Top 10 Hotels Near City Winery Hudson Valley in Montgomery for 2026

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Our top choices for City Winery Hudson Valley hotels

A two-story house with a porch, a front door, and a small garden area with potted plants.

A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.

A grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.

A cozy living room with a sofa, armchair, and a table with a vase. A chandelier hangs from the ceiling, and there are framed pictures on the walls.

1. Borland House Inn

1 km from City Winery Hudson Valley

Annaliese

RM416

RM506 total

includes taxes & fees

13 Sept - 14 Sept

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

A hotel dining area with orange chairs and tables, a coffee station, and a wooden door.

A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.

A gym with various exercise equipment, including treadmills, a weight bench, and dumbbells.

2. Holiday Inn Express & Suites Montgomery by IHG

2.2 km from City Winery Hudson Valley

Bernadette

RM427

RM505 total

includes taxes & fees

20 Sept - 21 Sept

A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

A hotel lobby with a brown leather sofa, a small table with a lamp, a reception desk, and a television on the wall.

A hotel lobby with a reception desk, an ATM, a mirror, a lamp, and a brown leather chair.

A kitchen with a coffee machine, a trash bin, and a sign for 'Florida's Growers' Pride'.

3. Super 8 by Wyndham Montgomery Maybrook

2.8 km from City Winery Hudson Valley

Paula

RM358

RM423 total

includes taxes & fees

4 Oct - 5 Oct

A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.

A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

4. The Orange Inn Boutique Hotel

16.2 km from City Winery Hudson Valley

DENISE

RM838

RM1,032 total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.

A modern hotel lobby with seating areas, a bar, and a television screen.

A hotel entrance with stone pillars, a covered walkway, and a bench.

5. Sleep Inn & Suites Monroe - Woodbury

19.3 km from City Winery Hudson Valley

John

RM445

RM504 total

includes taxes & fees

30 Sept - 1 Oct

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A hotel room with two beds, a desk, a TV, and a chair.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

A gym with treadmills, a weight bench, and various exercise equipment.

6. La Quinta Inn & Suites by Wyndham Middletown-Goshen

14.4 km from City Winery Hudson Valley

Ju Hyun

RM545

RM644 total

includes taxes & fees

13 Sept - 14 Sept

A living room with a fireplace, a ceiling fan, a flat-screen TV, and a coffee table.

A kitchen with a stainless steel sink, wooden cabinets, a granite countertop, and a coffee maker.

7. Tin Brook Bed & Breakfast

6.4 km from City Winery Hudson Valley

anne

RM559

RM632 total

includes taxes & fees

15 Sept - 16 Sept

A hotel lobby with a reception desk, bar area, and a television displaying news.

A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

A snack display area with various packaged snacks and a sign indicating 'TREATS'.

A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

8. Hampton Inn & Suites Newburgh Stewart Airport

12.6 km from City Winery Hudson Valley

Vincent

RM564

RM666 total

includes taxes & fees

20 Sept - 21 Sept

A brick building with a covered patio area featuring outdoor seating and string lights.

A brick house with a porch, outdoor seating, and string lights.

A garden with vibrant flowers and a decorative urn in the center, surrounded by a brick building with windows and a neatly trimmed hedge.

A grand hallway with a wooden staircase, a chandelier, and a door marked "EXIT".

9. Cromwell Manor Inn

19.2 km from City Winery Hudson Valley

Steven

RM1,328

RM1,568 total

includes taxes & fees

20 Sept - 21 Sept

A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.

A swimming pool with four lounge chairs and a metal ladder.

A modern living room with a large TV, comfortable seating, and a patterned rug.

10. Candlewood Suites Middletown Goshen by IHG

15.6 km from City Winery Hudson Valley

Rosanel

RM492

RM581 total

includes taxes & fees

21 Sept - 22 Sept

A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.

A hotel lobby with a reception desk, seating area, and a bar.

