Boutique hotels in Southport

Historic • Walk to Downtown • Queen Bed & Hot Tub

Sunny, cozy second‑floor bedroom and bathroom overlooking the Kennebec River & the park. Close to downtown. The space features a small fridge, microwave, TV with Roku and Spectrum cable, coffee maker, tea kettle with coffee & tea provided, a comfortable work area, and thoughtful extra amenities. Furnishings blend charming antiques with classic LL Bean pieces. A modern heat pump keeps the room warm in winter and cool in summer. The room has access to hot tub, sauna, gym and well stocked kitchen.

Location · Value · Amenities

The Elms - River Room

The Elms is conveniently in Westbrook, with easy access to Portland and the Interstate. The River Room has one queen bed, private bathroom with tub, a desk, large closet, and a view of the Presumscot. This is the most desirable room in the Elms. Historic Building, built by a renowned architect, originally served as a luxury Maine resort to entice business to the local mill. Featuring splendid carved wood features, fireplaces, spacious rooms, and a screened veranda overlooking the river.

Location · Family · Condition

Boutique Hotel Suites up to 8 people -Min to Beach

Beach Fantasy Apartment Hotel is located in the heart of Old Orchard Beach, on the main street, walking distance to the beach, all attractions, shops, restaurants, and all entertainment areas. The Hotel offers 3 bedroom apartments with full kitchen, living room, 2 full baths, with a capacity of up to 8 people per unit. You and your kids can also enjoy many Old Orchard Beach attractions like the Beachfront Palace Playland Park, which is the only beachfront amusement parkland much more.

Value · Location · Nearby

Greenleaf Inn 5, King Suite, Harbor View

Soak in sweeping ocean views from this bright second-floor King Suite at historic Greenleaf Inn in Boothbay Harbor, Maine. This spacious retreat features a plush king bed, cozy reading chair, private en-suite bath, fireplace, Wi-Fi, A/C, and free parking. Enjoy peaceful coastal scenery while staying just steps from waterfront dining, shops, boat tours, and downtown attractions. Perfect for couples seeking a relaxing New England escape by the sea.

Value · Location · Condition

Harold Room 8 | 2 Queens + Gable Windows

Named for the visionary who helped shape Spruce Point Inn's golden years, Harold Room 8 offers vintage Maine charm and sunlit comfort. Two queen beds welcome guests in a cosy third-floor setting, complete with gable windows and partial ocean views. Soaked in history and thoughtfully updated, this light-filled retreat blends past and present with effortless ease — with the resort's full array of pools, spa, and on-site dining just steps away.

Hospitality · Hot tub · View

Historic King Room in Boutique Hotel

Located throughout the second and third floors of the hotel, our Historic King rooms feature an inviting king bed fitted with French bedsheets and Cuddledown quilts and pillows. Highlighting original, historic elements, these rooms each boast a unique floor plan and offer plenty of space for guests to stretch out after a day of exploring Portland. Bathrooms are complete with glass-enclosed standing showers and spa-like amenities.

Location · Value · Cleanliness

Greenleaf Inn 2 King Suite, Balcony, Harbor View

Unwind in a spacious 2-room King Suite at historic Greenleaf Inn in Boothbay Harbor, Maine. This first-floor corner retreat features a plush king bed, cozy sitting area, private balcony, and beautiful harbor views. Enjoy Wi-Fi, Smart TV, A/C, mini-fridge, private bath, and free parking, all just steps from downtown shops, restaurants, boat tours, and the waterfront. Perfect for couples seeking a romantic coastal Maine escape.

Location · Nearby · Walkability

Greenleaf Inn 4 King Suite, Fireplace, Harbor View

Enjoy panoramic Boothbay Harbor and ocean views from this bright second-floor Corner King Room at historic Greenleaf Inn in Maine. This airy retreat features a plush pillow-top king bed, relaxing sitting area, private bath with a large walk-in shower, Wi-Fi, A/C, and free parking. Take in views of the harbor, islands, and lighthouses, all just steps from downtown shops, waterfront dining, boat tours, and coastal attractions.

Value · Location · Hospitality

AQ Inn 12, 2-Story Suite, Balconies, Harbor View

Discover our unique 2-story waterfront suite in Boothbay Harbor! Perfect for up to 4 guests, this suite features 3 private balconies with stunning ocean & harbor views. Enjoy a king bed, queen bed, and cozy fireplace. As part of a boutique inn, you also have access to shared spaces like a full kitchen and a solarium. A charming coastal retreat with modern comforts, just a stroll from local shops and restaurants.

Location · Family · View

Congress Queen | ADA Accessible

- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Location · Family · Walkability

The Library | Guestroom 6

- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Value · Family · Parking

Top guest favorite

Guest favorite

Loft West

- A TIMELESS MAINE GETAWAY IN PORTLAND'S EAST END NEIGHBORHOOD - Guests will enjoy walking proximity to local breweries & distilleries, galleries & museums, boutique shopping, culinary delights, and the Eastern Promenade park highlighting sweeping views of Casco Bay and a mile's long trail system that leads to the vibrant energy of Portland harbor and the cobblestone lined streets of the Old Port.

Value · Family · Check-in