Find Winery Hotels in Montgomery, NY
Check availability on Montgomery Winery Hotels
Top Montgomery Winery Hotels
Holiday Inn Express & Suites Montgomery by IHG
Montgomery
8.8 out of 10, Excellent, (794)
"Room was clean a d spacious. Staff courteous and helpful."
David
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Borland House Inn
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
Deborah
$114 nightly
The price is $129
Dec 7 - Dec 8
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (15)
"Such a cute apartment and very clean. Everything is new and the town is very quaint!! Close to other things like shopping and restaurants. Definitely would stay again and recommend to anyone looking for a clean, quiet and safe area to stay."
Michael V.
$237 nightly
The price is $270
Dec 7 - Dec 8
Total with taxes and fees
New Farmhouse-Hot Tub, King Beds, Game Room & View
Montgomery
10.0 out of 10, Exceptional, (15)
"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."
Emily B.
$1,015 nightly
The price is $1,158
Dec 9 - Dec 10
Total with taxes and fees
Hampton Inn by Hilton New Paltz
New Paltz
9.4 out of 10, Exceptional, (1004)
"Clean, comfortable, wonderful staff"
Nicole
$111 nightly
The price is $125
Dec 14 - Dec 15
Total with taxes and fees
Resorts World Catskills Casino
Monticello
8.6 out of 10, Excellent, (1103)
"It is a great place to stay"
Caonabo
$179 nightly
The price is $200
Jan 5 - Jan 6, 2026
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie
Poughkeepsie
9.4 out of 10, Exceptional, (386)
"pleasant, quick check in, lovely room, excellent breakfast"
Peter
$108 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn Fishkill
Fishkill
8.6 out of 10, Excellent, (1001)
"It was a great place to stay "
Amanda
$92 nightly
The price is $104
Dec 12 - Dec 13
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 Montgomery Hotel Reviews
Hampton Inn Harriman Woodbury
10/10 Excellent
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