Default HTG hotel image

Find a Bed and Breakfast in Cumberland from CA $217

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Cumberland bed & breakfast

Front of property - evening/night

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (165 reviews)
"Vers Nice stay!"
Canada
Kateri
The price is CA $290
CA $316 total
includes taxes & fees
Jul 9 - Jul 10
The Orchard House: Inn & Cafe
Exterior detail

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (133 reviews)
"Breakfast was excellent! Very pet friendly. Room was lovely and clean. "
United States
Earlene
The price is CA $324
CA $353 total
includes taxes & fees
Jun 25 - Jun 26
Fleetwood House Bed & Breakfast
Front of property - evening/night

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, (1,132 reviews)
"great place"
United States
Kimberly
The price is CA $199
CA $217 total
includes taxes & fees
Jun 24 - Jun 25
Inn at St John Portland In-Town
Porch

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (464 reviews)
"Very nice owners and the place was clean food was great and location was excellent. Will tell are family and friends when they visit Maine."
United States
Barry
The price is CA $247
CA $269 total
includes taxes & fees
Jun 25 - Jun 26
Candlebay Inn
Front of property

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 $410
CA $447 total
includes taxes & fees
Jul 7 - Jul 8
The Nicholson Inn
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is CA $263
CA $287 total
includes taxes & fees
Jul 7 - Jul 8
Brewster House Bed & Breakfast
Interior entrance

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (146 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
The price is CA $329
CA $358 total
includes taxes & fees
Jun 25 - Jun 26
The Kendall Inn
Front of property

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (184 reviews)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
United States
Cecilia
The price is CA $430
CA $469 total
includes taxes & fees
Jun 25 - Jun 26
The James Place Inn B&B
Living area

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (123 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 $509
CA $555 total
includes taxes & fees
Jun 28 - Jun 29
Blind Tiger Portland – Carleton Street
Baxter

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (185 reviews)
"The place was totally amazing."
United States
Gary
The price is CA $538
CA $586 total
includes taxes & fees
Jul 5 - Jul 6
Blind Tiger Portland - Danforth Street.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Hotel Reviews

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent
"Excellent location"
Kendra 1-night trip
Posted less than an hour ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Cumberland

Cumberland B&B information

Number of reviews
2,651
Accommodation
15 B&B
Lowest Price
CA $217
Highest Price
CA $586

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.Fleetwood House Bed & Breakfast: 3 rooms. 9.1 mi (14.7 km) from the downtown core. Enjoy the free full breakfast and unique décor. 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. Candlebay Inn: 6 rooms. Located 9 mi (14.5 km) from the core of Cumberland. Enjoy the free full breakfast and in-room dining.
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 Mackworth Island 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.

Explore a world of travel with Expedia