Drakes Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Ogunquit - The Milestone
687 Main Street Ogunquit ME
Book a stay at this business-friendly motel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Grand Beach Inn
198 East Grand Avenue Old Orchard Beach ME
Stay at this hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. ...
Gorges Grant Hotel
449 Main Street Ogunquit ME
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Ogunquit Tides Resort
548 Main Street (U.S. Route 1) Ogunquit ME
Book a stay at this beach motel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Ogunquit River Inn & Suites
17 Post Road Ogunquit ME
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Meadowmere Resort
74 Main Street Ogunquit ME
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
The Colony Hotel
140 Ocean Ave Kennebunkport ME
Book a stay at this business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our ...
Anchor Inn and Cottages Wells-Ogunquit
424 Post Rd Wells ME
Stay at this motel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Cliff House Maine
591 Shore Road Cape Neddick ME
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property ...
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
55 York St Kennebunk ME
Stay at this motel in Kennebunk. Enjoy free breakfast, an outdoor pool, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Brookside Inn & Cottages
30 Ocean Park Rd Saco ME
Stay at this motel in Saco. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Coachman Inn
380 US Route 1 Kittery ME
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Saco-Old Orchard Beach
48 Industrial Park Rd, Building A Saco ME
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Funtown Splashtown USA and Saco Museum ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107
Roundtrip
found 1 day ago
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$257
Roundtrip
found 2 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$277
Roundtrip
found 3 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$277
Roundtrip
found 2 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$277
Roundtrip
found 3 days ago
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