Two large silos, a barn, and a green field under a blue sky.

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Our top choices for Montgomery hotels

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A bar area with a central island, multiple bar stools, and a large screen displaying content.
A restaurant setting with a counter, a digital scale, and a person serving food.
A hotel with a pool area, outdoor seating, and a view of the sunset.

1. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
United States
Milagros
$270 nightly
$296 total
Sep 25 - Sep 26
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark
A two-story house with a porch, a front door, and a small garden area with potted plants.
A grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.
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.

2. Borland House Inn

Borland House Inn
Montgomery
United States
Ruth
$124 nightly
$147 total
Sep 27 - Sep 28
Total with taxes and fees
Borland House Inn
A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.
A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.
A hotel dining area with orange chairs and tables, a coffee station, and a wooden door.
A gym with various exercise equipment, including treadmills, a weight bench, and dumbbells.

3. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
United States
Sandra
$118 nightly
$139 total
Oct 1 - Oct 2
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
A large white house with a porch and a gazebo.
A residential area with a white house, a garden with pink flowers, and a metal sculpture.
A table with a plate of pineapple, a glass of orange juice, a mug, and cutlery.
A neatly made bed with a wooden headboard, a bedside table with a lamp, and a window with curtains.

4. Buck's Homestead B&B

Buck's Homestead B&B
Montgomery
United States
Philip
Buck's Homestead B&B
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'.

5. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
Montgomery
United States
Ahmed
$89 nightly
$105 total
Sep 27 - Sep 28
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A vending machine area with two beverage dispensers and a snack shelf stocked with various products.
A gym with treadmills, a weight bench, and various exercise equipment.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
United States
Louis
$134 nightly
$158 total
Sep 27 - Sep 28
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A kitchen with a stainless steel sink, wooden cabinets, a granite countertop, and a coffee maker.

7. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
Walden
United States
Andrea
$129 nightly
$146 total
Sep 25 - Sep 26
Total with taxes and fees
Tin Brook Bed & Breakfast
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 bar area with a curved counter, bar stools, and a television screen.
A modern hotel lobby with a seating area, large windows, and a television screen.

8. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
Tamara
$105 nightly
$125 total
Oct 12 - Oct 13
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A Red Roof Inn & Suites with a two-story building, a balcony, and a flagpole.
A hotel room with a large bed, bedside tables, a desk, and a television.

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
United States
Beverly
$99 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A hotel lobby with a reception desk, bar area, and a television displaying news.
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.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

10. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
United States
Zachary
$147 nightly
$173 total
Oct 25 - Oct 26
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.
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.
A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

11. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Connie
$107 nightly
$126 total
Oct 6 - Oct 7
Total with taxes and fees
Tru by Hilton Middletown
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A modern bar area with a central island, bar stools, and overhead lighting.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

12. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
United States
Samuel
$179 nightly
$199 total
Oct 21 - Oct 22
Total with taxes and fees
Resorts World Catskills Casino
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

13. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
United States
Sue
$116 nightly
$137 total
Oct 7 - Oct 8
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A spacious lobby with modern seating, a stone accent wall, and large windows offering views.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

14. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
United States
Redaaeldin
$197 nightly
$233 total
Oct 25 - Oct 26
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

15. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
United States
Alejandro
$102 nightly
$120 total
Oct 6 - Oct 7
Total with taxes and fees
Hampton Inn by Hilton Middletown
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.

16. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
United States
andrew
$211 nightly
$249 total
Oct 18 - Oct 19
Total with taxes and fees
Homewood Suites Stewart Airport
A modern lobby with a wooden reception desk, a vending machine, and a 'PANTRY' sign.
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view of trees.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above, and a framed picture on the wall.
The Crossroads Hotel with outdoor seating and well-maintained landscaping.

17. The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
Newburgh
United States
Phurbu
The Crossroads Hotel, Newburgh
A large, two-story house with a wrap-around porch and multiple chimneys.
A spacious living room with a large sectional sofa, a wooden floor, and large windows offering views of the outdoors.
A spacious living room with a large sectional sofa, a fireplace, and a chandelier.
A spacious dining area with a large table and chairs, surrounded by large windows offering views of a residential neighborhood.

18. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
Goshen
United States
PAUL
$194 nightly
$238 total
Sep 28 - Sep 29
Total with taxes and fees
Parkway House Goshen Family-Friendly Bed & Breakfast
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.

19. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
United States
Carl
$171 nightly
$206 total
Oct 1 - Oct 2
Total with taxes and fees
Home2 Suites by Hilton Middletown
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.

20. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
United States
Antonio
$118 nightly
$139 total
Oct 5 - Oct 6
Total with taxes and fees
Candlewood Suites Middletown Goshen by IHG
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Where to stay near Montgomery

Explore the heart of Montgomery, where family-friendly activities blend with outdoor adventures and scenic beauty. Discover charming neighborhoods with friendly locals, offering a perfect backdrop for romance, fun, and memorable experiences during your stay. Enjoy the vibrant atmosphere and diverse entertainment options just around the corner!
A lake surrounded by autumn-colored trees reflecting on the water.
A calm lake at sunset with trees and grass along the shore.
A statue of a man in a hat holding a lantern, standing on a green pedestal.
A large steel bridge spanning a river, surrounded by trees and buildings.
A steel arch bridge over a river with surrounding trees and buildings.

Middletown

For travelers seeking a vibrant city experience, Middletown is the ideal base for exploring the rich offerings of the region. With attractions like the Orange County Fairgrounds and Highland Lakes State Park, visitors can enjoy a mix of entertainment and outdoor activities. The nearby shopping mall center adds to the appeal for those wanting to indulge in retail therapy. Just about 11 miles by car from Montgomery, Middletown makes for a smart choice for your stay, combining convenience with diverse experiences.

A nighttime view of a large suspension bridge with its cables illuminated, spanning over a body of water with city lights reflecting on the surface.
A lake with a red and white ferry docked at a pier, surrounded by boats and hills in the background.
Photo by Orange County Tourism
A historic building with ornate red and yellow trim, a signboard, and a brick facade.
Photo by Orange County Tourism
A bridge over a lake, surrounded by autumn-colored trees and a golf course.
A large, two-story building with green shutters and a central balcony.
Photo by Orange County Tourism

Newburgh

Experience the charm of Newburgh, a great hub for travelers looking for a weekend getaway or family vacation. With popular attractions like the Dia Beacon art museum, the modern Mount Saint Mary's College, and the scenic Algonquin Park, Newburgh offers a delightful mix of culture and outdoor experiences. Located about 12 miles by car from Montgomery, it’s an ideal choice for visitors wanting easy access to a variety of activities. Newburgh is a smart hotel booking option for your stay.

An interior space with a high ceiling, wooden floor, and white walls.
Photo by (yu+ma)
A nighttime view of a large suspension bridge with its cables illuminated, spanning over a body of water with city lights reflecting on the surface.
A red brick building with a sign reading "Hudson Beach Glass".
Photo by Bret Bowen
A calm lake with trees and a clear sky.
A street lined with brick buildings, one with a green awning, and cars parked along the road.

Beacon

If you are a family or adventure seeker, look no further than Beacon, a city known for its vibrant arts scene and outdoor activities. Enjoy exploring the renowned Dia Beacon art museum, take in the stunning views at Fishkill Ridge, or unwind at the nearby parks and lakes. With Beacon located about 16 miles by car from Montgomery, it’s an ideal choice for a weekend getaway filled with cultural and recreational experiences. Beacon makes for a smart hotel booking choice for your visit.

