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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Chebeague Island bed & breakfast

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

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, (1,137 reviews)
"Always a great stay from staff to cleanliness and comforts "
United States
Rachel
The price is AED 294
AED 320 total
includes taxes & fees
14 Jan - 15 Jan
Inn at St John Portland In-Town
Family Suite | Individually decorated, free WiFi
And. N B&B

And. N B&B

And. N B&B
3.0 star property
Gray
9.8 out of 10, Exceptional, (77 reviews)
"We enjoyed our stay, it was a nice house, very clean and easy check in/out process, breakfast was very good."
United States
Daniel
And. N B&B
Exterior
Old Orchard Beach Inn

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1,001 reviews)
"Beautiful quaint hotel. Clean rooms "
United States
John
Old Orchard Beach Inn
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is AED 613
AED 668 total
includes taxes & fees
15 Jan - 16 Jan
Brewster House Bed & Breakfast
Interior entrance
The Kendall Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145 reviews)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is AED 615
AED 670 total
includes taxes & fees
14 Jan - 15 Jan
The Kendall Inn
Porch
Candlebay Inn

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (460 reviews)
"The Candlebay Inn was a great stay! Staff was wonderful and the place was super cute and clean. "
United States
Paige
The price is AED 566
AED 617 total
includes taxes & fees
14 Jan - 15 Jan
Candlebay Inn
Baxter | Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (169 reviews)
"The whole was cozy! Well curated style and knowledgeable staff."
United States
jeffrey c
The price is AED 749
AED 816 total
includes taxes & fees
26 Jan - 27 Jan
Blind Tiger Portland - Danforth Street.
Exterior detail
Fleetwood House Bed & Breakfast

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 AED 841
AED 917 total
includes taxes & fees
14 Jan - 15 Jan
Fleetwood House Bed & Breakfast
Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (120 reviews)
"Loved the place "
United States
Stephen
The price is AED 691
AED 753 total
includes taxes & fees
20 Jan - 21 Jan
Blind Tiger Portland – Carleton Street
Front of property
The James Place Inn B&B

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 AED 802
AED 874 total
includes taxes & fees
14 Jan - 15 Jan
The James Place Inn B&B
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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"The room seemed clean and was very spacious! The bathroom however had a weird pink stain above the toilet on the ceiling. The front desk was very kind and helpful to me. However when my boyfriend forgot his charger and came back the same evening they were unable to located it. He also called back several times and they said it was lost. Overall it was a good stay and wouldn’t hesitate to stay there again!"
Carol 1-night trip
Posted 21 hours ago
Hampton Inn Portland Downtown - Waterfront

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. Fleetwood House Bed & Breakfast: 3 rooms. Located 10.9 mi (17.6 km) from the core of Chebeague Island. Enjoy the free full breakfast and unique décor.
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.