Portland Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Ski Portland Hotels
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,114 reviews)
"Great room, and property is conveniently near the airport"
Reviewed on Jul 20, 2025
Kennebunkport Inn
One Dock Square, Kennebunkport, ME
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (529 reviews)
"Great property, lovely rooms, very limited restaurant, service, and breakfast service considering the price"
Reviewed on Jul 13, 2025
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Old Orchard Beach
Book a stay at this beach condo in Old Orchard Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Old Orchard Beach and Old Orchard ...
9.6/10 Exceptional! (207 reviews)
Vacation
"Very happy."
Reviewed on Jul 13, 2025
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.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.