Search for Cheap Deals on
Hotels in Middletown

Photo by Stephanie Sutton

Last Minute Hot Rate® Hotel Deals in Middletown

We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!

Choose from 549 Middletown Hotel Deals

Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
  • 4 min drive from Belle Grove Plantation
The price is $69 per night from Apr 30 to May 1
$69
per night
Apr 30 - May 1
Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our ...
7.8/10 Good! (1,004 reviews)
"I enjoyed my stay. The room was awesome, the grounds were clean. The only thing was, the back door was not locked even though the sign said it would be locked from 7pm-7am. I didn’t even see a lock on it."

Reviewed on Apr 18, 2024

Ramada by Wyndham Strasburg/Shenandoah Valley
Wayside Inn
Wayside Inn
3.5 out of 5
7783 Main St, Middletown, VA
  • 14 min walk from Belle Grove Plantation
The price is $105 per night from Apr 28 to Apr 29
$105
per night
Apr 28 - Apr 29
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a terrace. Popular attractions Wayside Theater and Cedar Creek and Belle Grove National ...
9.2/10 Wonderful! (328 reviews)
"Beautiful hotel!"

Reviewed on Apr 18, 2024

Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
  • 24 min drive from Belle Grove Plantation
The price is $106 per night from May 12 to May 13
$106
per night
May 12 - May 13
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,276 reviews)
"Very clean , modern looking rooms. We enjoyed our quick stay"

Reviewed on Apr 21, 2024

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
  • 33 min drive from Belle Grove Plantation
The price is $74 per night from May 6 to May 7
$74
per night
May 6 - May 7
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (721 reviews)
"Good stopping place. Very neat and clean."

Reviewed on Apr 20, 2024

Microtel Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
  • 24 min drive from Belle Grove Plantation
The price is $73 per night from Apr 28 to Apr 29
$73
per night
Apr 28 - Apr 29
Stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,056 reviews)
"Cracker Barrel next door was easy walk."

Reviewed on Apr 20, 2024

Travelodge by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
  • 28 min drive from Belle Grove Plantation
The price is $125 per night from May 1 to May 2
$125
per night
May 1 - May 2
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the breakfast and the bar in our reviews. ...
9.2/10 Wonderful! (1,005 reviews)
Worth staying in Winchester
"Beautiful, well-maintained, historic property within walking distance from all of the sites in Winchester. Friendly staff and immaculate room."

Reviewed on Apr 18, 2024

The George Washington Hotel, A Wyndham Grand Hotel
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
  • 17 min drive from Belle Grove Plantation
The price is $91 per night from May 12 to May 13
$91
per night
May 12 - May 13
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (892 reviews)
"Great price and location. Breakfast with actual scrambled eggs."

Reviewed on Apr 22, 2024

Comfort Inn & Suites
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
  • 17 min drive from Belle Grove Plantation
The price is $84 per night from May 12 to May 13
$84
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,006 reviews)
"The only thing that would improve the room would have been an second chair. Everything else was great! Wonderful staff."

Reviewed on Apr 19, 2024

Country Inn & Suites by Radisson, Winchester, VA
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3 out of 5
333 Front Royal Pike, Winchester, VA
  • 23 min drive from Belle Grove Plantation
The price is $91 per night from Apr 28 to Apr 29
$91
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,004 reviews)
"Nice stay. Wo you led appreciate a buffet breakfast rather than a la carte included. Would be faster"

Reviewed on Apr 19, 2024

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
3 out of 5
5 Caroline Drive, Front Royal, VA
  • 11 min drive from Belle Grove Plantation
The price is $110 per night from May 12 to May 13
$110
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (387 reviews)
"Clean, quiet and comfortable"

Reviewed on Apr 22, 2024

TownePlace Suites by Marriott Front Royal
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 out of 5
250 Front Royal Pike, Winchester, VA
  • 23 min drive from Belle Grove Plantation
The price is $97 per night from Apr 28 to Apr 29
$97
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (567 reviews)
"Excellent service"

Reviewed on Apr 21, 2024

Fairfield Inn & Suites by Marriott Winchester
Spark by Hilton Winchester
Spark by Hilton Winchester
2.5 out of 5
150 Wingate Dr, Winchester, VA
  • 25 min drive from Belle Grove Plantation
The price is $107 per night from May 7 to May 8
$107
per night
May 7 - May 8
Stay at this business-friendly hotel in Winchester. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)
"Hotel was great, breakfast was average but good, my son left a stuffed animal in the room and the tra ked it down for me and mailed it back to us.. and becasue of that service is 10 outa 5!"

Reviewed on Apr 19, 2024

Spark by Hilton Winchester
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Middletown

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Middletown hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middletown.

Choosing the right hotel in Virginia has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middletown’s 549 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $69. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Middletown hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Middletown. No matter your reason for visiting Middletown, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Middletown hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middletown for as low as $69.

How many hotels are there in Middletown?

With over 549 hotels in Middletown, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $69.

How to find cheap car rentals in Middletown?

Finding a cheap car rental deal in Middletown is as easy as scoring cheap hotels in Middletown. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Middletown now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Middletown right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.