Portland Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 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! (1,116 reviews)
"Had a great time visiting friends the came to the Hotel and stayed there as well."
Reviewed on Aug 12, 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! (533 reviews)
"Classic hotel in the perfect location to enjoy Kennebunk. Having access to other properties from the same group is an amazing perk."
Reviewed on Aug 7, 2025
The Boathouse Waterfront Hotel & Marina
21 Ocean Ave, Kennebunkport, ME
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Wells Beach are located ...
8.6/10 Excellent! (338 reviews)
"It is a first class hotel and restaurant."
Reviewed on May 26, 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.