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Hotels in Middletown

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Check Last Minute Middletown Hotel Deals

Tonight Sep 27 - Sep 28This weekend Sep 27 - Sep 29

Choose from 569 Middletown Hotel Deals

Wayside Inn
Wayside Inn
3.5 out of 5
7783 Main St, Middletown, VA
  • 14 min walk from Belle Grove Plantation
The price is $116 per night from Sep 29 to Sep 30
$116
includes taxes & fees
Sep 29 - Sep 30
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Wayside ...
9.2/10 Wonderful! (355 reviews)
"There is so much history at Wayside Inn. All the staff are so incredibly friendly and down to Earth! Ricardo, Dawn, Shantell, Monica-you all are amazing! Thank you for always making us feel welcome! The food is amazing, the people are amazing and the rooms are cozy! Definitely come check out the ..."

Reviewed on Sep 15, 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 $118 per night from Oct 27 to Oct 28
$118
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,613 reviews)
"Breakfast was good."

Reviewed on Sep 25, 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 $80 per night from Oct 21 to Oct 22
$80
includes taxes & fees
Oct 21 - Oct 22
Book a 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 ...
9/10 Wonderful! (979 reviews)
"Beautiful new property, staff member was kind and professional. My stay was exceptional!"

Reviewed on Sep 25, 2024

Microtel Inn & Suites by Wyndham Winchester
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 $101 per night from Oct 21 to Oct 22
$101
includes taxes & fees
Oct 21 - Oct 22
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,012 reviews)
"Easy location."

Reviewed on Sep 24, 2024

Comfort Inn & Suites
Spark by Hilton Winchester
Spark by Hilton Winchester
3 out of 5
150 Wingate Dr, Winchester, VA
  • 25 min drive from Belle Grove Plantation
The price is $109 per night from Oct 27 to Oct 28
$109
includes taxes & fees
Oct 27 - Oct 28
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
"First time staying at Sark and I will definitely be back. It’s in a great location, everyone at the hotel was very nice and the breakfast was fantastic."

Reviewed on Sep 25, 2024

Spark by Hilton 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 $134 per night from Oct 6 to Oct 7
$134
includes taxes & fees
Oct 6 - Oct 7
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,004 reviews)
Great stay
"Great location room was very clean staff were polite the pool was nice and the bed very comfortable. Water pressure in the shower was fantastic and very nice towels!!!"

Reviewed on Sep 26, 2024

The George Washington Hotel, A Wyndham Grand Hotel
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 $90 per night from Oct 27 to Oct 28
$90
includes taxes & fees
Oct 27 - Oct 28
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! (1,001 reviews)
"It was wonderful."

Reviewed on Sep 23, 2024

Country Inn & Suites by Radisson, Winchester, VA
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 $86 per night from Oct 6 to Oct 7
$86
includes taxes & fees
Oct 6 - Oct 7
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,000 reviews)
"Property was clean, close to the highway. Offered free breakfast Great place for an overnight stay"

Reviewed on Sep 22, 2024

Ramada by Wyndham Strasburg/Shenandoah Valley
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 Oct 7 to Oct 8
$73
includes taxes & fees
Oct 7 - Oct 8
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,103 reviews)
Would definitely recommend
"It was amazing for the price. Clean and comfortable, free breakfast was awesome, as was the 24 hr coffee in lobby. Microwave, fridge and coffee pot in room also wonderful. Issues include poor tv service with a snowy guide channel and toilet kept getting stopped up and had to be plunged."

Reviewed on Sep 23, 2024

Travelodge by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4 out of 5
111 Hospitality Drive, Front Royal, VA
  • 8 min drive from Belle Grove Plantation
The price is $143 per night from Oct 27 to Oct 28
$143
includes taxes & fees
Oct 27 - Oct 28
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (1,000 reviews)
"It was clean and very pleasant! We drive a semi and they had free parking for semi trucks. Great and convenient stay!"

Reviewed on Sep 23, 2024

DoubleTree by Hilton Front Royal Blue Ridge Shadows
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 $113 per night from Oct 27 to Oct 28
$113
includes taxes & fees
Oct 27 - Oct 28
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,001 reviews)
Great staff!
"Hotel was clean and comfortable. Staff was excellent. My daughter left her headphones in the room and they went up and beyond to make sure they were returned to us. Thank you, Marie!"

Reviewed on Sep 25, 2024

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
2.5 out of 5
1130 Motel Dr, Woodstock, VA
  • 28 min drive from Belle Grove Plantation
The price is $123 per night from Oct 13 to Oct 14
$123
includes taxes & fees
Oct 13 - Oct 14
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,000 reviews)
"Easy access from I81. Quiet, clean and comfortable bed & pillows."

Reviewed on Sep 22, 2024

Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
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

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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 569 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 $73. 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 $73.

How many hotels are there in Middletown?

With over 569 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 $73.

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.