Photo by KM Moore

Find Family Hotels in Oakland, MD

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oakland Family Hotels

Top Oakland Family Hotels

Oak Mar Motel
Breakfast, lunch, dinner served; American cuisine

Oak Mar Motel

2.0 star property
9.2 out of 10, Wonderful, (163)
"It was really nice very friendly and diner had amazing food and portions "
Oak Mar Motel
The Garrett Inn
Step into a charming two-story home with a welcoming porch and lush green surroundings.

The Garrett Inn

2.5 star property
9.6 out of 10, Exceptional, (385)
"Family run property that is very well maintained. It was very clean and tidy. Bed was incredibly comfortable. I would definitely return here when in the area again."
The price is ₩162,402
₩185,138 total
includes taxes & fees
Jul 20 - Jul 21
The Garrett Inn
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.

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.
What's the best hotel for families in Oakland?
The Garrett Inn is a property with free parking and free WiFi, and it's a top choice on Expedia for families. Oak Mar Motel is another choice for your family trip.
How many hotels that welcome families will I find in Oakland?
Expedia has 209 hotels in Oakland that are great for families.
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, Adventure Sports Center International, and Wisp Resort 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 Funland and Janet and Imre Szilagyi Center for the Visual and Performing Arts.