Portland Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury Portland Hotels
Breakwater Inn
127 Ocean Avenue Kennebunkport ME
Breakwater Inn provides luxe lodging where you'll enjoy pillowtop beds and more. Sought-after amenities include a restaurant and a bar
8.4/10 Very Good! (51 reviews)
Room was wonderful,perfect. Staff could not have been nicer
Reviewed on Dec 19, 2025
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Discover luxurious lodging at Portland Regency Hotel & Spa, where you can enjoy amenities like designer toiletries, premium channels, and more. Notable amenities ...
9.4/10 Exceptional! (1,573 reviews)
Room is awesome , love the hotel.
Reviewed on Jan 12, 2026
Ramada Plaza by Wyndham Portland
155 Riverside St Portland ME
Be treated to a luxury stay at Ramada Plaza by Wyndham Portland, where you can enjoy amenities like HDTVs, premium channels, and more. Deluxe amenities at this ...
7.8/10 Good! (1,023 reviews)
Clean room & great customer service !
Reviewed on Jan 11, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
