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Check prices for these dates

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

Our top choices for Cumberland bed & breakfast

A bed with a green quilt and white pillows.

1. Allegheny Trail House

Allegheny Trail House
3.0 star property
Frostburg
9.4 out of 10, Exceptional, (99 reviews)
"Our son is at Frostburg State. The Allegheny Trail house will be our place to stay whenever we plan to visit our son. This place is unique and lovely to stay at. Friendly and attentive staff."
United States
Sofia
The price is AED 503
AED 573 total
includes taxes & fees
8 Nov - 9 Nov
Allegheny Trail House
A wooden house with a green roof, surrounded by a garden with a bench and chairs.

2. Lake Pointe Inn

Lake Pointe Inn
3.0 star property
McHenry
9.6 out of 10, Exceptional, (203 reviews)
"Great place!"
United States
Gina
The price is AED 698
AED 859 total
includes taxes & fees
18 Nov - 19 Nov
Lake Pointe Inn
A cozy living room with a stone fireplace, leather sofas, and a large window with a view of trees.

3. Paddler's Lane Retreat

Paddler's Lane Retreat
3.0 star property
Confluence
9.8 out of 10, Exceptional, (170 reviews)
"Great location. Loved the trains."
United States
Michael E.
The price is AED 503
AED 559 total
includes taxes & fees
8 Nov - 9 Nov
Paddler's Lane Retreat
A room with a bed, two chairs, a table with a lamp, and curtains.

4. River House Lodge

River House Lodge
3.0 star property
Rowlesburg
9.2 out of 10, Wonderful, (126 reviews)
"Great location, very intresting surrounding, really loved this Inn"
United States
Michael
The price is AED 284
AED 441 total
includes taxes & fees
6 Dec - 7 Dec
River House Lodge
A two-story house with a front porch, a central staircase, and a small tower-like structure on the roof.

5. 50's Drive-In Inside the Grand Castalian Inn B&B

50's Drive-In Inside the Grand Castalian Inn B&B
Berkeley Springs
10.0 out of 10, Exceptional, (1 review)
The price is AED 798
AED 1,087 total
includes taxes & fees
8 Nov - 9 Nov
50's Drive-In Inside the Grand Castalian Inn B&B
Living area

6. Rockwood Trail House Room #fIVE

Rockwood Trail House Room #fIVE
Rockwood
The price is AED 514
AED 618 total
includes taxes & fees
6 Nov - 7 Nov
Rockwood Trail House Room #fIVE
A two-story house with a front porch, a central staircase, and a small tower-like structure on the roof.

7. Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B

Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
Berkeley Springs
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete."
United States
Daniel F.
The price is AED 714
AED 988 total
includes taxes & fees
8 Nov - 9 Nov
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
A two-story house with a front porch, a central staircase, and a small tower-like structure on the roof.

8. River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B

River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B
Berkeley Springs
10.0 out of 10, Exceptional, (4 reviews)
"My partner and I have both stayed in some pretty high end hotels and we were so impressed!! By far the best VRBO i’ve stayed in-newly renovated and decorated. You don’t want to pass up this hidden gem convenient to everything in Berkeley Springs!"
United States
Deirdre A.
The price is AED 756
AED 1,043 total
includes taxes & fees
9 Nov - 10 Nov
River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B
A two-story house with a front porch, a central staircase, and a small tower-like structure on the roof.

9. Appalachian Suite In Town!- The Grand Castalian Inn B&B

Appalachian Suite In Town!- The Grand Castalian Inn B&B
Berkeley Springs
10.0 out of 10, Exceptional, (2 reviews)
"We loved the spot and will be back!"
United States
Seth W.
The price is AED 756
AED 1,043 total
includes taxes & fees
9 Nov - 10 Nov
Appalachian Suite In Town!- The Grand Castalian Inn B&B
Living area

10. Wonderful 5-bedroom bed & breakfast. Private guest rooms each with private bath.

Wonderful 5-bedroom bed & breakfast. Private guest rooms each with private bath.
Rockwood
The price is AED 2,571
AED 3,088 total
includes taxes & fees
6 Nov - 7 Nov
Wonderful 5-bedroom bed & breakfast. Private guest rooms each with 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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Cumberland and related destinations

Ride the scenic Western Maryland Railway through mountain valleys where the historic C&O Canal once transported coal and goods. Explore downtown's vibrant arts district and hike parts of the Great Allegheny Passage trail when locals have it mostly to themselves in early morning.

See all hotels in Cumberland
A calm river with dense trees on both sides, a clear sky, and a pathway along the riverbank.

Top reviews in Cumberland

A bed with a green quilt and white pillows.
Allegheny Trail House

Allegheny Trail House

Allegheny Trail House
Frostburg

10/10 Excellent

Our son is at Frostburg State. The Allegheny Trail house will be our place to stay whenever we plan to visit our son. This place is unique and lovely to stay at. Friendly and attentive staff.
United States
Sofia
Reviewed August 31, 2026
Allegheny Trail House

Frequently Asked Questions

Searching for B&Bs in Cumberland?

If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B might be the perfect option for your trip to Cumberland. When you want to explore the surroundings in Cumberland, Allegany Museum and Gilchrist Gallery are a couple notable museums worth checking out.

Why consider B&Bs instead of traditional hotels?

B&Bs all have a unique charm. Whether it's a cozy reading space or a beautiful dining room, the little details are what make bed and breakfasts a fun place to get away.

What are the top B&Bs in Cumberland?

Below are some well-liked B&Bs in the surrounding area: Allegheny Trail House: 4 rooms. 8.5 mi (13.7 km) from the heart of downtown. Enjoy the free full breakfast and in-room fireplace. The Levi Deal Mansion Bed & Breakfast: 4 rooms. Located 17.8 mi (28.6 km) from the core of Cumberland. Enjoy the free full breakfast and massage services.

When is the best time to book my B&B in Cumberland?

When you're planning your stay in Cumberland, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Cumberland is 41 inches.

What is there to do in Cumberland?

If you're looking for some things to do on your trip, travelers enjoy Cumberland for its hiking and biking. If you're looking for some activities to entertain you on your trip, consider visiting Allegany County Fairgrounds and Rocky Gap Casino and Golf Course. You might put Downtown Cumberland Historic District and Western Maryland Scenic Railroad on your list if you want to see more of the area.

How can I get to and around Cumberland?

You can map out your trip in and around Cumberland ahead of time with these transportation options. Fly into Hagerstown, MD (HGR-Hagerstown Regional), which is located 54.9 mi (88.4 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

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