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Search Winery Hotels in Middletown

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Check availability on Middletown Winery Hotels

Our top choices for Middletown hotels with winery

Bar (on property)
Wayside Inn

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (416)
"Historic inn. "
United States
David
The price is 1.894.104 ₫
2.352.003 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Wayside Inn
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

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 1.841.490 ₫
2.082.462 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Pillow-top beds, desk, laptop workspace, blackout curtains
SpringHill Suites by Marriott Winchester

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 2.817.480 ₫
3.065.417 ₫ total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Winchester
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1002)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is 2.822.469 ₫
3.141.407 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Front Royal
Property entrance
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (916)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is 1.453.462 ₫
1.617.703 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Baymont by Wyndham Front Royal Near Shenandoah National Park
Premier Villa, 1 King Bed, Mountain View | Terrace/patio
White Moose Inn

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (147)
"Amazing trip! "
United States
Rebecca
White Moose Inn
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.
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Top Middletown Hotel Reviews

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