Drakes Island Holidays from £674
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Top Drakes Island Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Weldon Hotel
Downtown Portland
Price was £835, price is now £674 per person
£674
per person
7 Oct - 9 Oct
found 5 hours ago
Return direct flight included
West Palm Beach (PBI) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district.
Reviewed on 5 Jul 2026
Ogunquit River Inn & Suites
Moody
Price was £1,481, price is now £1,002 per person
£1,002
per person
28 Aug - 3 Sept
found 1 day ago
Return flight included
London (LON) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
The property was beautiful and the staff members were all really kind and helpful!
Reviewed on 11 Jul 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
Price was £794, price is now £692 per person
£692
per person
7 Oct - 9 Oct
found 5 hours ago
Return direct flight included
West Palm Beach (PBI) to Portland (PWM)
9.8/10 Exceptional! (35 reviews)
Great location. Clean great room. Recommend highly
Reviewed on 6 Jul 2026
Elmwood Motor Court
Price was £1,165, price is now £1,018 per person
£1,018
per person
28 Aug - 3 Sept
found 1 day ago
Return flight included
London (LON) to Portland (PWM)
9.2/10 Wonderful! (34 reviews)
The cleanest, cutest place ever! The person doing maintenance could be seen all the time, mowing the lawn, emptying common area trash cans, cleaning the picnic tables. Everything was kept up very well. Our stand alone cottage looked like it had recently been painted. Nothing was worn looking, or neglected. The bed was super comfortable, and it was great having a little kitchen. The pool is located so that everyone could see it, yard games, arcade room, gas grills for use. Trolly stop being on property was a plus. We weren’t traveling with young children, but I could see how this would be a great place to go and save money while having access to the downtown area and beaches. I would definitely stay again!
Reviewed on 30 Jun 2026
Top hotels in Drakes Island
Ogunquit - The Milestone
687 Main Street Ogunquit ME
The price is £151 per night from 28 Jul to 29 Jul
£151
28 Jul - 29 Jul
includes taxes & fees
8.8/10 Excellent! (1,393 reviews)
"Absolutely cannot complain about anything at this property for the price. Very clean, staff was super friendly. Water pressure was amazing in the shower, super hot. It included a continental breakfast which I couldn’t even believe. The pool was sparkling clean. The only thing was the jacuzzi tub ..."
Reviewed on 11 Jul 2026
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
The price is £308 per night from 22 Jul to 23 Jul
£308
22 Jul - 23 Jul
includes taxes & fees
9/10 Wonderful! (1,223 reviews)
"Excellent location right across from the beach. Hotel restaurant had great breakfast choices. Room was older but clean."
Reviewed on 10 Jul 2026
Ocean Surf at York Beach
780 York Street (Rte 1A) York Beach ME
The price is £380 per night from 10 Aug to 11 Aug
£380
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (37 reviews)
"Our room had water damaged walls, dirty floors and an ant infestation. Pool and staff were good."
Reviewed on 10 Jul 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.
What to do in Drakes Island
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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.