A calm lake with clear water reflecting trees and a hilly landscape.
A mountainous landscape with dense forests, rocky cliffs, and a clear sky.
A green valley with a red barn, a road, and a mountain in the background.
A calm lake surrounded by dense green forest.
Photo by Aimee B
A red apple surrounded by green leaves and small white flowers.
Photo by gavvykins

Gardiner

Ideally situated for outdoor enthusiasts and families, Gardiner offers a gateway to breathtaking attractions like the Shawangunk Mountains, Mohonk Lake, and Minnewaska State Park. Travelers can immerse themselves in nature with activities ranging from hiking to skiing, making it a perfect spot for weekend getaways. Just about a 13-mile drive from Montgomery, Gardiner is an excellent choice for those seeking adventure and scenic beauty while enjoying a relaxing stay.

An aerial view of a town with a prominent church, autumn-colored trees, and a mix of residential and commercial buildings.
An aerial view of a town with a prominent church, a large green field, and surrounding residential areas.
A town with autumn foliage, a prominent church steeple, and a mix of residential and commercial buildings.
An aerial view of a town with a river, industrial buildings, and a bridge.
A sunset over a town with a prominent clock tower and surrounding buildings.

Goshen

Travelers visiting the area often choose Goshen, especially those seeking a weekend getaway or a family-friendly experience. This charming city offers a delightful blend of nature and entertainment, with attractions like the Orange County Fairgrounds, Highland Lakes State Park, and Touro College of Osteopathic Medicine nearby. Located about 10 miles by car from Montgomery, Goshen provides easy access to a variety of activities, making it a smart choice for your next hotel booking.

Stay near popular attractions in and around Montgomery

Montgomery, New York, offers a delightful blend of family-friendly outdoor adventures and rich cultural experiences. Explore local gems like Fort Montgomery and discover historic Montgomery, all while enjoying the beauty of nearby parks and preserves. Your unforgettable getaway awaits in this charming destination!
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)
Experience the best of outdoor family fun at the Orange County Arboretum in Montgomery, New York. This beautiful arboretum offers serene landscapes and diverse plant collections, making it a perfect spot for leisurely strolls. Located within Montgomery, it’s easy to access, making your stay convenient for exploring the area.
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An interior space with a high ceiling, wooden floor, and white walls.
Photo by (yu+ma)

Dia Beacon

8.6/10 (261 reviews)
Highly recommended for travelers interested in contemporary art, Dia Beacon is a renowned art museum located in Beacon, New York. With its impressive collection and vibrant cultural atmosphere, visitors can immerse themselves in thought-provoking exhibitions. It's about an 18-mile drive from Montgomery, making it a convenient stop for art lovers exploring the region.
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A mountainous landscape with autumn foliage, rocky terrain, and a clear sky.
Photo by gavvykins

Minnewaska State Park

9.2/10 (340 reviews)
For outdoor adventurers, Minnewaska State Park offers stunning views, pristine lakes, and extensive trails. Located about 16 miles by car from Montgomery, it’s perfect for a day of hiking or picnicking. Staying nearby allows easy access to this natural gem.
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A large Ferris wheel against a sunset sky.

Orange County Fairgrounds

8.0/10 (87 reviews)
Perfectly suited for families, the Orange County Fairgrounds offers a lively atmosphere with outdoor activities and events that create lasting memories. Located about 13 miles by car from Montgomery, it provides easy access for a fun-filled day. Staying nearby allows you to enjoy the local charm and attractions.
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A large red metal sculpture in an open field.
Photo by Benny Goh

Storm King Art Center

8.8/10 (121 reviews)
A must-see for art lovers, Storm King Art Center offers an inspiring blend of contemporary sculpture amidst breathtaking landscapes. Located about 12 miles from Montgomery, this vibrant cultural hub invites visitors to explore its expansive grounds, making it a convenient stop for those seeking a unique outdoor art experience.
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Orange County Farmers Museum

Often cited as a favorite for history buffs, the Orange County Farmers Museum in Walden offers a unique glimpse into local agricultural heritage and culture. Located about 5 miles by car from Montgomery, it provides a convenient stop for those looking to enrich their travel experience with fascinating exhibits.
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Algonquin Park

7.6/10 (45 reviews)
Considered a premier spot for families and outdoor lovers, Algonquin Park offers a vibrant urban oasis where visitors can enjoy recreational activities and city vibes. Located about 12 miles by car from Montgomery, it's a convenient place to unwind and explore the beauty of Newburgh.
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Mount Saint Mary's College Newburgh

7.0/10 (53 reviews)
An essential stop for history buffs and education seekers, Mount Saint Mary's College Newburgh offers a blend of modern architecture and vibrant city vibes. Located about 14 miles by car from Montgomery, this college is a great base for exploring the area’s cultural offerings.
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Learn more about Montgomery

Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.

