Hotels with a Pool in Portland

Downtown Portland enchants with historic cobblestone streets and a lively waterfront where lobster boats bob alongside ferry terminals. Art lovers can explore local galleries and the Portland Museum of Art, while foodies dive into fresh seafood and craft beer scenes. The charming brick buildings house boutique shops perfect for finding unique Maine-made treasures. Getting around is easy on foot with most attractions packed into a walkable core. Cozy boutique hotels occupy converted Victorian buildings, offering harbor views and local character. When night falls, live music spills from taverns while the salty harbor breeze carries the promise of tomorrow's adventures.

Portland's East End combines coastal charm with neighborhood character along its stunning 2.1-mile Eastern Promenade trail. Panoramic views of Casco Bay's islands and lighthouses await as you stroll past locals enjoying picnics on grassy slopes. The historic Portland Observatory and Abyssinian Meeting House offer glimpses into the past, while tree-lined streets showcase Victorian homes. Artisanal coffee shops and craft breweries nestle between authentic neighborhood spots, perfect for refueling after waterfront walks. Most accommodations are boutique B&Bs in converted historic homes with personalized service. The area's excellent walkability and METRO bus connections make exploring easy, whether you're heading to East End Beach or venturing downtown.

Portland's West End offers a glimpse into architectural heritage with its stunning Victorian and Colonial Revival mansions lining tree-canopied streets. The Western Promenade stands as the crown jewel, treating visitors to panoramic views of Casco Bay through towering elms. History buffs will love exploring the Victoria Mansion and Portland Fire Museum while soaking in the neighborhood's peaceful, residential charm. Intimate bistros and upscale farm-to-table restaurants showcase locally-sourced Maine ingredients throughout the area. Historic bed & breakfasts in converted Victorian mansions provide personalized service with period charm. Downtown Portland is just a 15-minute walk away, with METRO bus routes connecting the neighborhood to the rest of the city.

East Bayside's industrial buildings have transformed into a buzzing creative playground filled with craft breweries, distilleries, and coffee roasters. Colorful murals splash across brick facades while artisans work in converted warehouses. The neighborhood offers authentic cultural experiences, from Somali sambusas to craft beer flights, with the Maine Jewish Museum and historic Abyssinian Meeting House adding cultural depth. Just a 10-minute walk from downtown Portland, this walkable neighborhood is well-connected by METRO buses and offers bike-friendly routes. Boutique inns and vacation rentals in converted industrial spaces provide character-filled stays, while the Eastern Waterfront Trail offers harbor views and a refreshing break from the artsy urban landscape.