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Find a Bed and Breakfast in Cumberland from CA $102

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

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, (1,178 reviews)
"Great location and exactly what we needed for our time in Portland"
United States
Darbi
The price is CA $94
CA $102 total
includes taxes & fees
Nov 22 - Nov 23
Inn at St John Portland In-Town
A breakfast setup with a tiered tray holding fruits, cups, and a coffee pot.

2. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (185 reviews)
"Great place"
United States
Mark
The price is CA $219
CA $239 total
includes taxes & fees
Dec 1 - Dec 2
The Orchard House: Inn & Cafe
A two-story house with a red roof, a front porch, and a well-maintained lawn.

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (499 reviews)
"Great stay in a historic home."
United States
Richard
The price is CA $201
CA $219 total
includes taxes & fees
Nov 9 - Nov 10
Candlebay Inn
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, (170 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
The price is CA $230
CA $251 total
includes taxes & fees
Dec 7 - Dec 8
The Kendall Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

5. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is CA $323
CA $352 total
includes taxes & fees
Nov 16 - Nov 17
The Nicholson Inn
A house with a sign for The James Place Inn, indicating a vacancy.

6. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is CA $351
CA $383 total
includes taxes & fees
Nov 9 - Nov 10
The James Place Inn B&B
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, (150 reviews)
"Close location to airport. Sweet Neighbhorhood Good shower and breakfast was delish. Loved eating on the houses China"
United States
caia
The price is CA $321
CA $364 total
includes taxes & fees
Nov 9 - Nov 10
Fleetwood House Bed & Breakfast
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

8. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
United States
Samuel
The price is CA $296
CA $322 total
includes taxes & fees
Nov 17 - Nov 18
Blind Tiger Portland – Carleton Street
Exterior

9. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (100 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is CA $304
CA $332 total
includes taxes & fees
Nov 30 - Dec 1
West End Collection at 146 Pine
A spacious kitchen with a central island, wooden bar stools, and a long dining table.

10. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (204 reviews)
"Very helpful and friendly staff"
United States
paul k
The price is CA $342
CA $373 total
includes taxes & fees
Nov 8 - Nov 9
Blind Tiger Portland - Danforth Street.
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
The price is CA $233
CA $263 total
includes taxes & fees
Nov 8 - Nov 9
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

12. Diamond Island | King Room with Private Ensuite

Diamond Island | King Room with Private Ensuite
West End
The price is CA $262
CA $296 total
includes taxes & fees
Nov 8 - Nov 9
Diamond Island | King Room with Private Ensuite
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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 $310
CA $350 total
includes taxes & fees
Nov 8 - Nov 9
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

14. 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 $371
CA $420 total
includes taxes & fees
Nov 8 - Nov 9
Experience the History of Portland - Two Room Suite w/Private Bath
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

15. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is CA $454
CA $631 total
includes taxes & fees
Nov 8 - Nov 9
The Loft - private suite in historic home
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"Just stayed one night, everything was fine."
Donald 1-night trip
Posted 1 hour ago
Clarion Hotel Portland Airport ME

Find out more about Cumberland

Cumberland B&B information

Number of reviews
589
Accommodation
23 B&B
Lowest Price
CA $102
Highest Price
CA $631

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. West End Collection at 146 Pine: 6 rooms. Located 10.2 mi (16.4 km) from the core of Cumberland. Enjoy the local cuisine breakfast and deli.
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 Little John Island Preserve 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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