Casco Bay Islands Adventure Vacations
Book a Adventure Hotel + Flight or Car together to unlock savings
Photo by Gizmo Goes West
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Adventure Casco Bay Islands Hotels
Chebeague Island Inn
61 South Road, Chebeague Island, ME
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John ...
8.8/10 Excellent! (74 reviews)
"Great place to go and relax for a few days."
Reviewed on Jul 20, 2025
Inn at Diamond Cove
22 Mckinley Court, Great Diamond Island, Portland, ME
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (180 reviews)
"Such an amazing property, felt like stepping into a Hallmark movie, the rooms were spacios and decorated beautifully, the staff was amzing. I wish I could have stayed there for at least a week."
Reviewed on Jul 15, 2025
Inn On Peaks Island
33 Island Avenue, Peaks Island, ME
Stay at this 3-star inn in Peaks Island. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Thompson's Point and Umbrella Cover Museum ...
8.8/10 Excellent! (95 reviews)
Great get away.
"The peaks Inn is beautiful, it’s a self service in as the restaurant is closed and no one was in the office. It was a great getaway as I had family staying on the island. The room was beautiful."
Reviewed on Jul 15, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.