Drakes Island Vacations from $429
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The Latest Drakes Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was $643, price is now $429 per person
$429
per person
Jan 1 - Jan 5
found 2 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.2/10 Wonderful! (1,621 reviews)
Wonderful stay! Next time I’ll plan more than one night.
Reviewed on Oct 31, 2025
Cliff House Maine
Save 100% on your flight
Price was $1,300, price is now $839 per person
$839
per person
Dec 31 - Jan 3
found 22 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
9.4/10 Exceptional! (1,016 reviews)
Absoltely incredible views- the cliffs were the perfect place to catch the sunrise. The restaurant was wonderful and the staff were super friendly and helpful. Extremely comfortable room and the hot tub and indoor pool were fantastic.
Reviewed on Oct 20, 2025
Inn By The Sea
Save 100% on your flight
Price was $807, price is now $613 per person
$613
per person
Dec 31 - Jan 3
found 22 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
9.4/10 Exceptional! (283 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.
Reviewed on Sep 10, 2025
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $924, price is now $716 per person
$716
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (155 reviews)
Wish they had a liquor license and could do a cocktail hour in addition to a breakfast service. Wish they had just a tad more breakfast options. Really wish they had a key pad and front door access! LOVED the fire places in every room. Property manager was lovely and friendly. Loved the snacks available and variety.
Reviewed on Oct 27, 2025
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See all available trips from Columbus to Drakes Island
View all tripsDiscover the most popular places to visit in Drakes Island
Rachel Carson National Wildlife Refuge
Explore the great outdoors at Rachel Carson National Wildlife Refuge, a lovely green space in Wells. Wander the beautiful beaches and seaside in this family-friendly area.
Wells Reserve at Laudholm Farms
Nature enthusiasts flock to this protected land and restored saltwater farm, a natural haven of walking trails, wetlands, salt marshes and undeveloped sandy beach.
Ogunquit Museum of American Art
A top destination for art aficionados visiting Maine, this American art museum holds more than 3,000 works in its permanent collection.
Drakes Island Hotel Deals
Cliff House Maine
591 Shore Road, Cape Neddick, ME
$505 nightly
The price is $551 total per night from Nov 5 to Nov 6
$551 total
Nov 5 - Nov 6
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
NA
Reviewed on Oct 25, 2025
Ogunquit - The Milestone
687 Main Street, Ogunquit, ME
9/10 Wonderful! (1,228 reviews)
My husband and I stayed for a quick getaway. Nothing too fancy here, but everything you need. Clean, quiet, friendly. The shower was amazing though! I would definitely stay again!
Reviewed on Oct 28, 2025
Ramada by Wyndham Saco/Old Orchard Beach Area
352 North St, Saco, ME
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $92 total per night from Nov 3 to Nov 4
$92 total
Nov 3 - Nov 4
Total with taxes and fees
7.2/10 Good! (1,012 reviews)
Great
Reviewed on Oct 30, 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.
Find the Best Drakes Island Vacation Packages
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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.
