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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

B&B in Chebeague Island

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

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1043)
"Quaint and fun old style place to stay. "
The price is AED 511
AED 557 total
includes taxes & fees
1 Sep - 2 Sep
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very Good, (1008)
"Enjoyed the charm and the quiet setting. Nice continental breakfast."
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Baxter | 1 bedroom, premium bedding, individually decorated

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is AED 1,319
AED 1,438 total
includes taxes & fees
18 Aug - 19 Aug
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (120)
"We had a great time! The breakfast was wonderful! "
The price is AED 841
AED 917 total
includes taxes & fees
12 Aug - 13 Aug
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
The price is AED 767
AED 837 total
includes taxes & fees
10 Aug - 11 Aug
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (114)
"The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!"
The price is AED 1,609
AED 1,754 total
includes taxes & fees
3 Sep - 4 Sep
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (173)
"Location to the busy areas of Freeport is steps away from this quiet oasis. Very nice innkeepers and staff will be there to make your stay pleasant while allowing you the privacy of a hotel guest. We stayed one night on our way home from mid coastal Maine and enjoyed our stay. "
The price is AED 1,116
AED 1,216 total
includes taxes & fees
6 Aug - 7 Aug
The James Place Inn B&B
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (65)
"Lovely place to stay. Sweet staff and delicious breakfast. "
The price is AED 633
AED 690 total
includes taxes & fees
25 Aug - 26 Aug
And. N B&B
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is AED 1,576
AED 1,718 total
includes taxes & fees
5 Sep - 6 Sep
Brewster House Bed & Breakfast
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (130)
"Quaint stay. Enjoyed our stay. "
The price is AED 774
AED 843 total
includes taxes & fees
6 Aug - 7 Aug
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (433)
"The Inn was great and the staff was very hospitable "
The price is AED 731
AED 797 total
includes taxes & fees
6 Aug - 7 Aug
Candlebay Inn
West End Inn
Exterior

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Extremely cozy and clean, perfect bed and breakfast in the West End for those looking for walkable access to the Old Port and downtown as well as a quiet retreat at night in the historic West End District. "
West End Inn
Benjamin F. Packard House
Exterior

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (98)
"wonderful!!! great location, comfy bed, quiet and relaxing space, gorgeous decor, delicious breakfast."
The price is AED 915
AED 997 total
includes taxes & fees
14 Aug - 15 Aug
Benjamin F. Packard House
"SABINO" 1 Bdrm Suite
Property grounds

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (13)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (103)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
Kennebec Room - King Bed, Private Bath
Interior

Kennebec Room - King Bed, Private Bath

8.8 out of 10, Excellent, (6)
"What a lovely place. My wife and I were able to relax and recharge. The home and property are an experience themselves. Then the beach right here for long walks was so rejuvenating. Rachel our host was a picture of hospitality and breakfast was so yummy. Thanks for the loving care, just what we needed!"
Kennebec Room - King Bed, Private Bath
The Chadwick Bed & Breakfast
Terrace/patio

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"Great getaway within Portland. The breakfast is first rate!"
The Chadwick Bed & Breakfast
Lake View Suite - Large King, Ensuite Bath
Interior

Lake View Suite - Large King, Ensuite Bath

9.4 out of 10, Exceptional, (3)
"Clean and enjoyable"
Lake View Suite - Large King, Ensuite Bath
Harpswell Inn
Exterior

Harpswell Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great stay. The owner was SO welcoming. The setting is beautiful!!!!"
Harpswell Inn
Stonehouse Manor -Popham Beach B&B - Pond Island Room
Interior

Stonehouse Manor -Popham Beach B&B - Pond Island Room

10.0 out of 10, Exceptional, (1)
"The place is quiet, breakfast was so good and Jane the host is a very kind, knowledgeable person. "
Stonehouse Manor -Popham Beach B&B - Pond Island Room
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

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

10/10 Excellent
"It’s really nice. Clean, staff is kind. A comfortable stay. "
Shoshana 1-night trip
Posted 1 day ago
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

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.Fleetwood House Bed & Breakfast: 3 rooms. Situated 10.9 mi (17.6 km) from the heart of Chebeague Island. Enjoy the free full breakfast and unique décor. The Orchard House & Cafe: 5 rooms. 9.1 mi (14.7 km) from the heart of downtown.Blind Tiger Portland - Danforth Street.: 9 rooms. Located 10 mi (16.1 km) from the core of Chebeague Island.
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.
What is there to do in Chebeague Island?
When you want to spend some time in the great outdoors, Wolfe's Neck Woods State Park and Casco Bay are some notable spots. You might put Sand Beach and East End Beach on your list if you want to see more of the area.
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.