Drakes Island Holidays from £898
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Top Drakes Island Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
84 Main
Price was £1,113, price is now £898 per person
£898
per person
13 Mar - 20 Mar
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on 29 Dec 2025
The McKernan Inn
Price was £1,292, price is now £1,002 per person
£1,002
per person
13 Mar - 20 Mar
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!
Reviewed on 27 Dec 2025
Blind Tiger Portland - Danforth Street.
West End
Price was £1,705, price is now £1,400 per person
£1,400
per person
13 Mar - 20 Mar
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The whole was cozy!
Well curated style and knowledgeable staff.
Reviewed on 5 Jan 2026
Top hotels in Drakes Island
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
The price is £79 per night from 9 Feb to 10 Feb
£79
9 Feb - 10 Feb
includes taxes & fees
8.8/10 Excellent! (1,063 reviews)
Outstanding staff response (assistance in operating the in room electronics and front desk attitude were commendable). Rooms were spotless.
Reviewed on 3 Feb 2026
Cliff House Maine
591 Shore Road Cape Neddick ME
The price is £441 per night from 26 Feb to 27 Feb
£441
26 Feb - 27 Feb
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Nearly everything was perfect at this hotel. Quality of the facilities, friendly staff, good restaurants, beautiful spa, all of it. The only minor negative was that there was live music in the lobby that was a little too loud one day. The musician was great, but it made it a little tough to enjoy ...
Reviewed on 31 Jan 2026
Old Orchard Beach Inn
6 Portland Ave Old Orchard Beach ME
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (957 reviews)
Beautiful quaint hotel. Clean rooms
Reviewed on 3 Jan 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.
Popular places to visit
Old Marsh Country Club
Enjoy a round of golf in Wells at Old Marsh Country Club. Wander the beautiful beaches and seaside in the area.
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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.
