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Our top choices for Freeport 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, (1430)
"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
17 Dec - 18 Dec
Holiday Inn Portland-By the Bay by IHG
Outdoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1312)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
The price is 1.953.295 ₫
2.129.091 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Portland
Breakfast, lunch, dinner served; American cuisine
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1002)
"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
Children’s activities
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (293)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
Restaurant
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1712)
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
The price is 2.897.979 ₫
4.209.936 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Portland Harbor Hotel
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, (1005)
"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
22 Dec - 23 Dec
Canopy by Hilton Portland Waterfront
Breakfast, lunch, dinner served; American cuisine
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
Breakfast and dinner served, American cuisine
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very good, (1001)
"Perfection! "
United States
Courtney
The price is 3.130.533 ₫
3.412.281 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Portland Sheraton at Sable Oaks
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
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 Freeport Hotel Reviews

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Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Freeport?
Let Expedia help you arrange your flight to Auburn, ME (LEW-Auburn - Lewiston Municipal) airport or Portland, ME (PWM-Portland Intl. Jetport) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Freeport offers. During your visit, you might want to enjoy the restaurants and cafes which Freeport is known for.
When can I expect good weather in Freeport?
Planning for the weather is a good way to make your trip to Freeport relaxing and enjoyable, 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 Freeport are January, February, March and December, with each month seeing an average of 14 cm of snowfall.
What's there to see and do in Freeport?
Enjoy all that Freeport has to offer and visit LL Bean Flagship Store, Wolfe's Neck Woods State Park and Desert of Maine. If you have spare time during your trip, you might want to make a stop at Casco Bay and Freeport Historical Society.
How can I get around Freeport?
It's easier to get around town comfortably when you know your options. If you want to venture outside the area, take a train from Freeport Station.