Search B&B in Chebeague Island

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Browse Select Chebeague Island B&B

Our top choices for Chebeague Island bed & breakfast

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1062)
"Quaint and fun old style place to stay. "
The price is Rp2.247.491
Rp2.449.765 total
includes taxes & fees
27 Aug - 28 Aug
Inn at St John Portland In-Town

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (151)
"The place was perfect"
The price is Rp3.378.513
Rp3.682.579 total
includes taxes & fees
31 Aug - 1 Sept
The Orchard House & Cafe

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (440)
"Great location and hospitality."
The price is Rp3.217.631
Rp3.507.218 total
includes taxes & fees
29 Aug - 30 Aug
Candlebay Inn

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (67)
"Lovely place to stay. Sweet staff and delicious breakfast. "
The price is Rp2.965.427
Rp3.232.315 total
includes taxes & fees
4 Sept - 5 Sept
And. N B&B

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (123)
"The breakfasts and friendly conversations were amazing. We thoroughly enjoyed our stay at the Fleetwood Bed and Breakfast "
The price is Rp3.702.701
Rp4.035.944 total
includes taxes & fees
1 Sept - 2 Sept
Fleetwood House Bed & Breakfast

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (100)
"Beautiful house, the breakfast food was amazing, and the owners were so personable and welcoming. "
The price is Rp4.033.302
Rp4.396.299 total
includes taxes & fees
26 Aug - 27 Aug
Benjamin F. Packard House

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Nice place and was a great breakfast "
Old Orchard Beach Inn

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (134)
"Quaint stay. Enjoyed our stay. "
The price is Rp3.405.191
Rp3.711.594 total
includes taxes & fees
20 Aug - 21 Aug
The Kendall Inn

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (175)
"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 Rp4.911.819
Rp5.353.879 total
includes taxes & fees
20 Aug - 21 Aug
The James Place Inn B&B

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 Rp4.843.202
Rp5.279.090 total
includes taxes & fees
20 Aug - 21 Aug
Brewster House Bed & Breakfast

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (115)
"Loved the place "
The price is Rp6.932.744
Rp7.556.691 total
includes taxes & fees
2 Sept - 3 Sept
Blind Tiger Portland – Carleton Street

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 Rp5.804.671
Rp6.327.091 total
includes taxes & fees
26 Aug - 27 Aug
Blind Tiger Portland - Danforth 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

Frequently asked questions

Searching for B&Bs in Chebeague Island?
If you're looking for something a little quirkier than your standard hotel experience, a bed and breakfast might be the perfect option for your trip.
Why would you choose B&Bs instead of traditional hotels?
With attentive service, opportunities to interact with the owner and tasty breakfasts, B&Bs provide 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 decor. The Orchard House & Cafe: 5 rooms. 9.1 mi (14.7 km) from the city centre. Blind Tiger Portland - Danforth Street.: 9 rooms. Located 10 mi (16.1 km) from the core of Chebeague Island.
When is the best time to stay at a B&B in Chebeague Island?
When you're dreaming of a getaway 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 temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm 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 should 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?
You can plan your excursions in and around Chebeague Island ahead of time with these transportation options. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 12.1 mi (19.4 km) away from the heart of the city. Otherwise, you can search for flights to 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.