Hotels in Chebeague Island

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Check prices for these dates

Tonight
May 16 - May 17
Tomorrow
May 17 - May 18
This weekend
May 16 - May 18
Next weekend
May 23 - May 25

Where to stay in Chebeague Island?

Chebeague Island Inn
Dock

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (70)
$299 nightly
The price is $359
Jun 1 - Jun 2
Total includes taxes and fees
Chebeague Island Inn
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.

Learn more about Chebeague Island

The region around Chebeague Island is home to attractions such as Wolfe's Neck Woods State Park and Bailey Island Bridge.

See all hotels in Chebeague Island
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers recommend in Chebeague Island?
Guests like Portland Harbor Hotel, Portland Regency Hotel & Spa and Holiday Inn Portland-By the Bay by IHG.
Can I book a refundable hotel in Chebeague Island?
If you need the flexibility to change your plans to Chebeague Island, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Chebeague Island?
Your animal companion is welcome at this pet-friendly hotel: Bates Island: Casco Bay Glamping Experience.
Where can I stay in Chebeague Island if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 6 vacation homes.
Where can I stay if I'm traveling to Chebeague Island with my family?
Your kids are welcome at Walk the Beautiful Beaches of Chebeague Island.
Where should I stay in Chebeague Island for a trip with my partner?
Walk the Beautiful Beaches of Chebeague Island is a great option for a romantic getaway.
Where should I stay in Chebeague Island if I want a luxurious hotel?
An option for a luxury stay is Chebeague Island Inn.
What will the weather in Chebeague Island be like during my trip?
July and August are typically the warmest months in Chebeague Island when the average temp is 65°F. January and February are the coldest months when the average temperature is 30°F. October and December are the months with the most rain.
Why should I book my Chebeague Island hotel with Hotels.com?
There are lots of reasons to book your Chebeague Island trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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