Montgomery Hotel Guide - City Winery Hudson Valley hotels in Montgomery, United States of America.

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26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for City Winery Hudson Valley hotels

Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
1 km from City Winery Hudson Valley
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

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
2.2 km from City Winery Hudson Valley
8.8 out of 10, Excellent, (801)
"Clean quiet and nice reception "
United States
Nick
The price is €79
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG
In-room safe, desk, iron/ironing board, free cots/infant beds
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
2.8 km from City Winery Hudson Valley
6.4 out of 10, (1002)
"Nice place"
United States
Jason
The price is €74
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Montgomery Maybrook
Desk, laptop workspace, iron/ironing board, free WiFi
Harvest Inn

Harvest Inn

Harvest Inn
2.5 star property
9.9 km from City Winery Hudson Valley
9.4 out of 10, Exceptional, (560)
"Breakfast was great, but the walls are paper thin like paper thin I got the couple that came in next-door didn’t get it on."
United States
Ken
Harvest Inn
Restaurant
The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
16.2 km from City Winery Hudson Valley
9.8 out of 10, Exceptional, (153)
"Great room and layout. It was perfect for my stay with my friend! "
United States
Wendy
The Orange Inn Boutique Hotel
Blackout curtains, iron/ironing board, free cots/infant beds, free WiFi
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
11.8 km from City Winery Hudson Valley
9.2 out of 10, Wonderful, (1001)
"Very pleasant staff for check-in and checkout. Comfortable suite, quiet, easy parking, convenient for Beacon, Cornwall, Newburgh area."
United States
Daniel
The price is €125
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites Stewart Airport
View from property
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
14.1 km from City Winery Hudson Valley
9.4 out of 10, Exceptional, (317)
"Room and service were excellent."
United States
Cymantha
The price is €170
includes taxes & fees
11 Jan - 12 Jan 2026
Residence Inn by Marriott Middletown Goshen
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
12.6 km from City Winery Hudson Valley
9.2 out of 10, Wonderful, (979)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
The price is €106
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Newburgh Stewart Airport
Restaurant
Stagecoach Inn

Stagecoach Inn

Stagecoach Inn
3.5 star property
15.9 km from City Winery Hudson Valley
9.6 out of 10, Exceptional, (78)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
United States
Lorna
The price is €246
includes taxes & fees
14 Jan - 15 Jan 2026
Stagecoach Inn
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
14.5 km from City Winery Hudson Valley
9.4 out of 10, Exceptional, (943)
"The room was very clean and the staff was very attentive, I feel comfortable every moment in this hotel. "
United States
Miguel
The price is €118
includes taxes & fees
30 Dec - 31 Dec
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
14.2 km from City Winery Hudson Valley
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is €206
includes taxes & fees
29 Dec - 30 Dec
The Dominion House Bed & Breakfast
Courtyard
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
14.1 km from City Winery Hudson Valley
9.0 out of 10, Wonderful, (746)
"Staff was really amazing. They worked hard and were great all week long. "
United States
Joshua
The price is €168
includes taxes & fees
3 Jan - 4 Jan 2026
Home2 Suites by Hilton Middletown
Premium bedding, down duvets, minibar, in-room safe
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
18.2 km from City Winery Hudson Valley
9.4 out of 10, Exceptional, (58)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is €1,271
includes taxes & fees
4 Jan - 5 Jan 2026
Wildflower Farms, Auberge Collection
Exterior
Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
15.8 km from City Winery Hudson Valley
9.0 out of 10, Wonderful, (34)
"👍"
United States
Archil
The price is €127
includes taxes & fees
30 Dec - 31 Dec
Candlewood Suites Middletown Goshen by IHG
Room, 1 King Bed, Non Smoking
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
19.2 km from City Winery Hudson Valley
9.4 out of 10, Exceptional, (1005)
"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
The price is €81
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Monroe - Woodbury
Exterior
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
9.9 km from City Winery Hudson Valley
8.2 out of 10, Very good, (699)
"Property clean rooms clean front desk the Best "
United States
Dirwin
The price is €97
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard by Marriott Newburgh Stewart Airport
Free daily continental breakfast
Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
15.7 km from City Winery Hudson Valley
8.8 out of 10, Excellent, (697)
"Clean and close to shopping. "
United States
Arthur
The price is €114
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Middletown - Goshen by IHG
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
14.9 km from City Winery Hudson Valley
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is €80
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn by Hilton Middletown
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
13.3 km from City Winery Hudson Valley
8.4 out of 10, Very good, (1002)
"Love it, everytime we come this is the place to stay"
United States
William
The price is €97
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
14.9 km from City Winery Hudson Valley
8.6 out of 10, Excellent, (1000)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is €97
includes taxes & fees
11 Jan - 12 Jan 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.
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Top City Winery Hudson Valley Hotel Reviews

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

10/10 Excellent
"Very pleasant staff for check-in and checkout. Comfortable suite, quiet, easy parking, convenient for Beacon, Cornwall, Newburgh area."
Daniel 1-night trip
Posted 4 days ago
Homewood Suites Stewart Airport

Hotels near other City Winery Hudson Valley attractions

three flower beds at a public park displaying purple and pink tulips in a variety of shades

Orange County Arboretum

Take the family on an outing to Orange County Arboretum during your trip to Montgomery. Take in the festivals while you're in the area.
See properties
Overview of Cold Spring and Hudson Highlands State Park in Fall, New York - October 2024

Highland Lakes State Park

3.8/5 (10 reviews)
You can take time to visit Highland Lakes State Park during your travels to Middletown. While in this family-friendly area, you can savour the top-notch restaurants.
See properties

Frequently asked questions

What's the area like around City Winery Hudson Valley?
City Winery Hudson Valley is located in Montgomery. Travellers like this family-friendly area for its restaurants. If you're looking for a convenient place to stay, take a look at the 10 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near City Winery Hudson Valley?
Holiday Inn Express & Suites Montgomery by IHG is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free parking. It's located 1.3 mi (2.2 km) from City Winery Hudson Valley. Another good option is Super 8 by Wyndham Montgomery Maybrook, located 1.7 mi (2.8 km) away.
How many hotels will I find close to City Winery Hudson Valley?
Expedia has 10 hotels and other accommodation options within a mile from City Winery Hudson Valley.
If I need to cancel the hotel reservation for my stay near City Winery Hudson Valley, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within 24 hours of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the best deals near City Winery Hudson Valley.
What can I see and do near City Winery Hudson Valley?
You might spend a leisurely day outdoors at Orange County Arboretum and Thomas Bull Memorial Park. You might plan a visit to Angry Orchard or Orange County Tennis Center while you're in the area. A visit to Orange County Farmers Museum is worth the trip when you're visiting.