Boutique hotels in Southport

Room 20 - Topside Inn

Leeward Guesthouse Room with King Bed on Middle Floor with Easy Access Offers partial harbor views, as well as views of the lower lawn, gardens and newly planted orchard from room and covered sitting porch. Harbor views can also be enjoyed from the Inn’s front porch or Adirondack chairs on our front lawn. Easy access – a short downhill walk, and one step up to the entry deck King Bed with linen headboard and new luxury firm mattress Private, in-suite bathroom with tub/shower combination, bath amenities and hair dryer Features a small refrigerator, second sink outside the bathroom, iron and board Cable TV, WIFI, air conditioning and room/window fans to amplify the cool ocean breeze Full breakfast, 24-hour tea, coffee and snacks, bar ware and ice

Hallowell Suite •Exposed Beams•Church Views•Gym

Charming 2nd-floor suite featuring 2 rooms, exposed beams, soaring ceilings/fans & 1.5 private bathrooms. Enjoy a beautifully tiled shower and picturesque views of the iconic Old South Church from this peaceful retreat, just steps from downtown’s vibrant pubs, restaurants, & live music venues. Unwind in the hot tub or sauna or explore with complimentary bicycles and kayaks available. Outdoor enthusiasts will love the nearby Rail Trail and Vaughn Woods & Waterfalls within easy walking distance.

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.

The Elms - Cumberland Room

The Elms is conveniently in Westbrook, with easy access to Portland and the Interstate. The Cumberland room has two queen beds, private bathroom with shower stall, and closet. The room is defined in character by the large imperial rug. 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.

Early Bird Cottage - Sebasco Harbor Resort

The Early Bird Cottage is decorated in a rustic cottage style and features ten individually rented bedrooms inside the cottage. These rooms have 1 queen bed and a private bathroom. Each bedroom includes a personal refrigerator and coffeemaker. There is a shared living area, wet bar, and microwave for the entire cottage. Please note: all of Early Bird Cottage is stair access only and does not include air conditioning. Located at Sebasco Harbor Resort.

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.

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.

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.

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.

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.

Newly renovated , Motel Garden Room

Welcome to our tranquil hotel with lush gardens and newly renovated rooms, offering a blend of modern comfort and style. Explore our town through our partnerships with a cozy coffee and bakery shop, a top-notch seafood and sushi restaurant, and an exclusive ice cream factory, all offering our guests special discounts. Experience hospitality intertwined with local flavors for an unforgettable stay.

Greenleaf Inn 6 King Suite, Balcony, Harbor View

Escape to Room 6 at the historic Greenleaf Inn in Boothbay Harbor. This private room for two features a king bed, full bath, and a private balcony with stunning harbor views. Enjoy modern comforts in a beautifully renovated 1840s inn, just steps from downtown shops and restaurants. Includes access to a shared kitchen, living room, and a magnificent Sky Deck. Perfect for a romantic Maine getaway.