Hotels in Chebeague Island
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Casco Bay Inn
Casco Bay Inn
2.0 star property
Freeport
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
- Explore coastal Maine with easy access to LL Bean and scenic trails nearby.
The price is $89
$89
$97 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Freeport Inn
Best Western Freeport Inn
3.0 star property
Freeport
7.8 out of 10, Good, (1000)
7.8/10
Good
(1000)
- Explore coastal charm with easy access to LL Bean and free amenities for shoppers.
The price is $88
$88
$96 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express Hotel & Suites Freeport by IHG
Holiday Inn Express Hotel & Suites Freeport by IHG
2.5 star property
Freeport
8.6 out of 10, Excellent, (1000)
8.6/10
Excellent
(1000)
- Contemporary comfort just 5 minutes from LL Bean Flagship Store in Freeport.
The price is $94
$94
$102 total
includes taxes & fees
Dec 31 - Jan 1, 2026
SpringHill Suites by Marriott Freeport Brunswick
SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
9.0 out of 10, Wonderful, (197)
9.0/10
Wonderful
(197)
The price is $94
$94
$102 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Econo Lodge Freeport - Brunswick Area
Econo Lodge Freeport - Brunswick Area
2.0 star property
Freeport
7.4 out of 10, Good, (1003)
7.4/10
Good
(1003)
- Explore coastal charm minutes from LL Bean Flagship Store and enjoy free breakfast.
The price is $79
$79
$86 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Freeport Hotel, an Ascend Collection Hotel
The Freeport Hotel, an Ascend Collection Hotel
2.0 star property
Freeport
7.8 out of 10, Good, (1000)
7.8/10
Good
(1000)
- Enjoy a tranquil Maine getaway near LL Bean's flagship with complimentary breakfast.
The price is $84
$84
$92 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Hampton Inn Freeport/Brunswick
Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
- Experience a quiet retreat just 5 minutes from LL Bean Flagship Store and local shops.
The price is $93
$93
$102 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Inn On Peaks Island
Inn On Peaks Island
3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (107)
9.0/10
Wonderful
(107)
- Cozy island retreat on scenic Casco Bay with relaxing waterfront dining options.
The price is $161
$161
$175 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hilton Garden Inn Freeport Downtown
Hilton Garden Inn Freeport Downtown
3.0 star property
Freeport
9.0 out of 10, Wonderful, (1004)
9.0/10
Wonderful
(1004)
- Stroll to LL Bean Flagship Store from this Freeport hotel with an indoor pool.
The price is $106
$106
$115 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Harraseeket Inn & Event House Freeport Downtown
The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (879)
9.4/10
Exceptional
(879)
The price is $109
$109
$119 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Brewster House Bed & Breakfast
Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
9.8/10
Exceptional
(114)
- Charming B&B just minutes from LL Bean Flagship Store with daily gourmet breakfast.
The price is $155
$155
$169 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Candlebay Inn
Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (460)
9.6/10
Exceptional
(460)
- Located within walking distance to LL Bean Flagship Store with free breakfast.
The price is $154
$154
$168 total
includes taxes & fees
Dec 30 - Dec 31
The James Place Inn B&B
The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
10/10
Exceptional
(182)
- Victorian B&B near LL Bean, with free train station pickup and hiking trails nearby.
The price is $218
$218
$238 total
includes taxes & fees
Dec 30 - Dec 31
AC Hotel Portland Downtown/Waterfront, ME
AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1005)
9.2/10
Wonderful
(1005)
- Serene waterfront hotel with ocean views and a 24-hour fitness center in Portland.
The price is $91
$91
$101 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Cambria Hotel Portland Downtown-Old Port
Cambria Hotel Portland Downtown-Old Port
3.0 star property
East Bayside
9.4 out of 10, Exceptional, (1144)
9.4/10
Exceptional
(1144)
- Relax in the heart of Portland's Old Port with a convenient walk to local museums.
The price is $99
$99
$137 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Residence Inn Portland Downtown/Waterfront
Residence Inn Portland Downtown/Waterfront
3.0 star property
East Bayside
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $82
$82
$91 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn Portland Downtown - Waterfront
Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1006)
8.8/10
Excellent
(1006)
The price is $94
$94
$104 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1300)
9.0/10
Wonderful
(1300)
- Stay close to Portland's Old Port Square with complimentary airport shuttle access.
The price is $90
$90
$100 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Hilton Garden Inn Portland Downtown Waterfront
Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1004)
9.2/10
Wonderful
(1004)
- Stay on Portland's Waterfront at this Art Deco hotel with indoor pool and bay views.
The price is $102
$102
$113 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Kendall Inn
The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
9.8/10
Exceptional
(145)
- Walk to LL Bean Flagship Store from this charming B&B with scenic surroundings.
The price is $167
$167
$182 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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.
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.
