Traveling to Portland, Maine

We feel lucky to live in a featured travel destination - the beautiful coastal city of Portland, Maine.

While we have lots of local clients, we also regularly book clients who travel to here in order to work with us - and to explore the beautiful coastlines and cobblestone streets of Portland!

Below are our thoughts and suggestions on some of our favorite things to do and see in Portland!

TO STAY:

  • Truly reflective of Portland’s new direction, Canopy boasts modern comfort and style while being directly across from the city’s working waterfront. The rooftop bar, Luna, has quickly become a popular hangout for both tourists and locals alike—as it turns out, the water views are universally appealing. Though it is a Hilton property, Canopy has plenty of unique character, and the clientele runs the gamut from vacationing families to hipster twentysomethings. Someone did their homework before opening, as you will find some of the city’s most exciting art and food featured throughout.  

  • A hidden gem in the West End, The Pomegranate Inn has a collection of contemporary art in a vivid array of colors. Each piece of furniture in the lobby and guest lounge is different, adding to the eclectic feel of the space. Eight guest rooms further the public areas' contemporary theme, with bright colors and artistic details. We loved Room Eight, which has a private sitting room that's flooded with natural light, muted, soothing pink tones, a gas fireplace with a tiled hearth, and a firm, comfortable bed. In the morning a tapas-style breakfast, included in the room rate, has everything from frittatas to chilled oats to honey-roasted pineapple.

  • Housed in the former home of the Portland Press Herald (Maine’s biggest newspaper), this eco-minded LEED-certified boutique property plays up its journalism theme and celebrates the art of writing with flourishes like vintage typewriters in the lobby and old news copy blown up on walls. Recent renovations play to both its dedication to the local community and its swish-yet-sustainable ethos, with beautiful plant installations and sumptuous new lobby seating. Though locally owned, the property is a member of Marriott's Autograph Collection. Because it's themed around the written word, the hotel attracts notable authors like Christina Baker Kline and Emma Straub, and since it's steps away from the Merrill Auditorium, plenty of big-name celebs often stay here as they swing through town for their performances. Union is also one of the city's standout restaurants, and hotel guests may make the best use of it by stopping by in the morning for breakfast. Check out the Portland Press Hotel.

  • Located on scenic Peaks Island in Casco Bay, The Inn on Peaks Island has unbeatable views and vibes, with just six guest rooms as well as a popular pub with items like haddock tacos and lobster sliders. All of the suites are named after other Maine islands; the Great Diamond, for instance, has cathedral-style ceilings, a king canopy bed, a hot tub, and stunning views from the balcony. The experience and the scenery more than justify the 15-minute ferry ride from the mainland. If you're worried you won't have enough to do out on the island, don't: Peaks Island has more activities than other Casco Bay islands, including kayak rentals, sailing charters, and museums to visit.

  • Hotels not your style? Take a look at the listings on airbnb to see some truly unique homes and apartments available to rent!

TO EAT:

  • Chic Italian eatery offering brunch staples, small plates, seafood & steak, plus wine & cocktails.

  • Bright, contemporary bistro offering Asian-inspired noodles & other bites with local craft beer.

  • This rustic spot's open wood-fire grill, oven & spit lend smoky flavors to upscale American fare.

  • Food truck turned brick-&-mortar serving Japanese-style street food in a lively, comfortable space.

  • Inventive takes on BBQ & Southwestern dishes are served in a homey space decorated with pale wood.

  • Eclectic restaurant serving small plates & cocktails in a rustic, brick-walled setting.

  • Lobster rolls & other seafood in a neighborhood diner that sources local brioche rolls.

  • Buzzy oyster market with a dine-in raw bar for fresh shellfish, wine & beer plus a seasonal patio.

  • Bakery and restaurant specializing in naturally leavened breads, artisan pastries, and elevated sharing plates for brunch and dinner. Complemented by a coffee program as well as thoughtful wine, aperitif, and beer selections.

