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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan
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, (1135)
"Great place to stay. Would highly recommend "
United States
Benjamin
The price is HK$622
HK$678 total
includes taxes & fees
1 Dec - 2 Dec
Inn at St John Portland In-Town
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
The price is HK$1,554
HK$1,694 total
includes taxes & fees
17 Nov - 18 Nov
Harborage Inn on the Oceanfront
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)
"Very nice room in well renovated historic home. The hotel and grounds would be a nice spot for a small wedding. "
United States
Stacey
The price is HK$1,259
HK$1,372 total
includes taxes & fees
13 Nov - 14 Nov
The Orchard House & Cafe
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
The price is HK$1,197
HK$1,305 total
includes taxes & fees
13 Nov - 14 Nov
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
The price is HK$1,469
HK$1,601 total
includes taxes & fees
15 Nov - 16 Nov
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
The price is HK$1,726
HK$1,882 total
includes taxes & fees
13 Nov - 14 Nov
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
The price is HK$1,780
HK$1,940 total
includes taxes & fees
13 Nov - 14 Nov
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
The price is HK$2,047
HK$2,232 total
includes taxes & fees
20 Nov - 21 Nov
Harbour Towne Inn on the Waterfront
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, (161)
" 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
The price is HK$2,047
HK$2,231 total
includes taxes & fees
27 Nov - 28 Nov
Blind Tiger Portland - Danforth Street.
Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 star property
West End
9.6 out of 10, Exceptional, (119)
"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
The price is HK$1,915
HK$2,087 total
includes taxes & fees
18 Nov - 19 Nov
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
The price is HK$1,697
HK$1,850 total
includes taxes & fees
1 Dec - 2 Dec
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
The price is HK$2,946
HK$3,211 total
includes taxes & fees
3 Dec - 4 Dec
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Clean, comfortable room."
Donald Scott 1-night trip
Posted 3 days ago
Portland Regency Hotel & Spa

Find out more about Bailey Island

Bailey Island B&B information

Number of reviews
2,957
Accommodation
28 B&B
Lowest Price
HK$678
Highest Price
HK$3,211

Frequently asked questions

Searching for B&Bs in Bailey Island?
If you're interested in something a little different than the traditional hotel experience, a bed and breakfast might be the perfect option for your getaway. 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 visit.
Are you considering an apartment instead of a traditional hotel?
With attentive service, opportunities to meet other guests and breakfast served on site, B&Bs all have a one-of-a-kind setting.
What are the best bed and breakfasts in Bailey Island?
Below 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. The Orchard House & Cafe: 5 rooms. 10.6 mi (17 km) from the city centre. Blind Tiger Portland – Carleton Street: 6 rooms. Situated 15 mi (24.2 km) from the heart of Bailey Island. Enjoy the unique decor and patio area. Fleetwood House Bed & Breakfast: 3 rooms. 16.1 mi (25.9 km) from the city centre. Enjoy the free full breakfast and unique decor. Blind Tiger Portland - Danforth Street.: 9 rooms. Located 14.7 mi (23.7 km) from the core of Bailey Island.
When should I 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 temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Bailey Island?
When you want to spend some time in the great outdoors, Ragged Island and Mackerel Cove are some notable spots. You should 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?
Planning your excursions in and around Bailey Island is easier with these transportation options. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 17 mi (27.3 km) away from the city centre. You can also search for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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