Photo by Stephanie Sutton

Find Family Hotels in Middletown, VA

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Middletown Family Hotels

This weekend
Next weekend

Top Middletown Family Hotels

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (399)
"This inn is absolutely amazing. Staff went above and beyond to ensure we were comfortable and our stay was memorable. We plan to come back very soon! "
Priscilla
The price is SAR 362
SAR 437 total
includes taxes & fees
3 Jul - 4 Jul
Wayside Inn

Econo Lodge Inn & Suites

2.0 star property
5.8 out of 10, (281)
"Room was in need of a deep cleaning. They do allow dogs which was a bonus "
Janet
The price is SAR 267
SAR 294 total
includes taxes & fees
9 Jul - 10 Jul
Econo Lodge Inn & Suites

The Pond Cabin: Hot Tub & Stocked Pond

10.0 out of 10, Exceptional, (30)
"We had a great
family
weekend in this private cabin. The indoor and outdoor spaces are
great for families
. We specifically loved the two full and extra half bath, large dining room table, deck space, and walking path around the property. It was clean and had everything we needed."
Chloe W.
The price is SAR 896
SAR 1,932 total
includes taxes & fees
8 Jul - 9 Jul
The Pond Cabin: Hot Tub & Stocked Pond

Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi

10.0 out of 10, Exceptional, (119)
"Perfect home for our
family
to attend a wedding at the Inn. Great price, accommodations, well stocked, AC worked well and 2 full kitchens to keep groceries in-it’s a lovely town with lovely people-I would recommend this VRBO to others going here."
Jessica G.
The price is SAR 788
SAR 1,197 total
includes taxes & fees
31 Jul - 1 Aug
Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1286)
"Microtel Inn and Suites staff was very welcoming to us as we entered in the evening. Check in was quick and convenient. The coffee, tea, and hot chocolate bar was cleaned and filled. The Grinch Christmas tree in the lobby was done so well- great backdrop for pictures. Everything was clean and the room was very comfortable for my
family
and I."
Laura
The price is SAR 321
SAR 349 total
includes taxes & fees
6 Jul - 7 Jul
Microtel Inn & Suites by Wyndham Winchester

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1000)
"He stayed here multiple times. Pool area is great to sit and read or swim. Breakfast was very good and the staff was extremely friendly. "
Margaret
The price is SAR 332
SAR 361 total
includes taxes & fees
8 Jul - 9 Jul
Quality Inn

Days Inn by Wyndham Winchester

2.0 star property
6.4 out of 10, (425)
"Solid hotel, professional staff, close to lots of eateries."
Michael
The price is SAR 242
SAR 264 total
includes taxes & fees
21 Jul - 22 Jul
Days Inn by Wyndham Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"
Family friendly
, nice pool area, gym was top notch with a lot of equipment. Great views, restaurant was also convenient after a day of hiking."
Joshua
The price is SAR 443
SAR 500 total
includes taxes & fees
20 Jul - 21 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1002)
"Nice and close to sightseeing places."
Terry
The price is SAR 266
SAR 290 total
includes taxes & fees
3 Jul - 4 Jul
Red Roof Inn Winchester, VA

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (1008)
"They were very friendly. Pool was great. Breakfast was very good and tasty. Even the teens i had enjoyed it"
Valerie
The price is SAR 274
SAR 298 total
includes taxes & fees
31 Jul - 1 Aug
Sleep Inn & Suites
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 Middletown like for family-friendly vacations?
The historic destination of Middletown is a good choice if you've been considering a getaway with your kids. The entertainment, hockey games, and restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the city center.
What's the best place to stay for families in Middletown?
Wayside Inn is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Econo Lodge Inn & Suites is another choice for your kid-friendly vacation.
When's the best time to book a family-friendly vacation in Middletown?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.
What's there to see and do with your family in Middletown?
Wayside Theater, Dinosaur Land, and Front Royal Visitor's Center are interesting attractions you and your family will enjoy exploring while you are staying in Middletown. Make sure you have lots of time for activities like Front Royal Entrance Shenandoah National Park and Apple Blossom Mall.