Photo by Samantha Keyes

Search Hotels with Parking in Middletown

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Hotels with Parking

Our top choices for Middletown hotels with parking

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (766)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is 1.874.625 ₫
2.039.593 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
TRU By Hilton Winchester

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
Woodstock
9.0 out of 10, Wonderful, (1000)
"Excellent hotel. Rooms were clean, food was good. Staff was great. "
United States
Kathy
The price is 2.635.700 ₫
2.959.891 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (777)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is 2.819.836 ₫
3.067.983 ₫ total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Winchester

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (416)
"Historic inn. "
United States
David
The price is 1.895.688 ₫
2.353.971 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Wayside Inn

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (299)
"I loved staying here!"
United States
Whitney
The price is 1.635.031 ₫
1.803.441 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Econo Lodge Inn & Suites Middletown - Winchester South

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2222)
"Clean, beautiful bedding Friendly staff"
United States
Heather
The price is 2.704.228 ₫
2.942.200 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Clean room, quiet area, good breakfast"
United States
Laurie
The price is 1.843.030 ₫
2.084.204 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Winchester Se-Historic Gateway by IHG

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (797)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is 2.439.382 ₫
2.654.047 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Fairfield Inn & Suites by Marriott Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1072)
"Very clean, helpful staff"
United States
Kathleen
The price is 2.632.900 ₫
2.864.596 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1377)
"Excellent accommodations"
United States
Loretta
The price is 1.916.751 ₫
2.085.426 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Microtel Inn & Suites by Wyndham 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.

Top Middletown Hotel Reviews

Explore a world of travel with Expedia