Search Winery Hotels in Montgomery

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Check availability on Montgomery Winery Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Montgomery Winery Hotels

Exterior detail
Borland House Inn

Borland House Inn

3.0 star property
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"
United States
Deborah
Borland House Inn
Exterior
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
Montgomery
8.8 out of 10, Excellent, (795)
"Good stay"
United States
Fatima
The price is 2.372.580 ₫
2.683.982 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1008)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is 2.931.454 ₫
3.283.228 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Hampton Inn by Hilton New Paltz
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"Brayden was great"
United States
Will
The price is 2.415.550 ₫
2.732.593 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Hilton Garden Inn Fishkill
Terrace/patio
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (389)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is 2.858.168 ₫
3.319.048 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Home2 Suites By Hilton Poughkeepsie
Lobby
Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls

2.5 star property
Red Oaks Mill
7.8 out of 10, Good, (435)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is 2.528.643 ₫
2.860.529 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Best Western Plus The Inn & Suites At The Falls
Front of property – evening/night
Minnewaska Lodge

Minnewaska Lodge

3.0 star property
Gardiner
9.0 out of 10, Wonderful, (523)
"Great peaceful stay. Can’t wait to go back :)"
United States
Makeda
The price is 3.294.320 ₫
4.058.847 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Minnewaska Lodge
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
8.6 out of 10, Excellent, (1107)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
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 Montgomery Hotel Reviews

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