Find Hotels with Early Check-in in Cumberland, MD

  • 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

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Cumberland hotels with express check-in

An indoor swimming pool with lounge chairs and a hot tub.

1. Fairfield Inn & Suites by Marriott Cumberland

Fairfield Inn & Suites by Marriott Cumberland
3.0 star property
Cumberland
9.0 out of 10, Wonderful, (1,000 reviews)
"Great hotel"
United States
MayBritt
The price is AED 496
AED 566 total
includes taxes & fees
13 Nov - 14 Nov
Fairfield Inn & Suites by Marriott Cumberland
A modern building with a stone facade, large glass entrance, and a covered outdoor area.

2. Hampton Inn Frostburg

Hampton Inn Frostburg
2.5 star property
Frostburg
9.2 out of 10, Wonderful, (985 reviews)
"Enjoyed our stay, and the staff was very helpful."
United States
Stephen
The price is AED 389
AED 443 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Frostburg
A porch with hanging flower baskets and potted plants.

3. The Garrett Inn

The Garrett Inn
2.5 star property
Oakland
9.6 out of 10, Exceptional, (465 reviews)
"Great rates and cute rooms . Friendly staff . Would highly recommend this place"
United States
brandi
The price is AED 372
AED 424 total
includes taxes & fees
10 Nov - 11 Nov
The Garrett Inn
A wooden house with a green roof, surrounded by a garden with a bench and chairs.

4. 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.

5. 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.

6. 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 281
AED 438 total
includes taxes & fees
3 Dec - 4 Dec
River House Lodge
A cozy cabin with a large window, a hot tub, and a dining area.

7. Modern Cabin - w/Hot Tub, Arcade, Fire Pit & Pets + Pool/Pickleball/Gym Access

Modern Cabin - w/Hot Tub, Arcade, Fire Pit & Pets + Pool/Pickleball/Gym Access
The Woods
9.6 out of 10, Exceptional, (14 reviews)
"The property had everything we needed for our family visit, with a central location, not too far from many attractions."
United States
Steve M.
Modern Cabin - w/Hot Tub, Arcade, Fire Pit & Pets + Pool/Pickleball/Gym Access
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

Top Cumberland Hotel Reviews

A cozy living room with a stone fireplace, leather sofas, and a large window with a view of trees.
Paddler's Lane Retreat

Paddler's Lane Retreat

Paddler's Lane Retreat
Confluence

10/10 Excellent

Dan and Robin are very thoughtful and caring hosts. The location was very close to falling waters. The place was extremely clean and we were allowed to cook in the kitchen. The nearby town restaurants close early and you may want to take your own food for dinner. Breakfast is provided by the hosts. Only negative is the sound of trains nearby.
United States
Mythily
Reviewed May 14, 2025
Paddler's Lane Retreat