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Check availability on Middletown Family-Friendly Hotels

Top Middletown Family-Friendly Hotels

Bar (on property)
Wayside Inn

Wayside Inn

3.5 star property
Middletown
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.2 out of 10, Wonderful, (414)
Family adventures flourish at this historic Colonial hotel dating from 1797. Children delight in live shows while parents appreciate Larrick's Tavern's delicious dining. Just minutes from Cedar Creek Battlefield, the peaceful garden setting combines entertainment with heritage.
The price is 2.999.947 ₫
3.572.180 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Wayside Inn
Breakfast area
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2.0 star property
Middletown
  • Cots/infant beds provided
5.8 out of 10, (297)
Families appreciate the sofa beds, rollaway options, and complimentary cots that make this hotel perfect for travellers with children. Just a 3-minute drive from Cedar Creek National Park, guests love the helpful staff, free WiFi, and convenient on-site laundry facilities.
The price is 1.636.335 ₫
1.804.878 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Econo Lodge Inn & Suites
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1006)
Splash in the heated indoor pool while kids explore the family-friendly amenities at this Winchester hotel. Parents appreciate the available cots, premium TV channels, and blackout drapes for peaceful naps, with Shenandoah Valley Discovery Museum just a 4-minute drive away.
The price is 1.844.500 ₫
2.085.866 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
  • Cots/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1357)
Family adventures begin with comfortable accommodation and kid-friendly perks at this well-maintained hotel. Little ones splash in the supervised indoor pool while parents appreciate the free cots, rollaway beds, and complimentary breakfast. Only a 6-minute drive from the Discovery Museum.
The price is 1.960.440 ₫
2.132.959 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Microtel Inn & Suites by Wyndham Winchester
Snack bar
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (836)
The price is 2.719.320 ₫
3.080.990 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Winchester N/Conference Center, VA
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
Winchester
  • Cots/infant beds provided
  • Indoor pool
8.8 out of 10, Excellent, (1010)
Children splash in the pristine indoor swimming pool while parents appreciate the nearby fitness centre. Comfortable, spacious rooms feature premium TV channels and blackout drapes for restful nights. Located just minutes from Appleland Sports Centre, this impeccably clean hotel delights families with its complimentary breakfast buffet.
The price is 2.538.823 ₫
2.762.239 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (1006)
Modern rooms with comfortable beds welcome families after enjoying the seasonal outdoor pool. Just a 6-minute drive from Shenandoah Valley Discovery Museum, this hotel offers free cots, premium TV channels, and complimentary breakfast to start adventures right.
The price is 1.993.378 ₫
2.168.797 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Winchester
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
7.6 out of 10, Good, (1000)
The price is 1.739.100 ₫
1.935.671 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Front Royal
Desk, blackout curtains, free cots/infant beds, free WiFi
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2.0 star property
Winchester
  • Cots/infant beds provided
7.4 out of 10, Good, (1002)
Remodeled in 2024, this comfortable Winchester retreat delivers kid-friendly convenience with premium TV channels, blackout drapes, and complimentary cots. A quick 4-minute drive from Shenandoah Valley Discovery Museum enhances family adventures.
The price is 1.817.887 ₫
1.977.861 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Red Roof Inn Winchester, VA
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1003)
Adventure begins poolside at this family haven near Shenandoah National Park. Little ones splash in the indoor pool while parents unwind in the hot tub. Thoughtful touches include free cots and premium TV channels, with Houlihan's restaurant offering kid-friendly meals after a day of golf course exploration.
The price is 3.127.218 ₫
3.528.371 ₫ total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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 Middletown Hotel Reviews

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Frequently asked questions

What's Middletown like for family-friendly holidays?
You may want to consider the historic destination of Middletown if you've been thinking about a trip for the whole family. The entertainment, hockey matches and theatres are just a few things that make this an attractive place for families. Take to the air and fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the city centre.
When's the best time to book a family-friendly holiday in Middletown?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Middletown is 1088 mm.
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 that you and your family will enjoy exploring while you are staying in Middletown. Make sure that you have lots of time for activities such as Front Royal Entrance Shenandoah National Park and Apple Blossom Mall.