Photo by Robbie Martin

Plan, book, travel with confidence
Better together
Save up to NZ$2,400 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

23 min drive from Sand Beach

Stay at this beach hotel in Chebeague Island. Enjoy free Wi-Fi, breakfast (surcharge) and a free ferry terminal shuttle. Popular attractions Little John Island ...

8.8/10 Excellent! (79 reviews)

"An absolutely beautiful property and staff were incredibly kind and helpful! We had a late arrival and the two young gentlemen were waiting at the dock and they helped my sister and I with all our bags. The entire property was very clean and there were incredible views of the water and golf course. ..."

Reviewed on 27 June 2026

Inn at Diamond Cove

22 Mckinley Court, Great Diamond Island Portland ME

5 min drive from Sand Beach

Stay at this hotel in Portland. Enjoy free Wi-Fi, 2 restaurants and a marina. Our guests praise the helpful staff in their reviews. Popular attractions Casco ...

8.8/10 Excellent! (197 reviews)

"It’s magical to take the ferry to this inn. The hotel is beautiful, the staff are personable, and the amenities are bountiful. We stayed one night at the b very start of the season and were treated so well! We’re coming back for a longer stay so we can enjoy it again. This is a unique stay and one ..."

Reviewed on 27 June 2026

Inn On Peaks Island

33 Island Avenue Peaks Island ME

22 min walk from Sand Beach

Stay at this inn in Peaks Island. Enjoy free Wi-Fi, free parking and cable TV channels. Popular attractions Portland Head Light and Thompson's Point are located ...

9/10 Wonderful! (111 reviews)

"This was simply an awful experience not only could we reach a live person on the phone prior to our trip, no return call then it got worse when we arrived no check in desk no one to greet us or answer any questions. We had to dial a # to let them know we arrived. Staff never to be seen again. Paid ..."

Reviewed on 10 May 2026

See all 3,429 properties in Casco Bay Islands

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.