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Check prices for these dates

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 Bailey Island

Front of property - evening/night
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 star property
Valley Street
8.8 out of 10, Excellent, (1130)
"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
Front of property - evening/night
The Orchard House & Cafe

The Orchard House & Cafe

3.0 star property
Freeport
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 9 - Nov 10
Total with taxes and fees
The Orchard House & Cafe
Deluxe Room, 1 King Bed, Harbor View, Oceanfront | Water view
Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront

3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (217)
"Beautiful "
United States
Sherry
$176 nightly
The price is $192
Nov 10 - Nov 11
Total with taxes and fees
Harborage Inn on the Oceanfront
Porch
Candlebay Inn

Candlebay Inn

3.0 star property
Freeport
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 9 - Nov 10
Total with taxes and fees
Candlebay Inn
Exterior
The Kendall Inn

The Kendall Inn

3.5 star property
Freeport
9.8 out of 10, Exceptional, (144)
"Quaint stay. Enjoyed our stay. "
United States
Linda
$210 nightly
The price is $229
Nov 9 - Nov 10
Total with taxes and fees
The Kendall Inn
Exterior
Benjamin F. Packard House

Benjamin F. Packard House

3.0 star property
Bath
10.0 out of 10, Exceptional, (102)
"Wonderful place to stay in Bath. The breakfast is terrific!"
United States
William
$229 nightly
The price is $250
Nov 9 - Nov 10
Total with taxes and fees
Benjamin F. Packard House
Property entrance
Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast

3.0 star property
Rosemont
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 9 - Nov 10
Total with taxes and fees
Fleetwood House Bed & Breakfast
Front of property
Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront

3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (76)
"Excellent location, easy to walk."
United States
Brian
$237 nightly
The price is $258
Nov 16 - Nov 17
Total with taxes and fees
Harbour Towne Inn on the Waterfront
Baxter | 1 bedroom, premium bedding, individually decorated
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 star property
West End
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
$241 nightly
The price is $263
Nov 9 - Nov 10
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
West End
9.6 out of 10, Exceptional, (118)
"Great location and such an amazing day! The interiors are inspiring! "
United States
Riddhi
$222 nightly
The price is $242
Nov 18 - Nov 19
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
Freeport
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
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
United States
lorna
$379 nightly
The price is $413
Dec 3 - Dec 4
Total with taxes and fees
Brewster House Bed & Breakfast
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 Bailey Island Hotel Reviews

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Staff was great, loved playing pool and my doggie was welcomed and happy :)"
Elise 1-night trip
Posted 19 hours ago
Tru by Hilton Portland Airport Area

Find out more about Bailey Island

Bailey Island B&B information

Number of reviews
2,973
Accommodation
28 B&B
Lowest Price
$87
Highest Price
$413

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Bailey Island?
Prices for B&Bs in Bailey 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 Bailey 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.
What is the difference between a Bailey Island Bed & Breakfast and a hotel?
Every Bailey 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 Bailey Island B&Bs.

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