Best 4 Star Hotels in Chebeague Island

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Featured Chebeague Island 4 Star-Hotels

The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Free CancellationReserve now, pay when you stay
$110
per night
Dec 22 - Dec 23
4.3/5Excellent! (1,505 reviews)

"Easy check-in and self-park. Very clean, dog-friendly room and close access to dog relief area. Room overlooked downtown area. Close to good restaurants and bars. Every staff member we encountered was pleasant and welcoming. Hotel lobby had morning coffee and evening hot cocoa and cookies, which ..."…"

Reviewed on Dec 2, 2019

The Westin Portland Harborview
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Free CancellationReserve now, pay when you stay
$122
per night
Dec 16 - Dec 17
4.6/5Wonderful! (679 reviews)

"Very nice property right in the middle of everything in Old Port -- great staff."…"

Reviewed on Dec 6, 2019

Portland Harbor Hotel
Portland Sheraton at Sable Oaks
4 out of 5
200 Sable Oaks Dr, South Portland, ME
Free CancellationReserve now, pay when you stay
$104
per night
Dec 11 - Dec 12
4.2/5Very Good! (716 reviews)

"Very clean. Saltwater pool. Friendly staff. Restaurant on site"…"

Reviewed on Dec 3, 2019

Portland Sheraton at Sable Oaks
The Press Hotel, Marriott Autograph Collection
4 out of 5
119 Exchange Street, Portland, ME
Free CancellationReserve now, pay when you stay
$134
per night
Dec 15 - Dec 16
4.7/5Exceptional! (495 reviews)

"Practically perfect in every way. We’ve stayed here several times and will continue to make this our number one choice in Portland."…"

Reviewed on Dec 2, 2019

The Press Hotel, Marriott Autograph Collection
Inn By The Sea
4 out of 5
40 Bowery Beach Road, Cape Elizabeth, ME
$209
per night
Dec 11 - Dec 12
4.6/5Exceptional! (96 reviews)

"Stunning views... great food... beautiful rooms. Definitely a repeat property visit."…"

Reviewed on Nov 4, 2019

Inn By The Sea
The Daniel
4 out of 5
10 Water St, Brunswick, ME
Free CancellationReserve now, pay when you stay
$116
per night
Dec 10 - Dec 11
4.5/5Wonderful! (401 reviews)

"The hotel was very nice and the food in the restaurant was excellent!"…"

Reviewed on Sep 30, 2019

The Daniel
Brewster House Bed & Breakfast
4 out of 5
180 Main Street, Freeport, ME
$189
per night
Dec 10 - Dec 11
4.8/5Exceptional! (73 reviews)

"We loved everything about our stay at Brewster House! Charming and elegant decor, cozy room, wonderfully attentive hosts who made us feel at home and gave great recommendations, not to mention the incredible breakfast. We were sad to leave after just one night!"…"

Reviewed on Aug 26, 2019

Brewster House Bed & Breakfast
Middle Street Inn
4 out of 5
888 Middle Street, Bath, ME
$159
per night
Dec 10 - Dec 11
4.9/5Exceptional! (56 reviews)

"The house was lovely and convenient to downtown Bath. The hosts were warm and welcoming. Chatted with some nice other folks staying there at breakfast - fun!"…"

Reviewed on Nov 12, 2019

Middle Street Inn
PineCrest Inn
4 out of 5
91 South St. (Rt. 114), Gorham, ME
Get Rates
4.9/5Exceptional! (70 reviews)

"Cozy inn with a delightful innkeeper. Unexpected amenities provided (e.g., free water). Great location, easy access to Portland, the airprot and outlying areas."…"

Reviewed on Oct 8, 2019

PineCrest Inn
Chebeague Island Inn
4 out of 5
61 South Road, Chebeague Island, ME
Get Rates
4.2/5Excellent! (46 reviews)

"Wonderful stay! Weaves sitting on the porch for cocktails and the cheese plate was delicious! Clean room, very luxurious sheets! The bikes were very old and needed tune ups but it was nice that they were available for guess. Will be back!"…"

Reviewed on Sep 10, 2019

Chebeague Island Inn
Don't see what you're looking for?
See all available properties in Chebeague Island
View all properties
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.

The outset of any well-deserved trip kicks off with selecting a great location. Chebeague Island is a popular option with travelers because it offers so much. Yet, "location, location, location" applies to more than just what city where your plane lands. When you want a vacation that is incredible from start to finish, you need the right lodging.

Properties as Gorgeous as the City

Chebeague Island saw its fair share of visitors last year. Our comment section features tips to help you determine the lodge that is ideal for your trip. The hotels found here aim to make your vacation as delightful as your evenings exploring Chebeague Island. You won't have to venture far for a nice breakfast, to keep up with your exercise schedule, or an invigorating swim during your stay, thanks to all these hotels provide. They strive to make the grounds and facilities welcoming from the instant you step onto the property and with every step throughout the hotel.

Rooms have been configured to keep you as comfortable as possible, with amenities like premium bedding, in-room tea or coffee, and specially designed bathroom products. So, sit back and relax. Moreover, if you find that you're need of something else, you can be confident the staff will do their best to ensure you stay pleased during your time. These properties are so lovely that you'll regret the day you have to return back home.

Reserve a 4-Star Hotel in Chebeague Island Today!

A trip to Chebeague Island should be a complete break from your everyday worries. Your trip should be geared toward getting the very most out of your destination. And getting the most often means giving yourself the best. Expedia has 4-star accommodations that allow you to do just that. Reserve through Expedia today!

More trip options

Recent Reviews 4 Star Hotels in Chebeague Island