Portland, Maine: Your Guide to the Best Places to Stay, Eat, and Play

Discover the Charm of New England’s Coolest Coastal City

Portland, Maine is a charming coastal city that has everything from picturesque views to a booming food scene. Whether you’re a foodie, an adventurer, or someone looking to relax, Portland offers a perfect mix of activities to fill your itinerary. Here’s how to make the most of your time in this New England gem.

Geaux Do!

Things to Do: Explore the City and Beyond

Whether you’re exploring the cobblestone streets of the Old Port or seeking adventure on the water, Portland has plenty to offer as it is loaded with thing to see, do, and experience. 

Visit the Portland Head Light

One of Maine’s most iconic landmarks, the Portland Head Light in nearby Cape Elizabeth is a must-see. Located in Fort Williams Park, the lighthouse offers breathtaking views of the Atlantic and scenic walking trails.


Explore the Old Port

The Old Port district is full of boutique shops, art galleries, and local eateries. Wander the cobbled streets, take in views of the working waterfront, and grab a pastry at Standard Baking Co.


Take a Lobster Boat Tour

For a unique and memorable experience, hop on a lobster boat tour. Lucky Catch Lobster Tours and Rocky Bottom Fishing Charters offer hands-on experiences where you can learn about lobster fishing and even catch your own. It’s a great way to immerse yourself in Maine’s rich lobster tradition.


Take a Ferry to Peaks Island

For a peaceful escape from the city, take a quick ferry ride to Peaks Island. Rent bikes, explore the island’s quiet roads, or simply relax on the beach with views of Casco Bay.


Go on a Food or Beer Tour

Portland is famous for its craft beer scene and delicious local fare. A guided Maine Foodie Tour will give you a taste of Portland’s top culinary spots, while a Portland Beer Tour offers visits to some of the best breweries, including Allagash Brewing Company and Shipyard Brewing Company. These tours are great for sampling local brews and bites while learning about the city’s food culture.


Visit Commercial Street

Commercial Street runs along the waterfront and offers a bustling atmosphere with its mix of seafood restaurants, boutique shops, and historic buildings. You’ll find a variety of dining options, including lobster shacks and upscale eateries, as well as unique local shops and art galleries. The working waterfront also adds to the charm, where you can watch fishing boats unload their catches. It’s the perfect spot to experience the vibrant energy of Portland while enjoying scenic views of Casco Bay.

Geaux Stay!

Portland, Maine, offers a variety of unique and charming accommodations that perfectly capture the coastal vibe of the city. Whether you’re looking for a luxurious waterfront stay or a quaint inn nestled in the heart of downtown, Portland has something for every type of traveler. Here are some of the best places to stay when visiting this beautiful New England destination:

The Press Hotel

Located in the former headquarters of the Portland Press Herald, this boutique hotel blends modern design with historical charm. The rooms are chic and comfortable, and the location is unbeatable, just a short walk from Portland’s Old Port district. It’s perfect for those looking to stay in the heart of the city while enjoying a little bit of Portland’s rich history.

 

The Westin Portland Harborview

For those wanting to indulge in luxury, The Westin Portland Harborview offers stunning views of Casco Bay and easy access to the arts district. With its full-service spa, rooftop lounge, and proximity to some of the city’s best restaurants and galleries, this hotel is perfect for a refined stay in Portland.

 

Portland Harbor Hotel

The Portland Harbor Hotel combines modern elegance with the comfort of a coastal retreat. It’s located in the Old Port, one of the most vibrant and historic parts of the city, where cobblestone streets are lined with boutiques, bars, and restaurants. The hotel offers spacious rooms and top-notch service, making it ideal for a relaxing getaway.

 

The Francis Hotel

Located in Portland’s historic West End, The Francis Hotel is a boutique option that combines modern amenities with 19th-century architecture. This small, independent hotel focuses on personalized service and attention to detail, offering a charming and tranquil experience just a short walk from the city’s vibrant downtown.

 

Hilton Garden Inn Downtown Waterfront

For those seeking both convenience and comfort, the Hilton Garden Inn Downtown Waterfront is a solid option. Situated on the waterfront in Portland’s Old Port district, it provides stunning views of Casco Bay and easy access to local dining, shopping, and sightseeing. This is a great choice for business travelers or families looking for a reliable and centrally located hotel.

Geaux Eat!

Portland, Maine is a food lover’s paradise, and my recent trip was a testament to that. From seafood feasts to unforgettable cocktails, the city has so much to offer. Here are my top spots for eating and drinking in this charming coastal town: 

Start your day with a hearty breakfast at Becky’s Diner, a Portland institution. The pancakes and home fries are the ultimate comfort food and the perfect way to fuel up for a day of exploring.

 

If you are looking for a some casual dining options, Duckfat is an absolute must for fries lovers. Their crispy, duck-fat-fried fries with a variety of dipping sauces are irresistible. For an innovative take on small plates, Central Provisions offers dishes that are creative and full of flavor, making it one of my favorite stops.

You can’t visit Portland without diving into the local lobster scene. The High Roller Lobster Co. stole the show with its incredible lobster tacos—each bite was packed with tender, fresh lobster wrapped in cheese tortilla. Another seafood gem was Luke’s Lobster, where the classic lobster rolls delivered that perfect balance of buttery lobster and light seasoning.

 

For an upscale seafood experience, Scales is top-notch. The fresh seafood and sophisticated atmosphere made it one of the best meals of my trip.

Geaux Drink!

When it comes to cocktails, Papi and Blyth & Burrows stood out for their expertly crafted drinks in a cozy atmosphere. And if you’re a whiskey lover, don’t miss Henry’s Public House, where I had the best Irish coffee I’ve ever tasted.

Portland, Maine, is a vibrant city that offers a little bit of everything. From its stunning waterfront views and rich history to its culinary delights and artistic flair, it’s a destination that should be on every traveler’s list. Whether you’re indulging in fresh seafood or exploring the charming streets, Portland is sure to leave a lasting impression.