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Find Family Hotels in Oakland, MD

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Check availability on Oakland Family Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Oakland Family Hotels

Children's activities
Cannon Hill Inn

Cannon Hill Inn

4.0 star property
Rowlesburg
9.2 out of 10, Wonderful, (40)
"The place was clean and the other guests were pleasant. "
United States
Shawnna
The price is AED 247
AED 401 total
includes taxes & fees
4 Dec - 5 Dec
Cannon Hill Inn
Indoor pool
Comfort Inn Grantsville-Deep Creek Lake

Comfort Inn Grantsville-Deep Creek Lake

2.5 star property
Grantsville
8.4 out of 10, Very Good, (712)
"Friendly staff, clean room"
United States
Linda
The price is AED 391
AED 446 total
includes taxes & fees
4 Dec - 5 Dec
Comfort Inn Grantsville-Deep Creek Lake
Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace
SureStay Plus Hotel by Best Western Keyser

SureStay Plus Hotel by Best Western Keyser

2.5 star property
Keyser
8.8 out of 10, Excellent, (539)
"Best place to stay in Keyser. Friendly and helpful staff. Rooms are comfortable and so are the beds. "
United States
Jennifer
The price is AED 483
AED 541 total
includes taxes & fees
9 Dec - 10 Dec
SureStay Plus Hotel by Best Western Keyser
Deluxe Suite | Private kitchen | Microwave, coffee/tea maker
Baja Motel

Baja Motel

2.0 star property
Oakland
8.8 out of 10, Excellent, (84)
"It was a nice place to stay for the night while traveling "
United States
William
Baja Motel
Exterior
Laurel River Club Bed & Breakfast

Laurel River Club Bed & Breakfast

2.0 star property
Davis
9.6 out of 10, Exceptional, (44)
"Cute cabin like room near Ohiopyle State Park! Pretty place in a quiet little town. Great for a quick overnight stay on our road trip!we enjoyed hiking & exploring the area!"
United States
Lisa
The price is AED 486
AED 554 total
includes taxes & fees
7 Dec - 8 Dec
Laurel River Club Bed & Breakfast
Indoor pool, outdoor pool, open 6:30 AM to 8:00 PM, cabanas (surcharge)
Nemacolin

Nemacolin

4.5 star property
Nemacolin
9.2 out of 10, Wonderful, (462)
"Everything was amazing. Staff was beyond polite and accommodating. Room was clean and beautiful. Food an amenities exceptional. Well worth the cost. Would definitely recommend."
Canada
David
Nemacolin
Cabin, 2 Bedrooms | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi
Mountain Koru Near Trails & Town 2 Bedroom Cabin

Mountain Koru Near Trails & Town 2 Bedroom Cabin

3.0 star property
Thomas
10.0 out of 10, Exceptional, (1)
"Loved the cabin! My only complaint was that the upstairs bed got hot during the night making my daughter uncomfortable. We put the fan up there the second night but it didn’t seem to help. She slept on the loveseat. Everything else we loved! "
United States
M CHRISTI
The price is AED 780
AED 1,336 total
includes taxes & fees
4 Dec - 5 Dec
Mountain Koru Near Trails & Town 2 Bedroom Cabin
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

3.0 star property
Timberline
The price is AED 725
AED 1,771 total
includes taxes & fees
16 Dec - 17 Dec
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom 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 Oakland Hotel Reviews

The Garrett Inn

The Garrett Inn

10/10 Excellent
"We have stayed here numerous times over the past 10 years. The Garrett Inn has always been a pleasure, clean rooms, affordable rates and a friendly and welcoming staff."
Karl 1-night trip
Posted 1 month ago
The Garrett Inn

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Frequently asked questions

What's Oakland like for family-friendly vacations?
The destination of Oakland is a great choice if you've been thinking about a vacation with your kids. The horseback riding, sledding, and camping sites are just a few things that make this an attractive vacation spot for families. Take to the air and fly into Morgantown, WV (MGW-Morgantown Municipal), which is located 31.8 mi (51.2 km) from the city center.
When's the best time to book a family-friendly vacation in Oakland?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches of snowfall.
What's there to see and do with your family in Oakland?
Ruth Enlow Library of Garrett County, Wisp Resort, and Funland are interesting attractions you and your family will enjoy exploring while you are staying in Oakland. Make sure you have lots of time for activities like Adventure Sports Center International and Janet and Imre Szilagyi Center for the Visual and Performing Arts.