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Find a Bed and Breakfast in Cumberland from CA $146

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Cumberland bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. 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, (1,123 reviews)
"Great place to stay, affordable,clean with walking access to to port area!"
United States
Steve Robert
The price is CA $134
CA $146 total
includes taxes & fees
Sep 7 - Sep 8
Inn at St John Portland In-Town
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

2. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (487 reviews)
"Great location, quiet room, great breakfast......"
United States
Keith
The price is CA $242
CA $263 total
includes taxes & fees
Sep 7 - Sep 8
Candlebay Inn
A black front door with a light fixture above it, flanked by two potted evergreen trees.

3. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (179 reviews)
"Amazing stay in a perfect location! Would absolutely recommend to family and friends and will likely stay again!"
United States
Megan
The price is CA $300
CA $327 total
includes taxes & fees
Sep 14 - Sep 15
The Orchard House: Inn & Cafe
A covered porch with white railings and a view of a well-maintained lawn and pathway.

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (159 reviews)
"The room was lovely and comfortable, including easy-to-adjust air conditioning. Breakfast was delicious as were the homemade cookies available each evening. Coffee and tea were available all the time."
United States
Kenneth and
The price is CA $270
CA $311 total
includes taxes & fees
Oct 7 - Oct 8
The Kendall Inn
A house with a sign for The James Place Inn, indicating a vacancy.

5. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (191 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 CA $316
CA $344 total
includes taxes & fees
Sep 7 - Sep 8
The James Place Inn B&B
A two-story house with a balcony, a front porch, and a snow-covered landscape.

6. 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 CA $358
CA $390 total
includes taxes & fees
Oct 5 - Oct 6
The Nicholson Inn
A garden with a stone wall, various plants, and flowers.

7. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (145 reviews)
"Breakfast was wonderful!"
United States
Karen
The price is CA $317
CA $359 total
includes taxes & fees
Sep 7 - Sep 8
Fleetwood House Bed & Breakfast

8. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (97 reviews)
"It was wonderful staying. Beautiful old house with all amenities and"
United States
Svetlana
The price is CA $357
CA $389 total
includes taxes & fees
Sep 21 - Sep 22
West End Collection at 146 Pine
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

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 CA $477
CA $520 total
includes taxes & fees
Sep 28 - Sep 29
Blind Tiger Portland – Carleton Street
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

10. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (192 reviews)
"Enjoyable"
Canada
Lawrence
The price is CA $616
CA $671 total
includes taxes & fees
Sep 15 - Sep 16
Blind Tiger Portland - Danforth Street.
A spacious living room with a brown leather sofa, beige armchairs, and a round coffee table.

11. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is CA $336
CA $409 total
includes taxes & fees
Sep 9 - Sep 10
Experience the History of Portland - The Hope Island Room
A living room with a fireplace, leather sofa, and a chandelier.

12. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
The price is CA $411
CA $501 total
includes taxes & fees
Sep 8 - Sep 9
The Diamond Island Suite - Suite in Historic Home
A dining area with a round table, six chairs, and a floral centerpiece.

13. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is CA $486
CA $590 total
includes taxes & fees
Sep 20 - Sep 21
Experience the History of Portland - The Hope Island Room
A patio with outdoor furniture, a brick building, and a garden with shrubs and flowers.

14. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is CA $672
CA $950 total
includes taxes & fees
Sep 8 - Sep 9
The Loft - private suite in historic home
A living room with a fireplace, leather sofa, and a chandelier.

15. Experience the History of Portland - Two Room Suite w/Private Bath

Experience the History of Portland - Two Room Suite w/Private Bath
West End
The price is CA $560
CA $683 total
includes taxes & fees
Sep 27 - Sep 28
Experience the History of Portland - Two Room Suite w/Private Bath
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 Cumberland Hotel Reviews

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"amenties"
Christopher 1-night trip
Posted 5 hours ago
Fireside Inn & Suites Portland

Find out more about Cumberland

Cumberland B&B information

Number of reviews
2,204
Accommodation
15 B&B
Lowest Price
CA $146
Highest Price
CA $950

Frequently asked questions

Searching for B&Bs in Cumberland?
If you want to find an accommodation with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be just the right fit for your trip to Cumberland. When you want to explore some attractions in town, Casco Bay and Greely Center for the Arts are worth a stop.
Why would you choose a B&B versus a traditional hotel?
B&Bs all have a unique charm. Whether it's a comfy common area with a fireplace or a beautiful breakfast room, the quaint details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Cumberland?
Below are some well-liked B&Bs in the area: Inn at St John Portland In-Town: 9.9 mi (16 km) from the heart of Cumberland.Blind Tiger Portland - Danforth Street.: 9 rooms. 10.1 mi (16.3 km) from the downtown core. The Orchard House: Inn & Cafe: 5 rooms. Situated 9.9 mi (16 km) from the heart of Cumberland. Blind Tiger Portland – Carleton Street: 6 rooms. 10.1 mi (16.2 km) from the heart of downtown. Enjoy the unique décor and patio area. Fleetwood House Bed & Breakfast: 3 rooms. Located 9.1 mi (14.7 km) from the core of Cumberland. Enjoy the free full breakfast and unique décor.
When is the best time to book my B&B in Cumberland?
When you're dreaming of a stay in Cumberland, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Cumberland are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Cumberland?
When you want to check out some attractions in town, you might consider a visit to Casco Bay and Greely Center for the Arts. You might also consider a trip to sites like Desert of Maine or Wolfe's Neck Woods State Park if you have time to see more of the area.
How can I get to and around Cumberland?
Planning your excursions in and around Cumberland is easier with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 10.6 mi (17.1 km) from the city center. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 17.5 mi (28.2 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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