  • Espressos, pastries & retail bags in cozy cafe with brick walls, open roasting space & cuppings.

  • Offers unique handmade baked goods made-from-scratch, daily.

TO DRINK:

  • Vintage-inspired cocktail bar with a maritime theme serving house cocktails & upscale small plates.

  • Dark, basement speakeasy with inventive comfort food, local beers & an extensive bourbon & rum list.

  • Down-to-earth bar & grill furnishing comfort food with a twist in unpretentious surroundings. Plus a subtle Big Lebowski Theme.

  • Arcade, console, pinball & board games entertain the patrons at this bar with beers & some spirits.

  • A bar, kitchen & nightspot serving fresh, handmade cocktails & a rotating food menu featuring Latin American street food.

  • A combo soft serve shop and bar in the East End. Incredibly cute and cozy interior with hightop seating, with minimal outdoor seating.

  • Local craft brewery featuring a bustling warehouse like taproom with indoor & outdoor seating. A Maine beer staple.

  • Compact, welcoming coffee shop serving locally roasted beans & fresh-baked pastries. They make incredible lattes, too.

  • Warm, easygoing hangout with coffee, cocktails & light bites, plus locally made products for sale.

  • Cozy cafe for bubble tea with many milk and sweetener options, along with board games.

TO EXPLORE:

  • Portland's largest developed park at 78 acres, provides sweeping views of Casco Bay and direct access to the waterfront. The park features an Olmsted-designed landscape, Eastern Prom Multi-Use Trail, Will's Playground, public boating ramp, hand-launch boat ramp, East End Beach, community garden, and world-class sledding in the winter months. Many picnic areas and benches dot the property, and the park is home to the annual 4th of July celebration, concerts and events. During warmer months, there are regularly parked food trucks along the lower lot that offer a variety of tasty options!

  • Just a few miles outside of Portland and accessible by car, explore the 100-acre Mackworth Island. Hike the 1.25-mile trail around the island for striking views of Casco Bay and Portland, or watch the sunset from the beautiful beaches.

  • There’s no shortage of amazing vintage shops in Downtown Portland: Little Ghost, Material Objects, Weekend Vintage & Find. Just to name a few! If vintage isn’t your style, there’s plenty of modern stores as well- Take a walk and go window shopping!

  • We’re a coastal city! The beaches aren’t hard to find. A few of our favorites include: Willard Beach, Higgins Beach, East End Beach, Ferry Beach, and Sandy Point Beach.

  • Nature preserve in Falmouth with trails for walking, wildlife viewing, and a gift shop.

  • Deering Oaks Park is a 55-acre public park in Portland, Maine, which has a baseball diamond, tennis courts, a playground, and a pond. During warmer months, it hosts farmers markets every Wednesday and Saturday morning.

  • Thompson's Point is a waterfront, outdoor venue on the southern tip of the Thompson's Point peninsula in Portland, Maine. Thompson’s Point hosts regular concerts during the summer and offers an array of food trucks and space to hang out.

  • The Portland Museum of Art, or PMA, is the largest and oldest public art institution in Maine. Founded as the Portland Society of Art in 1882. They host local events, film screenings, and are a hub for the arts scene in Portland.

  • Fort Williams Park is a 90-acre park in Cape Elizabeth, Maine, encompassing numerous historical sites. It features multiple parks, a beach, a children’s garden, historic forts, a lighthouse, and more!

  • Accessible only by ferry, quaint Peaks Island is popular for biking and kayaking, plus swimming at Sandy and Centennial beaches and exploring rocky Cairn Beach. The Fifth Maine Regiment Museum has exhibits on local and Civil War history, and the Battery Steele is a World War II military fortification. A few casual seafood restaurants, cafes, and a small grocery stores are scattered around the harbor

  • Take a trip up to Freeport to check out Maine Beer Co to try American-style ales served in a tasting room with windows into the facility where they're produced. Home of the famous “Lunch” beer.