Portland Mountain Holidays
Book a Mountain Hotel + Flight or Car together to unlock savings
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Save up to £335 when you book a flight and hotel together*
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Packages with flights are ATOL protected
Top flight + Mountain hotel deals in Portland
Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview
Downtown Portland
Price was £441, price is now £436 per person
£436
per person
22 Oct - 25 Oct
found 1 hour ago
Return flight included
New York (NYC) to Portland (PWM)
8.8/10 Excellent! (1,007 reviews)
Clean and great staff, plenty of places to eat or go out that is very close walking distance to the hotel
Reviewed on 20 Aug 2025
3 Night Mountain holidays in Portland
Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview
Downtown Portland
Price was £441, price is now £436 per person
£436
per person
22 Oct - 25 Oct
found 1 hour ago
Return flight included
New York (NYC) to Portland (PWM)
8.8/10 Excellent! (1,007 reviews)
Clean and great staff, plenty of places to eat or go out that is very close walking distance to the hotel
Reviewed on 20 Aug 2025
Top Mountain Portland Hotels
Inn On Peaks Island
33 Island Avenue, Peaks Island, ME
Stay at this 3-star inn in Peaks Island. Enjoy free Wi-Fi, free parking and cable TV channels. Popular attractions Thompson's Point and Umbrella Cover Museum ...
9/10 Wonderful! (100 reviews)
Great Staff!
"The staff was super friendly. There’s no traditional front desk, so check in was a little confusing. Other than that, a great room and fantastic location"
Reviewed on 16 Aug 2025
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,004 reviews)
"It was great. breakfast was great!"
Reviewed on 18 Aug 2025
The Westin Portland Harborview
157 High St, Portland, ME
Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the bar and the helpful staff in their ...
8.8/10 Excellent! (1,006 reviews)
"Excellent room, gorgeous location, and phenomenal staff!"
Reviewed on 18 Aug 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.
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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. Flight-inclusive packages are ATOL protected.