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Oakland Hotel Guide - Family Friendly Hotels in Oakland, Maryland

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Top Oakland Family Friendly Hotels

Comfort Inn Grantsville-Deep Creek Lake

2.5 star property
8.2 out of 10, Very good, (669)
"convenient location, excellent service and good breakfast"
The price is €114
includes taxes & fees
4 Aug - 5 Aug
Comfort Inn Grantsville-Deep Creek Lake

The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

9.6 out of 10, Exceptional, (67)
"We chose this stay for a long overdue reunion of friends. It had everything the four of us could ask for. Will definitely keep it in our plans for next time."
The price is €206
includes taxes & fees
1 Sept - 2 Sept
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

10.0 out of 10, Exceptional, (84)
"Lovely place and very romantic getaway!"
The price is €202
includes taxes & fees
1 Sept - 2 Sept
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

Close to Skiing & Wisp~GAME ROOM~FIRE PIT & HOT TUB~Dogs OK! Lake Access & Dock!

10.0 out of 10, Exceptional, (17)
"My wife and I took our dog up for a long anniversary weekend and couldn’t be happier with the experience. The house was wonderful and located in a beautiful, serene neighborhood. It was in a great location close to shopping, restaurants, and activities. Will definitely want to stay here next time we make our way to Deep Creek!"
Close to Skiing & Wisp~GAME ROOM~FIRE PIT & HOT TUB~Dogs OK! Lake Access & Dock!

Modern, spacious Loft with River View just off GAP trail

10.0 out of 10, Exceptional, (46)
"We stopped off at Casselman River Loft on our drive to Kentucky for Thanksgiving. We felt right at home when we arrived. The loft is very nicely appointed and equipped with all the essentials. We hope to return! "
The price is €467
includes taxes & fees
18 Aug - 19 Aug
Modern, spacious Loft with River View just off GAP trail

Pura Vida | 3BR, 2BA, Hot Tub, Private, Dog Friendly, Borders State Park!

9.2 out of 10, Wonderful, (190)
"Lots of space. Many amenities. "
The price is €561
includes taxes & fees
17 Aug - 18 Aug
Pura Vida | 3BR, 2BA, Hot Tub, Private, Dog Friendly, Borders State Park!

Nemacolin

4.5 star property
9.2 out of 10, Wonderful, (454)
"Amazing and luxurious service, highly recommended!"
The price is €822
includes taxes & fees
25 Aug - 26 Aug
Nemacolin

Mountain View Lodge | 9BR, 3BA, Pool, Hot Tub, Amazing Views!

9.0 out of 10, Wonderful, (63)
"As a whole, we enjoyed the roominess of the home, the hot tub, the location and the catering provided by Christine. However, there were several items that need to be addressed - blinds in several areas including the first-level bedrooms, several doors particularly around the porch areas didn’t lock or were missing, missing porch windows, ice-maker didn’t work, left front stove burner didn’t work, ant infestation in kitchen, limited porch furniture, doorless storage area upon 1st level entry and...
The price is €1,305
includes taxes & fees
4 Aug - 5 Aug
Mountain View Lodge | 9BR, 3BA, Pool, Hot Tub, Amazing Views!

Mountain Majesty | 5BR, 2.5BA, Pool, Hot Tub, Close to Ohiopyle

8.4 out of 10, Very good, (81)
"We had such a wonderful stay at this home away from home. We were able to utilize the pool and hot-tub, relax and play board games with friends, and just get away from the city for a bit. W Weill be absolutely booking this place again!"
The price is €884
includes taxes & fees
13 Aug - 14 Aug
Mountain Majesty | 5BR, 2.5BA, Pool, Hot Tub, Close to Ohiopyle

Cedar Lodge | 4BR, 2BA, Hot Tub, Fireplace, Private Yard

8.8 out of 10, Excellent, (178)
"Great property! Clean, well stocked, and the hot tub was fabulous!"
The price is €559
includes taxes & fees
12 Aug - 13 Aug
Cedar Lodge | 4BR, 2BA, Hot Tub, Fireplace, Private Yard
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 holidays?
The destination of Oakland is a great choice if you've been thinking about a holiday with your children. The horse riding, sledging and campsites are just a few things that make this an attractive holiday destination 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 centre.
What's the best accommodation option for a family trip to 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 stay with the kids.
How many hotels that welcome families can I expect to find in Oakland?
Expedia has 209 hotels in Oakland that are great for families.
When's the best time to book a family-friendly holiday in Oakland?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Oakland are January, December, February and May, with each month seeing an average of 79 cm 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 that you and your family will enjoy exploring while you are staying in Oakland. Make sure that you have lots of time for activities such as Funland and Janet and Imre Szilagyi Center for the Visual and Performing Arts.