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Check availability on Freeport Luxury Hotels

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Our top choices for Freeport luxury hotels

Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (117 reviews)
The price is ￥28,461
￥31,022 total
includes taxes & fees
May 27 - May 28
Brewster House Bed & Breakfast
Children's activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (315 reviews)
  • cleanliness
    Beachfront elegance awaits at this Cape Elizabeth hotel with full-service spa, poolside cocktails, and ocean vistas.
The price is ￥52,004
￥61,009 total
includes taxes & fees
May 25 - May 26
Inn By The Sea
Outdoor pool

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very Good, (1,389 reviews)
  • cleanliness
    Serene Portland hotel offers luxury, plush robes, concierge service, and indoor pool near Maine Mall.
The price is ￥18,891
￥20,591 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Portland
Exterior

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,572 reviews)
The price is ￥21,489
￥23,776 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Portland-By the Bay by IHG
Bar (on property)

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,000 reviews)
The price is ￥43,392
￥48,010 total
includes taxes & fees
May 27 - May 28
Canopy by Hilton Portland Waterfront
Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,765 reviews)
The price is ￥29,526
￥38,741 total
includes taxes & fees
May 25 - May 26
Portland Harbor Hotel
Breakfast, lunch, dinner and brunch served

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Downtown portland hotel offers spa indulgence, premium dining, and elevated comforts in a historic setting with harbor views.
The price is ￥29,926
￥33,110 total
includes taxes & fees
May 26 - May 27
The Westin Portland Harborview
View from property

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77 reviews)
The price is ￥41,689
￥49,985 total
includes taxes & fees
Jun 3 - Jun 4
Chebeague Island Inn
Breakfast, lunch, dinner and brunch served

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Immerse in the refined elegance of downtown Portland where Italian linens meet artful design and attentive service awaits.
The price is ￥48,391
￥53,540 total
includes taxes & fees
May 25 - May 26
The Press Hotel, Marriott Autograph Collection
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
The price is ￥34,683
￥37,804 total
includes taxes & fees
May 25 - May 26
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 Freeport Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"The New England decor was pleasant. The free snack station on each floor was great (fruit, yogurt, granola, pastries, trail mix bars, coffee, multiple tea flavors, cookies) are a nice edition. We avoided the destination/resort fee be having breakfast or cocktails each day. The outdoor fire pits were enjoyable"
Mark 3-night trip
Posted 2 hours ago
Portland Harbor Hotel

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Freeport?
Let Expedia help you arrange your flight to Auburn, ME (LEW-Auburn - Lewiston Municipal) airport or Portland Intl. Jetport Airport (PWM) 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 has to offer. 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 temp of 65°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Freeport are January, February, March, and December, with each month seeing an average of 6 inches 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 Harrington House.
How can I get around Freeport?
It's easier to get around town comfortably when you know your options. To venture out into the surrounding area, ride aboard one of the trains from Freeport Station.