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Hotels in Middletown

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Choose from 633 Middletown Hotel Deals

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2 out of 5
91 Reliance Road Middletown VA
  • 17 min walk from Belle Grove Plantation
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cedar Creek and Belle Grove National Historical ...
5.8/10 (315 reviews)
"Check-in took almost 30 minutes. Dogs on property without leash, barking consistently in and outside of the facility. Staff went into my room while I was still checked in and left door wide open with my valuables inside. Absolutely unacceptable."

Reviewed on Jun 16, 2026

Econo Lodge Inn & Suites Middletown - Winchester South
Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St Middletown VA
  • 14 min walk from Belle Grove Plantation
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 Cedar ...
9.2/10 Wonderful! (438 reviews)
"A historical inn with charming features and friendly, helpful staff."

Reviewed on Jun 15, 2026

Wayside Inn
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
  • 25 min drive from Belle Grove Plantation
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,007 reviews)
"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, ..."

Reviewed on Jun 24, 2026

Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
  • 33 min drive from Belle Grove Plantation
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (985 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."

Reviewed on Jun 26, 2026

TRU 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
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,002 reviews)
"Fabulous stay!"

Reviewed on Jun 26, 2026

The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
  • 23 min drive from Belle Grove Plantation
Book a stay at this 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)
"yes, everything was good"

Reviewed on Jun 22, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,055 reviews)
"Property was clean and staff was pleasant, professional and helpful! Free breakfast with included self made waffles, toast, cereal, toast, yogurt & bananas. Coffee and juices. Also enjoyed free parking, wifi and late (11am) check out!"

Reviewed on Jun 26, 2026

Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
  • 4 min drive from Belle Grove Plantation
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 ...
8.2/10 Very Good! (1,005 reviews)
"The hotel was good and room was clean. Breakfast was ok"

Reviewed on Jun 25, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
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
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 ...
9.2/10 Wonderful! (1,440 reviews)
"I cannot say anything bad!!! I only wish i could find more reasons to stay here!!! Just go! Best breakfast, nice rooms, good price, near a sheetz! And on the way to many points south!"

Reviewed on Jun 25, 2026

Microtel Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
  • 24 min drive from Belle Grove Plantation
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 ...
9.2/10 Wonderful! (2,271 reviews)
"Clean rooms, quiet and easy check in!!!"

Reviewed on Jun 26, 2026

La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
  • 17 min drive from Belle Grove Plantation
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! (1,116 reviews)
"Front desk staff very friendly and helpful. Would stay here again . Very clean . Breakfast was average but well maintained and food was hot ,friendly staff in breakfast room. Close to 81 and easy to find"

Reviewed on Jun 25, 2026

Comfort Inn & Suites Winchester
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
  • 28 min drive from Belle Grove Plantation
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! (1,001 reviews)
"Will definitely be my place to stay when I’m visiting that area"

Reviewed on Jun 19, 2026

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
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.

Find cheap hotels in Middletown

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How many hotels are there in Middletown?

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