See all hotels in Montgomery
A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

Top Montgomery Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good
"Staff member Ashley was friendly and helpful on check in. The room was clean and well kept. There was shampoo, conditioner, lotion and bar soaps in the bathroom along with a sufficient amount of towels. The shower water was hot and the pressure was average. The king bed was spacious, but not comfortable. There is a mattress protector that makes noise as you move and the mattress itself is not firm enough to support the back. I did find myself tossing and turning in the night because of the discomfort of the mattress, bit of humidity on the room and definitely because of the noise from the roadway. The breakfast runs from 6:30-9:30. It isn't a full menu, but it will do the trick in the morning. Sample items are eggs, sausage, waffles, fruit, yogurt, muffins, juice, breads, cereal, coffee, tea, hot chocolate. Overall pretty good stay."
Lauren 2-night trip
Posted 9 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"The property is a bit dated and its a bit odd to have to drive to the Inn to check in but it was mostly OK. Very rustic at the lodge and no staff onsite"
Dean 1-night trip
Posted 10 hours ago
Overlook Lodge at Bear Mountain
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"Nice place, clean, lot of places to eat close by. Will stay here again."
Anthony 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Montgomery by IHG
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"food was not great."
Kara 2-night trip
Posted 2 days ago
Hampton Inn by Hilton New Paltz
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Very nice staff and very helpful. Clean and spacious rooms."
Ruby 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

8/10 Good
"The facility is dated but is clean."
Nat 1-night trip
Posted 3 days ago
Super 8 by Wyndham Montgomery Maybrook
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Non"
bhaeldin 2-night trip
Posted 12 days ago
Ramada by Wyndham Newburgh/West Point

More cheap stays in Montgomery

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
$80 nightly
$95 total
Sep 29 - Sep 30
Total with taxes and fees
Ramada by Wyndham Newburgh/West Point
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
$91 nightly
$106 total
Oct 25 - Oct 26
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY
$97 nightly
$113 total
Oct 21 - Oct 22
Total with taxes and fees
Quality Inn Poughkeepsie
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

915 Union Ave New Windsor NY
$99 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY
$116 nightly
$137 total
Oct 7 - Oct 8
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
$113 nightly
$140 total
Oct 18 - Oct 19
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Overlook Lodge at Bear Mountain

Hotels in Montgomery with star-rating

Find out more about Montgomery

Top reasons to visit Montgomery

  • Charming Farmers Market: Experience local produce and artisan goods at the Montgomery Farmers Market, perfect for a taste of community culture.
  • Family-Friendly Outdoor Activities: Enjoy various parks and nature preserves, offering fun for outdoor enthusiasts and families alike.
  • Vibrant Downtown Shopping: Explore unique shops in the downtown area, showcasing local crafts and products.
  • Diverse Accommodation Options: Choose from pet-friendly hotels to cozy agritourism properties for a comfortable stay.
  • Engaging Community Events: Participate in local events that highlight Montgomery's community spirit and charm.

Find great hotels near Montgomery

Montgomery, New York offers a variety of accommodation options to cater to every traveler's needs, from business trips to adventurous getaways. Whether you seek a pet-friendly hotel or a cozy agritourism property, you'll find a range of choices among the top hotels and suites in the area. Enjoy a comfortable stay as you explore the charm of Montgomery and its picturesque surroundings.

  • Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: This budget-friendly motel is perfect for travelers seeking convenience and value. Located 9 miles from Montgomery, the hotel caters primarily to business travelers, providing essential amenities for a productive stay. Guests appreciate the comfortable rooms equipped with complimentary Wi-Fi, allowing for easy connectivity. The proximity to Stewart Airport makes it an ideal choice for those flying in or out of the area. With its straightforward design and no-frills approach, Super 8 ensures a comfortable and efficient experience.
  • Red Roof Inn & Suites Newburgh – Stewart Airport/West Point: Rated 8.4 out of 10, this family-friendly hotel offers a welcoming atmosphere for both leisure and business travelers. Situated 9 miles from Montgomery, it stands out for its pet-friendly policy, allowing pets with specific restrictions, making it a great choice for families traveling with furry companions. The hotel features amenities for children, including free cribs, ensuring a comfortable stay for families. With a focus on comfort and convenience, Red Roof Inn & Suites provides a pleasant experience for all types of travelers.
  • Super 8 by Wyndham Middletown: Located 8 miles from Montgomery, this budget-friendly motel offers a relaxed atmosphere for those seeking entertainment and comfort. Guests can enjoy a variety of entertainment options, including television with premium channels and satellite TV, ensuring downtime is enjoyable. Nearby outlet shopping provides additional leisure opportunities for guests. Super 8 by Wyndham Middletown is an excellent choice for travelers looking to combine affordability with a variety of activities during their stay.

Where to stay near Montgomery

Montgomery, New York, offers a delightful blend of family-friendly attractions and charming outdoor activities, making it perfect for all types of travelers. Explore the vibrant downtown area filled with unique shops, or venture into nearby neighborhoods for a taste of friendly local vibes. Whether you're seeking budget-friendly options or a touch of luxury, Montgomery’s diverse atmosphere ensures a memorable vacation experience for everyone.

  • Middletown: Located 11 miles from Montgomery, Middletown is a vibrant city that offers a mix of family-friendly and entertainment-themed experiences. Visitors can enjoy various activities at local resorts and shopping centers, making it a great destination for those looking to unwind and indulge. The city is also home to several attractions, including a theme park and a bustling tourist precinct, perfect for a day of fun and exploration. With visitor numbers peaking in April and during the summer months, Middletown promises a lively atmosphere for tourists throughout the year.
  • Newburgh: Just 12 miles from Montgomery, Newburgh is a charming city known for its outdoor and family-focused experiences. Visitors can explore educational venues and shopping malls while taking in the scenic views of the Hudson River. Notable landmarks include a picturesque lake and a welcoming visitor center, making it a great spot for sightseeing and relaxation. The city sees an influx of travelers during the summer and fall, providing a perfect backdrop for enjoying the changing seasons and various outdoor activities.
  • Beacon: Situated 14 miles from Montgomery, Beacon is a delightful city that attracts adventure seekers and families alike. Known for its outdoor activities, visitors can enjoy the nearby mountains, parks, and serene lakes. Beacon also features a vibrant arts scene, with theaters and local events adding to its charm. Peak travel seasons in Beacon are during the summer and early fall, making it an ideal destination for those looking to immerse themselves in nature and community spirit while enjoying a variety of engaging experiences.

Things to do near Montgomery

Montgomery, New York, offers a variety of family-friendly outdoor and entertainment activities. Visitors can enjoy the local charm at the Montgomery Farmers Market, explore educational attractions, and indulge in shopping at the local mall center. Whether you're looking for a relaxing resort stay or engaging community events, Montgomery has something for everyone to enjoy.

Shopping

In Montgomery, you can explore local shops like the Montgomery Mall for a variety of gifts and souvenirs. If you're up for a drive, consider visiting the Poughkeepsie Galleria, where you'll find an even wider selection of stores and dining options.

Recreation

At The Golf Club at Mansion Ridge, indulge in a luxurious golfing experience surrounded by picturesque landscapes. This private club, located 16 miles from Montgomery, offers a serene atmosphere, perfect for relaxation and unwinding after a day on the greens.

