Find a Bed and Breakfast in Bailey Island from CA $177

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Our top choices for Bailey Island bed & breakfast

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
The price is CA $449
CA $559 total
includes taxes & fees
May 22 - May 23
Boothbay Harbor King Suite - Room 7 at Greenleaf Inn - Balcony, Harbor Views!

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (228 reviews)
"Very clean. Walkable to town. Excellent breakfast. Very friendly hosts"
United States
Michael
The price is CA $321
CA $350 total
includes taxes & fees
May 20 - May 21
Harborage Inn on the Oceanfront

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (462 reviews)
"The room was extremely clean the owner very friendly and the breakfast delicious highly recommend."
United States
Dawn
The price is CA $203
CA $221 total
includes taxes & fees
May 10 - May 11
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, (1,134 reviews)
"Fantastic place "
United States
Maybe
The price is CA $162
CA $177 total
includes taxes & fees
May 10 - May 11
Inn at St John Portland In-Town

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
The price is CA $312
CA $340 total
includes taxes & fees
May 10 - May 11
Benjamin F. Packard House

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
The price is CA $325
CA $354 total
includes taxes & fees
Jun 3 - Jun 4
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
The price is CA $312
CA $340 total
includes taxes & fees
May 9 - May 10
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
The price is CA $227
CA $247 total
includes taxes & fees
May 10 - May 11
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
The price is CA $257
CA $280 total
includes taxes & fees
May 8 - May 9
The Kendall Inn

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (182 reviews)
"Great location, aesthetically pleasing spaces, and responsive staff. Would definitely return! "
United States
Jonathan
The price is CA $486
CA $530 total
includes taxes & fees
May 27 - May 28
Blind Tiger Portland - Danforth Street.

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)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
United States
Cecilia
The price is CA $413
CA $451 total
includes taxes & fees
May 8 - May 9
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
The price is CA $358
CA $391 total
includes taxes & fees
May 19 - May 20
Blind Tiger Portland – Carleton 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
The price is CA $449
CA $559 total
includes taxes & fees
May 22 - May 23
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
The price is CA $449
CA $553 total
includes taxes & fees
May 24 - May 25
Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View

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
The price is CA $452
CA $564 total
includes taxes & fees
May 26 - May 27
Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor 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
The price is CA $449
CA $559 total
includes taxes & fees
May 26 - May 27
Boothbay Harbor King Suite - Room 4 at Greenleaf Inn - Fireplace, 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
The price is CA $449
CA $559 total
includes taxes & fees
May 26 - May 27
Boothbay Harbor King Suite - Room 5 at Greenleaf Inn - 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
The price is CA $449
CA $559 total
includes taxes & fees
May 22 - May 23
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
The price is CA $449
CA $559 total
includes taxes & fees
May 22 - May 23
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
2,015
Accommodation
49 B&B
Lowest Price
CA $177
Highest Price
CA $564

Frequently asked questions

Searching for B&Bs in Bailey Island?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your trip. If you'd like to learn more about Bailey Island through its top sites and landmarks, Bailey Island Bridge and Cobwork Bridge are some notable monuments to check out.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast, B&Bs provide a one-of-a-kind setting.
What are the best bed and breakfasts in Bailey Island?
Here are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 15.3 mi (24.7 km) from the heart of Bailey Island.Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 14.7 mi (23.7 km) from the heart of Bailey Island. Blind Tiger Portland – Carleton Street: 6 rooms. 15 mi (24.2 km) from the heart of downtown. Enjoy the unique décor and patio area. Fleetwood House Bed & Breakfast: 3 rooms. Located 16.1 mi (25.9 km) from the core of Bailey Island. Enjoy the free full breakfast and unique décor.
What's the best time of year to stay at a B&B in Bailey Island?
When you're dreaming of a getaway to Bailey Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Bailey Island?
When you want to spend some time in the great outdoors, Mackerel Cove and Ragged Island are some notable spots. You might put Bailey Island Bridge and Cobwork Bridge on your list if you want to see more of the area.
How can I get to and around Bailey Island?
You can plan your excursions in and around Bailey Island ahead of time with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) away from the city center. Otherwise, you can search for flights to Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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