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    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23

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, (1115)
"Enjoyed our stay."
$89 nightly
The price is $97
Oct 27 - Oct 28
Total with taxes and fees
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, (1024)
"Good place to stay and convenient to walk to the beach "
$120 nightly
The price is $131
Sep 30 - Oct 1
Total with taxes and fees
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, (152)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
$413 nightly
The price is $451
Oct 27 - Oct 28
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (445)
"Great location and hospitality."
$199 nightly
The price is $217
Sep 30 - Oct 1
Total with taxes and fees
Candlebay Inn
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (128)
"The breakfasts and friendly conversations were amazing. We thoroughly enjoyed our stay at the Fleetwood Bed and Breakfast "
$229 nightly
The price is $250
Sep 28 - Sep 29
Total with taxes and fees
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, (156)
"Lovely home outside the congestion of Freeport but close for easy visit. Breakfast was perfect. "
$209 nightly
The price is $228
Sep 28 - Sep 29
Total with taxes and fees
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Stovall | Living area

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (115)
"Loved the place "
$315 nightly
The price is $344
Oct 27 - Oct 28
Total with taxes and fees
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, (178)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
$304 nightly
The price is $331
Oct 1 - Oct 2
Total with taxes and fees
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, (73)
"Really lovely place and great hospitality from the owners!"
$172 nightly
The price is $188
Oct 26 - Oct 27
Total with taxes and fees
And. N B&B
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (113)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
$299 nightly
The price is $326
Oct 8 - Oct 9
Total with taxes and fees
Brewster House Bed & Breakfast
Benjamin F. Packard House
Exterior

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (102)
"Beautiful house, the breakfast food was amazing, and the owners were so personable and welcoming. "
$249 nightly
The price is $271
Sep 29 - Sep 30
Total with taxes and fees
Benjamin F. Packard House
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (138)
"Quaint stay. Enjoyed our stay. "
$234 nightly
The price is $255
Sep 28 - Sep 29
Total with taxes and fees
The Kendall Inn
West End Inn
Exterior

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (94)
"Wonderful staff and scrumptious breakfast "
West End Inn
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
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
"SABINO" 1 Bdrm Suite
Property grounds

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (14)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
Kennebec Room - King Bed, Private Bath
Interior

Kennebec Room - King Bed, Private Bath

9.0 out of 10, Wonderful, (7)
"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
Lake View Suite with wall of windows w south exposure, Large King, Ensuite Bath
Interior

Lake View Suite with wall of windows w south exposure, Large King, Ensuite Bath

9.4 out of 10, Exceptional, (3)
"Clean and enjoyable"
Lake View Suite with wall of windows w south exposure, Large King, Ensuite 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
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
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

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Hotel in great old Victorian house."
Stacia 1-night trip
Posted 1 day ago
Inn at St John Portland In-Town

Find out more about Chebeague Island

Find out more about Chebeague Island

Chebeague Island B&B information

Number of reviews
3,864
Accommodation
24 B&B
Lowest Price
$97
Highest Price
$451

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 $97 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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