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Find Winery Hotels in Middletown, NY
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Our top choices for Middletown hotels with winery
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
8.8 out of 10, Excellent, (696)
"Clean and close to shopping. "
Arthur
$123 nightly
The price is $145
Dec 21 - Dec 22
Total with taxes and fees
9.0 out of 10, Wonderful, (744)
"Overall, it was a good one-night stay. The room was clean and spacious, and parking was convenient. However, the breakfast needs significant improvement; the coffee, eggs, and bacon were all served cold. Additionally, the dining area lacked short tables for children to comfortably sit and eat."
JENNY
$143 nightly
The price is $173
Dec 21 - Dec 22
Total with taxes and fees
6.2 out of 10, (1000)
"Great location, a little aged but ok for the price."
Rickey
$82 nightly
The price is $96
Jan 1 - Jan 2, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
Holiday Inn Express & Suites Montgomery by IHGMontgomery
8.8 out of 10, Excellent, (795)
"Good stay"
Fatima
$86 nightly
The price is $97
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2 out of 10, Wonderful, (977)
"Clean great staff great breakfast pool area warm "
LaRhonda
$103 nightly
The price is $122
Dec 28 - Dec 29
Total with taxes and fees
8.6 out of 10, Excellent, (1108)
"It is a great place to stay"
Caonabo
$154 nightly
The price is $171
Dec 14 - Dec 15
Total with taxes and fees
9.0 out of 10, Wonderful, (524)
"Great peaceful stay. Can’t wait to go back :)"
Makeda
$154 nightly
The price is $173
Jan 1 - Jan 2, 2026
Total with taxes and fees
Courtyard by Marriott Newburgh Stewart Airport
Courtyard by Marriott Newburgh Stewart AirportNewburgh
8.2 out of 10, Very Good, (694)
"Property clean rooms clean front desk the Best "
Dirwin
$101 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
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
Hampton Inn Harriman Woodbury
10/10 Excellent
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