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Check availability on Boothbay Harbor Luxury Hotels

Our top choices for Boothbay Harbor luxury hotels

Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is 4.703.692 ₫
5.126.972 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Brewster House Bed & Breakfast
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1428)
"Every thing was perfect, service, accomodations, and friendly staff!!!"
United States
Michael
The price is 2.051.946 ₫
2.270.273 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Portland-By the Bay by IHG
View from property
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Helpful and friendly staff"
United States
Wei Chien
The price is 2.578.086 ₫
2.852.395 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Westin Portland Harborview
Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1711)
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
The price is 2.897.979 ₫
4.209.936 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Portland Harbor Hotel
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillow-top beds
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1001)
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
The price is 4.114.415 ₫
4.552.189 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Press Hotel, Marriott Autograph Collection
Bar (on property)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1004)
"Staff was lovely. Room was excellent and the hotel decor is very appealing. "
United States
Harris
The price is 3.214.189 ₫
3.556.179 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Canopy by Hilton Portland Waterfront
Reception
Longfellow Hotel

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (138)
"Very stylish, clean, and comfortable hotel. We typically stay in the Oldport section of Portland but it was really nice to explore other areas. Lots of restaurants, bars, and coffee shops in the area. The hotel bar and coffee shop are great and very convenient. Look for those week day deals. Very affordable "
United States
Rachel
Longfellow Hotel
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is 4.853.641 ₫
9.236.519 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Weldon Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Boothbay Harbor Hotel Reviews

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Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Boothbay Harbor?
Expedia can help you arrange a flight to Wiscasset, ME (ISS) airport or Rockland, ME (RKD-Knox County Regional) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a holiday, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Boothbay Harbor has to offer. During your visit, you might want to enjoy the ocean views and boating which Boothbay Harbor is known for.
When can I expect good weather in Boothbay Harbor?
Planning for the weather is an important factor for making your trip to Boothbay Harbor a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Boothbay Harbor are January, March, December and February, with each month seeing an average of 16 cm of snowfall.
What's there to see and do in Boothbay Harbor?
Experience Boothbay Harbor and visit Boothbay Harbor Marina, Burnt Island Living Lighthouse and Opera House at Boothbay Harbor. If you have some spare time during your trip, you might want to check out Boothbay Region Land Trust and Boothbay Harbor Memorial Library.