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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 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Inn at St John Portland In-Town
Classic building with a stone facade and commercial establishments on the ground floor.

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 HK$1,091
HK$1,189 total
includes taxes & fees
1 Sept - 2 Sept
Inn at St John Portland In-Town
Old Orchard Beach Inn
Relax in a serene outdoor setting surrounded by lush greenery and comfortable seating.

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.
Relax in a serene room with a four-poster canopy bed, featuring a table for reading and a decorative vase.

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 HK$2,819
HK$3,072 total
includes taxes & fees
18 Aug - 19 Aug
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Step up to the charming Fleecwood House, featuring a traditional facade with a welcoming porch and beautiful tree-lined surroundings.

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 HK$1,798
HK$1,959 total
includes taxes & fees
12 Aug - 13 Aug
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Stylish entrance with a central door and potted evergreen trees.

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
The price is HK$1,640
HK$1,788 total
includes taxes & fees
10 Aug - 11 Aug
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Relax in a stylish living room with a sofa, side table, and artwork, perfect for reading and unwinding.

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 HK$3,334
HK$3,634 total
includes taxes & fees
3 Sept - 4 Sept
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Enjoy a romantic meal for two on the deck, surrounded by the house's charming facade.

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 HK$2,385
HK$2,599 total
includes taxes & fees
6 Aug - 7 Aug
The James Place Inn B&B
And. N B&B
Stroll up to the central entrance of this charming two-story house, featuring a gabled roof and a cozy porch.

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 HK$1,353
HK$1,475 total
includes taxes & fees
1 Sept - 2 Sept
And. N B&B
Brewster House Bed & Breakfast
Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

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 HK$2,033
HK$2,216 total
includes taxes & fees
6 Aug - 7 Aug
Brewster House Bed & Breakfast
The Kendall Inn
Charming two-story house with a welcoming porch and a beautifully manicured lawn.

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (130)
"Quaint stay. Enjoyed our stay. "
The price is HK$1,653
HK$1,802 total
includes taxes & fees
6 Aug - 7 Aug
The Kendall Inn
Candlebay Inn
Welcome to Candlebay Inn, a charming hotel surrounded by lush greenery and a well-manicured lawn.

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (433)
"Connie was extremely helpful and welcoming. The breakfast casserole, as many others have stated, was delicious. The room and bathroom were amply sized for our needs. We would stay here again!"
The price is HK$1,562
HK$1,703 total
includes taxes & fees
6 Aug - 7 Aug
Candlebay Inn
West End Inn
Enjoy the view from this cozy corner bay window with a porch and brick facade.

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. "
The price is HK$2,504
HK$2,729 total
includes taxes & fees
1 Sept - 2 Sept
West End Inn
Benjamin F. Packard House
Enjoy dining or socializing in this charming patio area with a small table and two chairs under a pergola with string lights.

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 HK$1,955
HK$2,130 total
includes taxes & fees
14 Aug - 15 Aug
Benjamin F. Packard House
"SABINO" 1 Bdrm Suite
Escape to a serene garden oasis with a charming thatched-roof pavilion surrounded by lush greenery and a tranquil body of water.

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (13)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
PineCrest Inn
Experience the charm of this traditional bed and breakfast, featuring a welcoming front porch and beautifully maintained grounds.

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
Experience traditional elegance in this beautifully designed space, featuring a grand fireplace, ornate staircase, and high ceilings.

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
Cozy living area with a traditional fireplace, high ceiling, and large window offering a view of the outdoors.

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
Experience the warmth of a traditional atmosphere, complete with a grand fireplace, ornate staircase, and elegant chandelier.

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

La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

10/10 Excellent
"I loved how close it was to the airport"
Angela 3-night trip
Posted 13 hours ago
La Quinta Inn & Suites by Wyndham Portland

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.