Budget hotels in Chebeague Island and vicinity
Spark by Hilton Portland Airport Maine Mall
Spark by Hilton Portland Airport Maine Mall2.0 star property
South Portland
7.8 out of 10, Good, (1371)
7.8/10
Good
(1371)
The price is $65
$65
$71 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Americas Best Value Inn Scarborough Portland
Americas Best Value Inn Scarborough Portland2.0 star property
Scarborough
8.2 out of 10, Very Good, (1003)
8.2/10
Very Good
(1003)
The price is $65
$65
$71 total
includes taxes & fees
Jan 1 - Jan 2, 2026
DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland4.0 star property
South Portland
8.0 out of 10, Very Good, (1326)
8.0/10
Very Good
(1326)
The price is $67
$67
$73 total
includes taxes & fees
Jan 4 - Jan 5, 2026
7.6 out of 10, Good, (404)
7.6/10
Good
(404)
The price is $67
$67
$74 total
includes taxes & fees
Dec 31 - Jan 1, 2026
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $68
$68
$74 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Tru by Hilton Portland Airport Area
Tru by Hilton Portland Airport Area2.5 star property
South Portland
8.8 out of 10, Excellent, (1681)
8.8/10
Excellent
(1681)
The price is $69
$69
$75 total
includes taxes & fees
Jan 25 - Jan 26, 2026
8.6 out of 10, Excellent, (1887)
8.6/10
Excellent
(1887)
The price is $76
$76
$83 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel3.5 star property
South Portland
8.4 out of 10, Very Good, (2854)
8.4/10
Very Good
(2854)
The price is $76
$76
$82 total
includes taxes & fees
Jan 18 - Jan 19, 2026
7.4 out of 10, Good, (1008)
7.4/10
Good
(1008)
The price is $78
$78
$85 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Holiday Inn Portland-By the Bay by IHG
Holiday Inn Portland-By the Bay by IHG4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1443)
9.0/10
Wonderful
(1443)
The price is $78
$78
$86 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield by Marriott Inn & Suites Portland Maine Airport
Fairfield by Marriott Inn & Suites Portland Maine Airport2.5 star property
Scarborough
8.2 out of 10, Very Good, (1005)
8.2/10
Very Good
(1005)
The price is $78
$78
$88 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aloft Portland Downtown Waterfront ME
Aloft Portland Downtown Waterfront ME3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1006)
8.8/10
Excellent
(1006)
The price is $79
$79
$87 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Candlewood Suites Portland - Scarborough by IHG
Candlewood Suites Portland - Scarborough by IHG2.5 star property
Scarborough
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
The price is $79
$79
$86 total
includes taxes & fees
Dec 31 - Jan 1, 2026
7.4 out of 10, Good, (1003)
7.4/10
Good
(1003)
The price is $79
$79
$86 total
includes taxes & fees
Dec 31 - Jan 1, 2026
8.8 out of 10, Excellent, (1139)
8.8/10
Excellent
(1139)
The price is $80
$80
$87 total
includes taxes & fees
Dec 30 - Dec 31
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med3.0 star property
Portland
8.8 out of 10, Excellent, (2288)
8.8/10
Excellent
(2288)
The price is $80
$80
$89 total
includes taxes & fees
Dec 30 - Dec 31
8.0 out of 10, Very Good, (146)
8.0/10
Very Good
(146)
The price is $80
$80
$87 total
includes taxes & fees
Dec 31 - Jan 1, 2026
7.8 out of 10, Good, (1019)
7.8/10
Good
(1019)
The price is $86
$86
$95 total
includes taxes & fees
Dec 30 - Dec 31
Home2 Suites by Hilton Portland Airport
Home2 Suites by Hilton Portland Airport3.0 star property
South Portland
8.6 out of 10, Excellent, (1022)
8.6/10
Excellent
(1022)
The price is $81
$81
$88 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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.
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.
Go beyond your typical stay in Chebeague Island
Family friendly
Pet friendly
Ocean view
Cottage
Learn more about Chebeague Island
The region around Chebeague Island is home to attractions such as Wolfe's Neck Woods State Park and Casco Bay.
Check out reviews of Chebeague Island hotels guests love
Portland Regency Hotel & Spa
10/10 Excellent
"Very pleasant front desk personnel, spotless and comfortable room, beautiful holiday decorations. "
Holiday Inn Portland-By the Bay by IHG
10/10 Excellent
"Yes"
Tru by Hilton Portland Airport Area
10/10 Excellent
"I loved the room, the staff was extremely friendly, and the hotel has a very Portland-y style."
Portland Harbor Hotel
10/10 Excellent
"Room clean and comfortable. Staff very helpful. Great lobby area for sitting. Convenient location "
Clarion Hotel Portland Airport ME
10/10 Excellent
"The airport shuttle was very convenient and appreciated on an early and snowy Christmas Eve morning. Night and morning desk staff were very helpful and friendly. "
Aloft Portland Downtown Waterfront ME
10/10 Excellent
"I had a great stay at this hotel. The room was clean, spacious, and very comfortable. The bed was cozy and allowed me to rest well. The staff were friendly, professional, and always willing to help. The location is convenient, close to restaurants and attractions. Overall, it was a pleasant experience and I would definitely stay here again."
Embassy Suites by Hilton Portland Maine
10/10 Excellent
"Convenient location with great breakfast"
DoubleTree by Hilton Hotel Portland
10/10 Excellent
"Very clean and cozy rooms, staff goes above and beyond to make you feel welcome and safe. Great coordination with Portland Jetport, and made me feel totally safe and reassured when snow ban was in effect for travel. Defiantly would return even if I’m not waiting for a flight! "
Long Creek Hotel by IHG
10/10 Excellent
"The hotel was clean. The room was spotless. I appreciated the friendly staff and the included breakfast."
Frequently asked questions
What accommodations do travelers recommend in Chebeague Island?
Guests like The Westin Portland Harborview, Portland Regency Hotel & Spa and Portland Harbor Hotel.
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.
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.