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Our top choices for Chebeague Island bed & breakfast

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (473 reviews)
"Perfect Inn for a getaway to Freeport. Connie was extremely welcoming and the location is perfect to explore Freeport."
United States
Gabrielle
$175 nightly
The price is $190
Jul 27 - Jul 28
Total with taxes and fees
Candlebay Inn

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (169 reviews)
"The Orchard Inn is very quaint and charming. The grounds were very quiet and peaceful. We especially enjoyed the great coffee and healthy continental breakfast that was provided. Would definitely recommend the Orchard Inn."
United States
Kathleen
$226 nightly
The price is $246
Jul 23 - Jul 24
Total with taxes and fees
The Orchard House: Inn & Cafe

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, (1,121 reviews)
"great place"
United States
Kimberly
$188 nightly
The price is $205
Jul 26 - Jul 27
Total with taxes and fees
Inn at St John Portland In-Town

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (152 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
$230 nightly
The price is $250
Jul 23 - Jul 24
Total with taxes and fees
The Kendall Inn

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
$305 nightly
The price is $332
Jul 28 - Jul 29
Total with taxes and fees
The Nicholson Inn

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (134 reviews)
"Breakfast was excellent! Very pet friendly. Room was lovely and clean. "
United States
Earlene
$229 nightly
The price is $250
Jul 26 - Jul 27
Total with taxes and fees
Fleetwood 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, (185 reviews)
"Fabulous hosts, beautiful property, excellent breakfast, walking distance to the main street of Freeport but still quiet. Highly recommend!"
United States
Carol
$304 nightly
The price is $331
Jul 23 - Jul 24
Total with taxes and fees
The James Place Inn B&B

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (188 reviews)
"The place was totally amazing."
United States
Gary
$455 nightly
The price is $496
Jul 28 - Jul 29
Total with taxes and fees
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (127 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
$371 nightly
The price is $405
Jul 28 - Jul 29
Total with taxes and fees
Blind Tiger Portland – Carleton Street

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)
"Great location, nice staff and good amenities."
United States
Erica
$200 nightly
The price is $218
Jul 23 - Jul 24
Total with taxes and fees
Old Orchard Beach Inn

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.
$286 nightly
The price is $312
Aug 21 - Aug 22
Total with taxes and fees
Bright Character Studio Near the Beach with Outdoor Seating & Parking

West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (95 reviews)
"Wonderful staff and scrumptious breakfast "
United States
Elena
$281 nightly
The price is $306
Aug 18 - Aug 19
Total with taxes and fees
West End Collection at 146 Pine
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
3,518
Accommodation
24 B&B
Lowest Price
$190
Highest Price
$496

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chebeague Island?
Prices for B&Bs in Chebeague Island often vary, but you can find a great deal from $190 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chebeague Island B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chebeague Island?
The best time to book a B&B in Chebeague Island is during the summer months, particularly from June to August. This vibrant season draws visitors eager to enjoy the island's stunning coastal scenery, partake in water activities, and bask in the warm weather, with temperatures typically ranging from the mid-60s to low 80s Fahrenheit.

July stands out as the peak month, where the island comes alive with festivals, outdoor concerts, and bustling local markets. It's an ideal time for families and couples looking to soak in the lively atmosphere, as well as explore the picturesque beaches and charming walking trails that showcase the island's natural beauty.

For those seeking a more tranquil experience, consider visiting in September. During this time, you can still enjoy pleasant weather, along with the added bonus of fewer crowds. The summer bustle gives way to a quieter charm, allowing for leisurely walks along the shoreline and peaceful moments watching the sunset.
What is the difference between a Chebeague Island Bed & Breakfast and a hotel?
Every Chebeague Island B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chebeague Island B&Bs.

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