A spacious living area with a curved sofa, a fireplace, and a modern chandelier.

A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.

11. Homewood Suites Stewart Airport

11.8 km from City Winery Hudson Valley

Tonia

RM867

RM1,024 total

includes taxes & fees

4 Oct - 5 Oct

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

A modern restaurant with a central island, multiple tables, and chairs.

12. Home2 Suites by Hilton Middletown

14.1 km from City Winery Hudson Valley

Carl

RM630

RM758 total

includes taxes & fees

21 Sept - 22 Sept

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.

A modern restaurant with a long counter, wooden chairs, and pendant lighting.

13. Fairfield Inn & Suites by Marriott Goshen Middletown

17.7 km from City Winery Hudson Valley

Leronda

RM525

RM646 total

includes taxes & fees

7 Oct - 8 Oct

A stainless steel refrigerator with a water dispenser, located in a hallway with a tiled floor and a door on the left.

A hotel room with a large bed, bedside tables, a desk, and a television.

A hotel lobby with a reception desk, two staircases, and a carpeted floor.

A Red Roof Inn & Suites with a two-story building, a balcony, and a flagpole.

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

13.1 km from City Winery Hudson Valley

Guilande

RM363

RM428 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.

15. Holiday Inn Express & Suites Middletown - Goshen by IHG

15.7 km from City Winery Hudson Valley

Jade

RM517

RM611 total

includes taxes & fees

6 Oct - 7 Oct

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

16. Tru by Hilton Middletown

15.8 km from City Winery Hudson Valley

Steve

RM417

RM493 total

includes taxes & fees

27 Sept - 28 Sept

A large, two-story white house with a wrap-around porch and a small front garden.

A garden with a stone fountain, a wooden gazebo, and various shrubs and flowers.

A swimming pool with a deck, surrounded by potted plants and outdoor furniture.

A traditional living room with a chandelier, vintage furniture, and a fireplace.

17. The Dominion House Bed & Breakfast

14.2 km from City Winery Hudson Valley

Sinead

RM873

RM988 total

includes taxes & fees

23 Sept - 24 Sept

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

A gym with exercise equipment, treadmills, and weight machines.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

18. Hampton Inn by Hilton Middletown

14.9 km from City Winery Hudson Valley

ROBERT

RM400

RM473 total

includes taxes & fees

23 Sept - 24 Sept

A landscaped outdoor area with a fire feature, seating, and a pathway.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

A modern hotel lobby with a fireplace, comfortable seating, and a television.

A modern bar area with a curved counter, bar stools, and a television screen.

19. Courtyard by Marriott Middletown Goshen

14.9 km from City Winery Hudson Valley

Jason

RM445

RM526 total

includes taxes & fees

20 Sept - 21 Sept

A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.

An outdoor patio area with wicker furniture and a stone wall.

A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.

20. Courtyard by Marriott Newburgh Stewart Airport

9.9 km from City Winery Hudson Valley

John

RM446

RM527 total

includes taxes & fees

4 Oct - 5 Oct

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Compare popular hotels close to City Winery Hudson Valley

Property	Property class	Guest rating
Borland House Inn	9.4 Exceptional 182 reviews	View
Holiday Inn Express & Suites Montgomery by IHG	8.6 Excellent 916 reviews	View
Super 8 by Wyndham Montgomery Maybrook	6.4 1,006 reviews	View
The Orange Inn Boutique Hotel	9.8 Exceptional 173 reviews	View
Sleep Inn & Suites Monroe - Woodbury	9.4 Exceptional 1,094 reviews	View

Top City Winery Hudson Valley Hotel Reviews

Holiday Inn Express & Suites Middletown - Goshen by IHG

10/10 Excellent

"Very friendly staff. Extremely comfy bed."

Hampton Inn & Suites Newburgh Stewart Airport

8/10 Good

"Nice and clean with lovely breakfast , 24 hr tee and coffee. Microwave would be helpful but overall well maintained and helpful staff."

Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good

"Room was nice and clean no issues and ample space."

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

10/10 Excellent

"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."

Mirbeau Inn & Spa Beacon

10/10 Excellent

"The property was very clean and we really enjoyed it. Service was exceptional and we would go back. We were a little hesitant because the reviews weren’t great but I’m glad we went."

Days Inn by Wyndham Middletown

8/10 Good

"It was fine"

Other attractions near City Winery Hudson Valley

A garden with rows of colorful tulips and other flowers, a stone wall, and trees in the background.

Orange County Arboretum

8.0/10 (6 reviews)

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.

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A lake surrounded by dense vegetation and a hill with a house in the background.

Highland Lakes State Park

8.0/10 (43 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.

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Orange County Farmers Museum

You can spend an afternoon browsing the exhibits at Orange County Farmers Museum in Walden. While in this family-friendly area, you can savour the top-notch restaurants.

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Angry Orchard

6.6/10 (4 reviews)

You can take time to visit Angry Orchard during your travels to Walden. Make some time to visit the shops while you're in the area.

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Orange County Tennis Center

Catch an event at Orange County Tennis Center during your trip to Montgomery. While in this family-friendly area, you can enjoy the restaurants.

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Thomas Bull Memorial Park

6.8/10 (5 reviews)

Explore the great outdoors at Thomas Bull Memorial Park, a lovely green space in Montgomery. Take in the festivals in this family-friendly area.

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Ice Time Sports Complex

7.2/10 (29 reviews)

Enjoy an outing to Ice Time Sports Complex during your stay in Orange Lake. You can attend a sporting event while in the area.

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Town of Newburgh Little League

Catch an event at Town of Newburgh Little League during your trip to Newburgh. Visit the shops and top-notch restaurants in this family-friendly area.

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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 13 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. Other good options in the area include Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point and Ramada by Wyndham Newburgh/West Point.

How many hotels will I find close to City Winery Hudson Valley?

Expedia has 13 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 Thomas Bull Memorial Park and Orange County Arboretum. 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.

Hotels near City Winery Hudson Valley

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Treat yourself

Be picky

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Our top choices for City Winery Hudson Valley hotels

1. Borland House Inn

2. Holiday Inn Express & Suites Montgomery by IHG

3. Super 8 by Wyndham Montgomery Maybrook

4. The Orange Inn Boutique Hotel

5. Sleep Inn & Suites Monroe - Woodbury

6. La Quinta Inn & Suites by Wyndham Middletown-Goshen

7. Tin Brook Bed & Breakfast

8. Hampton Inn & Suites Newburgh Stewart Airport

9. Cromwell Manor Inn

10. Candlewood Suites Middletown Goshen by IHG

11. Homewood Suites Stewart Airport

12. Home2 Suites by Hilton Middletown

13. Fairfield Inn & Suites by Marriott Goshen Middletown

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

15. Holiday Inn Express & Suites Middletown - Goshen by IHG

16. Tru by Hilton Middletown

17. The Dominion House Bed & Breakfast

18. Hampton Inn by Hilton Middletown

19. Courtyard by Marriott Middletown Goshen

20. Courtyard by Marriott Newburgh Stewart Airport

Compare popular hotels close to City Winery Hudson Valley

Top City Winery Hudson Valley Hotel Reviews

Holiday Inn Express & Suites Middletown - Goshen by IHG

Hampton Inn & Suites Newburgh Stewart Airport

Holiday Inn Express Hotel & Suites Chester by IHG

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

Mirbeau Inn & Spa Beacon

Days Inn by Wyndham Middletown

Other attractions near City Winery Hudson Valley

Orange County Arboretum

Highland Lakes State Park

Orange County Farmers Museum

Angry Orchard

Orange County Tennis Center

Thomas Bull Memorial Park

Ice Time Sports Complex

Town of Newburgh Little League

Frequently asked questions