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Our top choices for Bailey Island bed & breakfast

Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (103 reviews)
"Everything was perfect! The innkeepers are lovely and very welcoming. Our room was beautiful, with a great soaking tub. We were welcomed back in the evening after dinner out with ice water and cute little blueberry chocolates. The breakfast was amazing! Served in a beautiful dining room on lovely china. We chose omelets, ham and fresh fruit, which my husband loved. We very highly recommend this little gem in the great town of Bath. Cannot wait to return! "
United States
Jacqueline
$218 nightly
The price is $237
Apr 29 - Apr 30
Total with taxes and fees
Benjamin F. Packard House

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (461 reviews)
"The room was extremely clean the owner very friendly and the breakfast delicious highly recommend."
United States
Dawn
$149 nightly
The price is $162
Apr 29 - Apr 30
Total with taxes and fees
Candlebay Inn

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, (1,135 reviews)
"Fantastic place "
United States
Maybe
$80 nightly
The price is $87
Apr 28 - Apr 29
Total with taxes and fees
Inn at St John Portland In-Town

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (227 reviews)
"The room was spotless, the staff was courteous and the breakfast was very good."
United States
Manuel
$176 nightly
The price is $192
Apr 28 - Apr 29
Total with taxes and fees
Harborage Inn on the Oceanfront

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
$242 nightly
The price is $264
May 6 - May 7
Total with taxes and fees
The Nicholson Inn

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132 reviews)
"Wonderful breakfast, nice hosts, beautiful home."
United States
Joan
$229 nightly
The price is $250
Apr 28 - Apr 29
Total with taxes and fees
Fleetwood House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (115 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
$167 nightly
The price is $182
May 13 - May 14
Total with taxes and fees
Brewster House Bed & Breakfast

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
$179 nightly
The price is $195
Apr 28 - Apr 29
Total with taxes and fees
The Kendall Inn

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (183 reviews)
"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
Apr 28 - Apr 29
Total with taxes and fees
The James Place Inn B&B

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (121 reviews)
"Great location and such an amazing day! The interiors are inspiring! "
United States
Riddhi
$235 nightly
The price is $256
May 6 - May 7
Total with taxes and fees
Blind Tiger Portland – Carleton Street

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (180 reviews)
"The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!"
United States
Caroline
$320 nightly
The price is $349
May 4 - May 5
Total with taxes and fees
Blind Tiger Portland - Danforth Street.

Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
$377 nightly
The price is $411
May 14 - May 15
Total with taxes and fees
Boothbay Harbor King Suite - Room 3 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View

Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View
Boothbay Harbor
$377 nightly
The price is $411
May 14 - May 15
Total with taxes and fees
Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View

Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!

Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!
Boothbay Harbor
$380 nightly
The price is $414
May 16 - May 17
Total with taxes and fees
Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!

Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, Harbor Views!

Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, Harbor Views!
Boothbay Harbor
$377 nightly
The price is $411
May 16 - May 17
Total with taxes and fees
Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, Harbor Views!

Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
$380 nightly
The price is $414
May 14 - May 15
Total with taxes and fees
Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!

Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!
Boothbay Harbor
$377 nightly
The price is $411
May 14 - May 15
Total with taxes and fees
Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - Harbor Views!

Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!
Boothbay Harbor
$377 nightly
The price is $411
May 14 - May 15
Total with taxes and fees
Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!

Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!
Boothbay Harbor
$377 nightly
The price is $411
May 14 - May 15
Total with taxes and fees
Boothbay Harbor King Suite - Room 10 at AQ Inn - Harbor View!

Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View

Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View
Boothbay Harbor
$377 nightly
The price is $411
May 14 - May 15
Total with taxes and fees
Boothbay Harbor King Suite - Room 11 at AQ Inn - Balcony, Fireplace, Harbor View
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

Find out more about Bailey Island

Bailey Island B&B information

Number of reviews
2,294
Accommodation
48 B&B
Lowest Price
$87
Highest Price
$414

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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