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Check availability on Old Port Luxury Hotels

Our top choices for Old Port luxury hotels

Restaurant
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 2.900.403 ₫
4.213.457 ₫ total
includes taxes & fees
15 Dec - 16 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, (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
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
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 4.707.625 ₫
5.131.259 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Brewster House Bed & Breakfast
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, (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
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 1.948.346 ₫
2.155.650 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Portland-By the Bay by IHG
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, (1000)
"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
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 | Private kitchen | Full-sized fridge, microwave, oven, stovetop
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
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
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 Old Port Hotel Reviews

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Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Old Port?
Use Expedia and let us help you arrange a flight to Portland, ME (PWM-Portland Intl. Jetport) airport or Auburn, ME (LEW-Auburn - Lewiston Municipal) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a holiday, so we make it easy to find what you need to make your stay special. If you want a posh hotel that has a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Old Port offers. During your visit, you might want to enjoy the restaurants and bars which Old Port is known for.
What's there to see and do in Old Port?
Take in some sights and attractions while you're in Old Port by visiting Cross Insurance Arena, Casco Bay Lines Ferry Terminal and Fore Street Gallery. If you have a little extra time during your trip, you might want to check out N.W. Barrett Gallery and Domaine Gallery.