Find a Bed and Breakfast in Chebeague Island from CA $120

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Our top choices for Chebeague Island bed & breakfast

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, (1,131 reviews)
"The room was very cozy and the staff were excellent. Convenient location and parking on site. Would stay again. "
United States
Sara
The price is CA $111
CA $120 total
includes taxes & fees
Apr 2 - Apr 3
Inn at St John Portland In-Town

And. N B&B

And. N B&B
3.0 star property
Gray
9.8 out of 10, Exceptional, (78 reviews)
"Nice place, excellent breakfast! "
United States
Clarence
The price is CA $181
CA $198 total
includes taxes & fees
Mar 29 - Mar 30
And. N B&B

Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful house, the breakfast food was amazing, and the owners were so personable and welcoming. "
United States
Jennifer
The price is CA $298
CA $325 total
includes taxes & fees
Apr 8 - Apr 9
Benjamin F. Packard House

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (460 reviews)
"The room was extremely clean the owner very friendly and the breakfast delicious highly recommend."
United States
Dawn
The price is CA $206
CA $224 total
includes taxes & fees
Mar 29 - Mar 30
Candlebay Inn

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
The price is CA $342
CA $372 total
includes taxes & fees
Mar 29 - Mar 30
The Nicholson Inn

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132 reviews)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
The price is CA $316
CA $345 total
includes taxes & fees
Mar 30 - Mar 31
Fleetwood House Bed & Breakfast

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,000 reviews)
"decent stay for a short time Period."
United States
Dwayne
The price is CA $131
CA $143 total
includes taxes & fees
Mar 30 - Mar 31
Old Orchard Beach Inn

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (178 reviews)
"Loved fireplace and breakfast. "
United States
Kate
The price is CA $317
CA $346 total
includes taxes & fees
Mar 29 - Mar 30
Blind Tiger Portland - Danforth Street.

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 $237
CA $259 total
includes taxes & fees
Mar 29 - Mar 30
The Kendall Inn

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 $214
CA $234 total
includes taxes & fees
Apr 27 - Apr 28
Brewster House Bed & Breakfast

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182 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
The price is CA $302
CA $329 total
includes taxes & fees
Mar 28 - Mar 29
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 $264
CA $288 total
includes taxes & fees
Mar 29 - Mar 30
Blind Tiger Portland – Carleton Street
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

Find out more about Chebeague Island

Chebeague Island B&B information

Number of reviews
3,215
Accommodation
24 B&B
Lowest Price
CA $120
Highest Price
CA $346

Frequently asked questions

Searching for B&Bs in Chebeague Island?
If you're looking for something a little different than your standard hotel, a bed and breakfast could be the perfect alternative for your trip.
Why would you choose a B&B over a traditional hotel room?
With attentive service, an atmosphere suited to mingling with other guests, and top-rated breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the best B&Bs in Chebeague Island?
Here are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 10.5 mi (16.9 km) from the heart of Chebeague Island.Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 10 mi (16.1 km) from the heart of Chebeague Island. Blind Tiger Portland – Carleton Street: 6 rooms. 10.3 mi (16.5 km) from the heart of downtown. Enjoy the unique décor and patio area. Candlebay Inn: 6 rooms. Located 8.3 mi (13.3 km) from the core of Chebeague Island. Enjoy the free full breakfast and in-room dining.
When should I stay at a B&B in Chebeague Island?
When you're dreaming of a escape to Chebeague 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 Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
How can I get to and around Chebeague Island?
Planning your excursions in and around Chebeague Island is easier with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 12.1 mi (19.4 km) away from the city center. You can also search for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 23 mi (37.1 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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