Photo by Samantha Keyes

Find Luxury Hotels in Middletown, VA

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Luxury Hotels

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Middletown Luxury 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, (416)
Housed in a landmark building, this colonial hotel combines rich history with refined indulgence. Individually decorated rooms surround beautiful gardens and terraces. Guests savor delicious cuisine in the dining room while enjoying exceptional service from friendly staff in this peaceful countryside sanctuary.
The price is AED 410
AED 489 total
includes taxes & fees
30 Nov - 1 Dec
Wayside 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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Middletown Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Clean and comfortable."
Melanie 1-night trip
Posted 5 days ago
Travelodge by Wyndham Winchester

Explore a world of travel with Expedia

Frequently asked questions

Are you looking for a luxury hotel for your stay in Middletown?
Use Expedia to arrange your flight to Martinsburg, WV (MRB-Eastern West Virginia Regional) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to get what you want to make your stay special. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Middletown offers. During your visit, you might want to enjoy the restaurants and bars which Middletown is known for.
When can I expect good weather in Middletown?
Planning for the weather is a good way to make your trip to Middletown relaxing and enjoyable, especially when you're splurging. 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 in Middletown?
Enjoy Middletown and visit Belle Grove Plantation, Shenandoah River, and Wayside Theater. If you have a bit of extra time while you're in the area, you might want to check out Cedar Creek and Belle Grove National Historical Park and Cedar Creek Battlefield Foundation.