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Hotels in Montgomery

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Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208 Montgomery NY
  • 27 min walk from City Winery Hudson Valley
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Montgomery by IHG
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd Montgomery NY
  • 4 min drive from City Winery Hudson Valley
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (1,002 reviews)
Very poor quality service

Reviewed on May 8, 2026

Super 8 by Wyndham Montgomery Maybrook
Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
  • 13 min walk from City Winery Hudson Valley
Book a stay at this business-friendly B&B in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Popular attractions City Winery Hudson Valley and ...
9.2/10 Wonderful! (162 reviews)
Wonderful bed & breakfast set in a Victorian-era home. Walkable to several great restaurants. Nice breakfast. Super friendly staff.

Reviewed on May 7, 2026

Borland House Inn
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
  • 56 min drive from City Winery Hudson Valley
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,182 reviews)
Pool side seating was comfy and family friendly. The staff was friendly too Rarely seen in other resorts

Reviewed on May 12, 2026

The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
  • 56 min drive from City Winery Hudson Valley
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,119 reviews)
There is was no housekeeping to clean the room. We had to call front desk to get clean towels and while staying we emptied our trash cans daily. Honestly I am not sure how the hotel can justify charging the resort fees when I was the housekeeper during my 5 days stay. We did have Wi-Fi but that was ...

Reviewed on May 12, 2026

Resorts World Catskills Casino
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
  • 43 min drive from City Winery Hudson Valley
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course ...
6.6/10 (1,025 reviews)
They canceled my reservation and me and my family were stranded!

Reviewed on May 10, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
  • 33 min drive from City Winery Hudson Valley
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,027 reviews)
Yea but the room next to us had music blasting all night

Reviewed on May 11, 2026

Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
  • 48 min drive from City Winery Hudson Valley
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,011 reviews)
The hotel is a bit dated to some but that’s what keeps the city rif raff away. Hikers and outdoor enthusiasts stay here so be prepared to use the grounds and stay outside most of the time. When you finally do crash inside you will find very comfortable beds, amazing views and complimentary water. ...

Reviewed on May 10, 2026

Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
  • 42 min drive from City Winery Hudson Valley
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,017 reviews)
Great staff and great food

Reviewed on May 11, 2026

Hyatt Place Poughkeepsie / Hudson Valley
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
  • 23 min drive from City Winery Hudson Valley
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,008 reviews)
Very good stay. Friendly staff and clean room. We will be back

Reviewed on May 11, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
  • 43 min drive from City Winery Hudson Valley
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (87 reviews)
Breakfast was very limited.

Reviewed on May 10, 2026

Spark by Hilton Fishkill
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
  • 23 min drive from City Winery Hudson Valley
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,009 reviews)
Courtyard Marriott is a great place to stay! Roomy rooms, clean, quiet. The website lists a restaurant, but it is more like a deli-take out restaurant. Breakfast is à la carte.

Reviewed on Apr 30, 2026

Courtyard by Marriott Middletown Goshen
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.

Find cheap hotels in Montgomery

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How many hotels are there in Montgomery?

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