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Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

B&B in Chebeague Island

Front of property - evening/night
Inn at St John Portland In-Town
Inn at St John Portland In-Town
2.5 star property
8.8 out of 10, Excellent, (1156)
"Great place to stay. Would highly recommend "
United States
Benjamin
$80 nightly
The price is $87
Dec 1 - Dec 2
Total with taxes and fees
Inn at St John Portland In-Town
Exterior
Old Orchard Beach Inn
Old Orchard Beach Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"Clean and very quaint room. Would stay again"
United States
Lisa
$98 nightly
The price is $107
Nov 6 - Nov 7
Total with taxes and fees
Old Orchard Beach Inn
Front of property - evening/night
The Orchard House & Cafe
The Orchard House & Cafe
3.0 star property
9.6 out of 10, Exceptional, (161)
"Lovely home outside the congestion of Freeport but close for easy visit. Breakfast was perfect. "
United States
M. Karen
$167 nightly
The price is $182
Nov 4 - Nov 5
Total with taxes and fees
The Orchard House & Cafe
Porch
Candlebay Inn
Candlebay Inn
3.0 star property
9.6 out of 10, Exceptional, (456)
"The Inn was great and the staff was very hospitable "
United States
Timothy
$154 nightly
The price is $168
Nov 4 - Nov 5
Total with taxes and fees
Candlebay Inn
Exterior
The Kendall Inn
The Kendall Inn
3.5 star property
9.8 out of 10, Exceptional, (144)
"Quaint stay. Enjoyed our stay. "
United States
Linda
$210 nightly
The price is $229
Nov 4 - Nov 5
Total with taxes and fees
The Kendall Inn
Exterior
Benjamin F. Packard House
Benjamin F. Packard House
3.0 star property
10.0 out of 10, Exceptional, (102)
"wonderful!!! great location, comfy bed, quiet and relaxing space, gorgeous decor, delicious breakfast."
United States
Candace
$229 nightly
The price is $250
Nov 4 - Nov 5
Total with taxes and fees
Benjamin F. Packard House
Property entrance
Fleetwood House Bed & Breakfast
Fleetwood House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (132)
"This was a beautiful old house in excellent condition. The hosts were very nice. The breakfast was excellent. "
United States
Linda
$229 nightly
The price is $250
Nov 4 - Nov 5
Total with taxes and fees
Fleetwood House Bed & Breakfast
Baxter | 1 bedroom, premium bedding, individually decorated
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland - Danforth Street.
3.5 star property
9.6 out of 10, Exceptional, (160)
" Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view. "
United States
John
$237 nightly
The price is $259
Nov 11 - Nov 12
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
Stovall | Living area
Blind Tiger Portland – Carleton Street
Blind Tiger Portland – Carleton Street
3.5 star property
9.6 out of 10, Exceptional, (118)
"One of the best hotel/bnb experiences I’ve had in my past year of travels. Would recommend to anyone going to Maine. "
United States
Cristian
$239 nightly
The price is $261
Nov 12 - Nov 13
Total with taxes and fees
Blind Tiger Portland – Carleton Street
Outdoor dining
The James Place Inn B&B
The James Place Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
$218 nightly
The price is $238
Dec 1 - Dec 2
Total with taxes and fees
The James Place Inn B&B
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.
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Top Chebeague Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Staff was amazing, and the hotel was amazing too super friendly and clean & comfortable "
Michael 1-night trip
Posted 14 hours ago
DoubleTree by Hilton Hotel Portland

Find out more about Chebeague Island

Chebeague Island B&B information

Number of reviews
3,545
Accommodation
24 B&B
Lowest Price
$87
Highest Price
$261

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chebeague Island?
Prices for B&Bs in Chebeague Island often vary, but you can find a great deal from $87 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chebeague Island B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chebeague Island?
The best time to book a B&B in Chebeague Island is during the summer months, particularly from June to August. This vibrant season draws visitors eager to enjoy the island's stunning coastal scenery, partake in water activities, and bask in the warm weather, with temperatures typically ranging from the mid-60s to low 80s Fahrenheit.

July stands out as the peak month, where the island comes alive with festivals, outdoor concerts, and bustling local markets. It's an ideal time for families and couples looking to soak in the lively atmosphere, as well as explore the picturesque beaches and charming walking trails that showcase the island's natural beauty.

For those seeking a more tranquil experience, consider visiting in September. During this time, you can still enjoy pleasant weather, along with the added bonus of fewer crowds. The summer bustle gives way to a quieter charm, allowing for leisurely walks along the shoreline and peaceful moments watching the sunset.
What is the difference between a Chebeague Island Bed & Breakfast and a hotel?
Every Chebeague Island B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chebeague Island B&Bs.

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