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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Cumberland Foreside 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, (1140)
"Room was a great experience, felt like a proper inn with a lot of history "
United States
Armin
The price is AED 294
AED 320 total
includes taxes & fees
11 Dec - 12 Dec
Inn at St John Portland In-Town
Exterior
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1001)
"A beautiful place to stay!!! First time at a B&B and it did not disappoint."
United States
Kristian
Old Orchard Beach Inn
Front of property
And. N B&B

And. N B&B

3.0 star property
Gray
9.8 out of 10, Exceptional, (77)
"Really lovely place and great hospitality from the owners!"
United States
Hunter
The price is AED 385
AED 420 total
includes taxes & fees
10 Jan - 11 January 2026
And. N B&B
Porch
Candlebay Inn

Candlebay Inn

3.0 star property
Freeport
9.6 out of 10, Exceptional, (457)
"Great location and hospitality."
United States
Brandon
The price is AED 566
AED 617 total
includes taxes & fees
15 Dec - 16 Dec
Candlebay Inn
Exterior
The Kendall Inn

The Kendall Inn

3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is AED 615
AED 670 total
includes taxes & fees
1 Jan - 2 January 2026
The Kendall Inn
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is AED 657
AED 716 total
includes taxes & fees
4 Jan - 5 January 2026
Brewster House Bed & Breakfast
Property entrance
Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast

3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
The price is AED 841
AED 917 total
includes taxes & fees
19 Dec - 20 Dec
Fleetwood House Bed & Breakfast
Baxter | Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 star property
West End
9.6 out of 10, Exceptional, (167)
"The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!"
United States
Darby
The price is AED 900
AED 981 total
includes taxes & fees
9 Jan - 10 January 2026
Blind Tiger Portland - Danforth Street.
Stovall | Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 star property
West End
9.6 out of 10, Exceptional, (120)
"Loved the place "
United States
Stephen
The price is AED 881
AED 961 total
includes taxes & fees
15 Dec - 16 Dec
Blind Tiger Portland – Carleton Street
Outdoor dining
The James Place Inn B&B

The James Place Inn B&B

3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
The price is AED 802
AED 874 total
includes taxes & fees
11 Dec - 12 Dec
The James Place Inn B&B
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 Foreside Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Everything was great! However it would nivce if there was a microwave at the snack stations on each floor."
Ann 3-night trip
Posted 1 day ago
Portland Harbor Hotel

Frequently asked questions

Searching for B&Bs in Cumberland Foreside?
If you want to find a place to stay with a small number of rooms and an intimate environment, a bed and breakfast may be the perfect thing for your trip to Cumberland Foreside. When you want to explore some of the destination's attractions, Sturdivant Island is worth a visit.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to meet guests from other places, and hearty breakfasts, B&Bs provide a one-of-a-kind environment.
What are the best bed and breakfasts in Cumberland Foreside?
Below are some B&Bs in the area: Inn at St John Portland In-Town: 8.3 mi (13.4 km) from the heart of Cumberland Foreside.Blind Tiger Portland – Carleton Street: 6 rooms. Situated 8.3 mi (13.4 km) from the heart of Cumberland Foreside. Enjoy the unique décor and patio area. The Orchard House: Inn, Ice Cream, Cafe: 5 rooms. 9.6 mi (15.4 km) from the heart of downtown.Blind Tiger Portland - Danforth Street.: 9 rooms. Located 8.2 mi (13.3 km) from the core of Cumberland Foreside.
When is the best time to book my B&B in Cumberland Foreside?
When you're planning your getaway to Cumberland Foreside, be sure to take into account the year-round temperatures. 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 Foreside are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Cumberland Foreside?
When you want to explore some things to do in Cumberland Foreside, consider a visit to Sturdivant Island. You might also consider a trip to sites like East End Beach or Sand Beach if you have time to see more of the area.
How can I get to and around Cumberland Foreside?
You can map out your trip in and around Cumberland Foreside ahead of time with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 9.5 mi (15.3 km) from the city center. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 20.4 mi (32.8 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.