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Our top choices for Chebeague Island bed & breakfast

1. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (96 reviews)
"Wonderful staff and scrumptious breakfast "
United States
Elena
The price is HK$1,718
HK$1,873 total
includes taxes & fees
30 Aug - 31 Aug
West End Collection at 146 Pine

2. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (480 reviews)
"The place was perfect for our Freeport stay! Walkable location and her breakfasts were fantastic! Would definitely stay again:)"
United States
Craig
The price is HK$1,370
HK$1,493 total
includes taxes & fees
20 Aug - 21 Aug
Candlebay Inn

3. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (176 reviews)
"Such kind helpful owners and a beautiful area to check out! A little dusty in our room but overall we had a great experience."
United States
Brooke
The price is HK$1,771
HK$1,931 total
includes taxes & fees
18 Aug - 19 Aug
The Orchard House: Inn & Cafe

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (158 reviews)
"This is a classic Maine B&B! Wonderful owners and delicious breakfast with always two options! Fresh homemade cookies at the end of the day! Rooms were very nice with nice sized private bathroom. A wonderful stay and will definitely be back. Why do the chain hotel when you can have this experience!"
United States
Joseph
The price is HK$1,721
HK$1,876 total
includes taxes & fees
1 Sept - 2 Sept
The Kendall Inn

5. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,114 reviews)
"Room was clean, bed was comfortable, staff were helpful. Would stay here again!"
United States
Caleb
The price is HK$1,327
HK$1,447 total
includes taxes & fees
18 Aug - 19 Aug
Inn at St John Portland In-Town

6. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (140 reviews)
"Cozy room and a great breakfast from Linda in the morning! Short drive or bus ride to downtown Portland. Appreciate her flexibility with check-in (make sure to check your Expedia messages more often than I did) and meeting one of the resident cats."
United States
Sarah
The price is HK$1,797
HK$1,959 total
includes taxes & fees
19 Aug - 20 Aug
Fleetwood House Bed & Breakfast

7. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
The price is HK$2,152
HK$2,346 total
includes taxes & fees
23 Aug - 24 Aug
The Nicholson Inn

8. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (187 reviews)
"Fabulous hosts, beautiful property, excellent breakfast, walking distance to the main street of Freeport but still quiet. Highly recommend!"
United States
Carol
The price is HK$2,384
HK$2,598 total
includes taxes & fees
21 Aug - 22 Aug
The James Place Inn B&B

9. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (129 reviews)
"Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !"
United States
Adriana Cecilia
The price is HK$2,809
HK$3,062 total
includes taxes & fees
15 Sept - 16 Sept
Blind Tiger Portland – Carleton Street

10. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (189 reviews)
"The place was totally amazing."
United States
Gary
The price is HK$3,209
HK$3,498 total
includes taxes & fees
1 Sept - 2 Sept
Blind Tiger Portland - Danforth Street.

11. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,005 reviews)
"Great stay."
United States
David
The price is HK$911
HK$1,111 total
includes taxes & fees
30 Aug - 31 Aug
Old Orchard Beach Inn

12. Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach

Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Definitely worth a visit! Beach just down the road!"
United States
Matt S.
The price is HK$1,640
HK$2,044 total
includes taxes & fees
4 Sept - 5 Sept
Charming Top-Floor Queen Room with Sloped Ceilings, Walk to the Beach

13. Bright Character Studio Near the Beach with Outdoor Seating & Parking

Bright Character Studio Near the Beach with Outdoor Seating & Parking
Old Orchard Beach
8.0 out of 10, Very good, (1 review)
"served its purpose as between residences; nice place with all necessities; time of year issue was not enough heat; host attentive to any questions"
United States
Beth W.
The price is HK$1,365
HK$1,701 total
includes taxes & fees
11 Sept - 12 Sept
Bright Character Studio Near the Beach with Outdoor Seating & Parking
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
3,068
Accommodation
19 B&B
Lowest Price
HK$1,111
Highest Price
HK$3,498

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. The Orchard House: Inn & Cafe: 5 rooms. Situated 9.1 mi (14.7 km) from the heart of Chebeague Island. Fleetwood House Bed & Breakfast: 3 rooms. 10.9 mi (17.6 km) from the city centre. Enjoy the free full breakfast and unique decor. 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.
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.

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