.
The Holy Donut
I’ve heard a lot about this place and its potato donuts, so I had to give it a try, but honestly, I don’t really get the hype. The donut was fine—maybe it just wasn’t my thing. That being said, it’s such a local favorite that I’d still recommend trying it out for yourself. You might love it more than I did!
Luna Rooftop Bar
The perfect spot to grab a cocktail and look over Old Port.
Blyth and Burrows
A bar in Old Port known for its expertly crafted cocktails, inventive small plates, and raw bar.
Best Things to Do in Portland
Explore the Old Port District
Wander through cobblestone streets lined with boutique shops, art galleries, and seafood restaurants. The historic waterfront area is a charming place to spend an afternoon, grab a coffee, or shop for local goods.
Peaks Island
Just a short 15-minute ferry ride away, Peaks Island is the perfect place to rent a bike and leisurely explore its beaches and historic forts.
Portland Head Light
Located in Cape Elizabeth, this is one of Maine’s most iconic lighthouses. When visiting the Portland Head Light, the views were more impressive than I expected. I would have allowed more time to explore the area if I had known. There are many walking paths, and I wish I could have done the cliffside loop, which offers views of the rugged coastline. The area is filled with fantastic spots for photo ops, and there is even Cousins Maine Lobster truck to grab a fresh lobster roll.
The park is open year-round from sunrise to sunset.
I recommend signing up for a lighthouse bike tour if you want to see more lighthouses. These guided tours take you along scenic coastal paths to see multiple lighthouses.
Lighthouse Bikes has 2 hour, 3 hour and 5 hour bike tours available.
Lobster Catch Cruise
For a unique experience in Portland, the lobster catch cruise is a fun way to learn about Maine’s lobster industry and a perfect chance to spend time on Casco Bay. You’ll head out with local fishermen and get hands-on with pulling up traps. You’ll have the opportunity to buy the lobster you catch and have a local restaurant prepare it.
Lucky Catch Cruises: Located in Portland, the cruise offers an 80-90 minute excursion for $50 per person. A private chart is available for $50
Take a Brewery Tour
Portland is known for its craft food scene. Join a brewery tour to visit popular spots like Allagash Brewing Company, Rising Tide Brewing, or Bissell Brothers, where you can sample local brews.
Portland, Maine is packed with incredible places to stay, unforgettable dining experiences, and unique activities that showcase the best of this coastal city. Whether you’re visiting for a weekend getaway or a longer stay, this guide covers it all to help you plan the perfect trip.
Only have one day to explore? Head over to my One Day in Portland, Maine Guide for the perfect itinerary to make the most of your time in Portland, Maine!
