Photo by Jenn Charbonneau

Find Family Hotels in Oakland, MD

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Oakland Family Hotels

This weekend
Next weekend

Our top choices for Oakland family-friendly hotels

Comfort Inn Grantsville-Deep Creek Lake

Comfort Inn Grantsville-Deep Creek Lake
2.5 star property
Grantsville
8.4 out of 10, Very Good, (716)
"Clean room, excellent staff, great breakfast!"
United States
Michaelina
The price is NT$3,356
NT$3,826 total
includes taxes & fees
Dec 24 - Dec 25
Comfort Inn Grantsville-Deep Creek Lake

SureStay Plus Hotel by Best Western Keyser

SureStay Plus Hotel by Best Western Keyser
2.5 star property
Keyser
9.0 out of 10, Wonderful, (544)
"Everything was wonderful"
United States
Anna
The price is NT$3,594
NT$4,025 total
includes taxes & fees
Dec 30 - Dec 31
SureStay Plus Hotel by Best Western Keyser
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.

Top Oakland Hotel Reviews

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.

Explore a world of travel with Expedia