Adventure

In Montgomery, explore the scenic trails at the nearby Hudson Highlands State Park, perfect for hiking and breathtaking views. Experience thrilling outdoor activities at the local zip line courses, where you can soar through the treetops, or take a kayak out on the serene waters of the nearby lakes.

Nightlife

Experience the vibrant nightlife in Montgomery at The Corner Pub, where you can enjoy craft beers and lively conversation. For a more laid-back vibe, visit the Montgomery Café, offering cozy seating and delectable desserts, perfect for ending your evening on a sweet note.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Montgomery

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Montgomery are January to March, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Montgomery is Tuesday. The most expensive day to stay in Montgomery is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Montgomery with your flights and activities through an Expedia package deal.

Find the best attractions near Montgomery

Montgomery, New York, is perfect for families and outdoor enthusiasts seeking entertainment and adventure. The area boasts a variety of attractions, including urban parks, state parks, and nature preserves, offering a rich blend of culture and outdoor experiences. Whether you're looking to explore nature or enjoy family-friendly activities, Montgomery has something for everyone, ensuring a memorable vacation.

  • Minnewaska State Park: Experience the stunning beauty of Minnewaska State Park, a natural reserve featuring breathtaking views, pristine lakes, and miles of hiking trails. Perfect for outdoor enthusiasts, this park offers opportunities for hiking, swimming, and picnicking amidst its scenic landscapes.
  • Dia Beacon: Immerse yourself in contemporary art at Dia Beacon, an expansive museum housed in a former factory. The space showcases large-scale installations and works by renowned artists, providing a unique cultural experience that inspires and challenges perceptions of modern art.
  • Storm King Art Center: Explore the harmonious blend of nature and art at Storm King Art Center. This outdoor sculpture park features impressive artworks set against rolling hills and meadows, making it an ideal location for leisurely strolls and artistic inspiration.

Best time to go to Montgomery

The best time to visit Montgomery can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Montgomery falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Montgomery falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnyAverageSlightly Low
February28.8°F (-1.8°C)Light RainMostly CloudyAverageSlightly Low
March36.3°F (2.4°C)Light RainMostly CloudyAverageSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnyAverageAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighAverage
July73.0°F (22.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
September63.9°F (17.7°C)Light RainMostly SunnySlightly HighAverage
October52.9°F (11.6°C)Light RainMostly SunnySlightly LowSlightly High
November40.8°F (4.9°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Montgomery

When planning your trip to Montgomery, New York, you have several major airports to choose from. John F. Kennedy International Airport (JFK) is 65 miles away, with luxury accommodations like the 5-star Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty International Airport (EWR) is 58 miles away, featuring high-end hotels such as The Dominick and Four Seasons Hotel New York Downtown, both located 9 miles from EWR. Lastly, LaGuardia Airport (LGA) is 55 miles from Montgomery, with nearby options like The Plaza and The Pierre, both 5 miles away, offering convenient airport shuttle services.

