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Choose from 634 Middletown Hotel Deals

Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St Middletown VA
  • 17 min walk from Cedar Creek and Belle Grove National Historical Park
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! (427 reviews)
The Wayside more than met our expectations for early American historic properties. It has a broad selection of antique-filled bedrooms that are clean and comfortable. The public spaces vary from an 18th century log tavern encased in the younger early 19th century spaces with elegant Victorian parlors, ...

Reviewed on Apr 21, 2026

Wayside Inn
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 Cedar Creek and Belle Grove National Historical Park
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! (1,000 reviews)
Good for an overnight stay on our way up north.

Reviewed on Apr 20, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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 Cedar Creek and Belle Grove National Historical Park
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,004 reviews)
Quiet, distinctive, friendly and close to old town, a half mile walk to Patsy Cline home. Breakfast was good and staff excellent.

Reviewed on Apr 25, 2026

The George Washington Hotel, A Wyndham Grand Hotel
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 Cedar Creek and Belle Grove National Historical Park
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! (1,444 reviews)
Great breakfast with a good selection. Friendly staff and the rooms are clean.

Reviewed on Apr 24, 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 Cedar Creek and Belle Grove National Historical Park
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 ...
La Quinta Inn & Suites 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 Cedar Creek and Belle Grove National Historical Park
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 ...
8.4/10 Very Good! (1,001 reviews)
Hotel was very dated and room air was stale when we walked in. Bed was comfortable however and clean.

Reviewed on Apr 20, 2026

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 Cedar Creek and Belle Grove National Historical Park
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! (1,065 reviews)
Parking was close and well lit

Reviewed on Apr 17, 2026

Travelodge 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 Cedar Creek and Belle Grove National Historical Park
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! (1,103 reviews)
Checkin was easy. The breakfast was good. The staff was very helpful and pleasant. The room was clean and parking was close and safe

Reviewed on Apr 22, 2026

Comfort Inn & Suites Winchester
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
300 Marriott Drive Winchester VA
  • 29 min drive from Cedar Creek and Belle Grove National Historical Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (965 reviews)
Property did show somewhere. Front desk manager check-in did not break a smile, but did his job. The following morning the front desk staff and café staff were terrific. The room was large.

Reviewed on Apr 22, 2026

Courtyard by Marriott Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5
9800 Winchester Rd Front Royal VA
  • 11 min drive from Cedar Creek and Belle Grove National Historical Park
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,000 reviews)
Staff was friendly and helpful. Room was clean and comfortable. Bed was very comfortable. Breakfast was excellent.

Reviewed on Apr 14, 2026

Hampton Inn Front Royal
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive Winchester VA
  • 25 min drive from Cedar Creek and Belle Grove National Historical Park
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! (1,001 reviews)
Was a very nice stay. Breakfast was good. Room was good

Reviewed on Apr 12, 2026

Hampton Inn Winchester-University/Mall Area
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

3 out of 5
250 Front Royal Pike Winchester VA
  • 24 min drive from Cedar Creek and Belle Grove National Historical Park
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! (842 reviews)
Breakfast was amazing! Lots of selection more than normal. Waffles two ways, eggs, 2 types of sausage... The pool was clean and towels were stocked. Room was very clean and in good repair. Staff was friendly and helpful. No issues with bringing in our service dog or having him at breakfast.

Reviewed on Apr 13, 2026

Fairfield Inn & Suites by Marriott 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.

Find cheap hotels in Middletown

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