Frequently asked questions

What is the best area to stay in Montgomery?
For most visitors, the best area to stay in Montgomery is the village center of Montgomery, particularly around Main Street, for its historic charm and accessibility.This area is the heart of the village, characterized by its well-preserved 18th-century architecture and local businesses. Main Street is lined with unique shops, local eateries, and historical markers, making it a pleasant place for a stroll. The Wallkill River flows nearby, adding to the scenic appeal.Couples will find the village center ideal for a relaxing getaway. You can enjoy quiet evenings at local restaurants, explore art galleries, and take leisurely walks along the river or through the historic streets. The pace of life here is slower, allowing for a truly stress-free experience.For those looking to explore the wider Hudson Valley, staying within the village center offers convenient access to major roadways without sacrificing the experience of a small, picturesque town.
What are the best hotels in Montgomery that travelers recommend?
Two of the best hotels in Montgomery that travelers recommend are Borland House Inn and Buck's Homestead B&B.The 3-star Borland House Inn, with a 9.2 rating, offers luxurious amenities such as Egyptian cotton sheets, rainfall showerheads, and premium bedding, ensuring a comfortable stay. Guests often praise the convenient and delicious breakfast, the beautiful house, and the friendly staff. It is also well-located, being only 0.6 miles from City Winery Hudson Valley.Another highly recommended option is Buck's Homestead B&B, which has an exceptional 9.6 rating. This bed and breakfast provides comfortable and clean rooms, air conditioning, and complimentary bathrobes. Guests consistently highlight the great breakfast, good location, and comfortable suites. It is located just 1.0 mile from City Winery Hudson Valley.
What are the best family hotels in Montgomery?
For family-friendly hotels in Montgomery, consider the Borland House Inn, the Holiday Inn Express & Suites Montgomery by IHG, or the Super 8 by Wyndham Montgomery Maybrook.The 3-star Borland House Inn, with an impressive 9.2 rating, is a popular choice among families. Guests consistently highlight the convenient and delicious full breakfast, which is complimentary. The inn also offers travel cribs and free cribs, making it suitable for families with young children.Another excellent option is the Holiday Inn Express & Suites Montgomery by IHG, which has an 8.8 rating. This hotel provides a range of amenities designed for families, including complimentary cribs, connecting rooms, and rollaway extra beds. Guests frequently praise the comfortable and clean rooms, as well as the excellent complimentary breakfast. Free self-parking and free WiFi are also available.The Super 8 by Wyndham Montgomery Maybrook is also a good choice for families. This hotel offers complimentary cribs, a complimentary buffet breakfast, and free WiFi. Guests often praise the friendly staff and the hotel's convenient location. Free self-parking and parking for RVs, buses, and trucks are also provided. Find more child-friendly accommodations in Montgomery
What are the best spa hotels in Montgomery?
For an excellent spa hotel in Montgomery, the Borland House Inn is a superb choice.This 3-star inn, with an impressive 9.2 rating, offers an onsite spa where guests can enjoy relaxing facial treatments. It also provides a complimentary full breakfast, which many guests describe as both convenient and delicious. The inn itself is often praised as beautiful, and its friendly staff contribute to a welcoming experience. Additionally, it is conveniently located just 0.6 miles from City Winery Hudson Valley. See all spa hotels in Montgomery
What hotels in Montgomery offer free breakfast?
Several hotels in Montgomery offer the convenience of free breakfast, including Buck's Homestead B&B, Borland House Inn, Holiday Inn Express & Suites Montgomery by IHG, and Super 8 by Wyndham Montgomery Maybrook.Buck's Homestead B&B boasts an outstanding 9.6 review rating, with guests frequently praising its comfortable and clean rooms and great breakfast. It also provides free WiFi and complimentary self-parking.The 3-star Borland House Inn, rated 9.2, offers a delicious free full breakfast and free WiFi. Guests often comment on the beautiful house and the friendly staff. Free toiletries and free self-parking are also provided, with additional free parking available nearby.The Holiday Inn Express & Suites Montgomery by IHG, with an 8.8 rating, provides a complimentary to-go breakfast and free WiFi. Travelers appreciate the friendly and helpful staff, comfortable and clean rooms, and excellent breakfast. Free cribs, free self-parking, and free toiletries are also available.Finally, the Super 8 by Wyndham Montgomery Maybrook offers a free buffet breakfast and free WiFi. Guests consistently highlight the friendly and great staff, excellent customer service, and superb location. Free self-parking and free parking for RVs, buses, and trucks are also provided, along with free cribs. Find more hotels with free breakfast in Montgomery
What are the top pet-friendly hotels in Montgomery?
For top pet-friendly hotels in Montgomery, two excellent choices are the Borland House Inn and the Super 8 by Wyndham Montgomery Maybrook.The 3-star Borland House Inn, with a superb 9.2 rating, is a highly-rated option that specifically welcomes dogs. Guests frequently mention the delicious and convenient breakfast, the beautiful house, and the friendly staff. This inn is also conveniently located just 0.6 miles from City Winery Hudson Valley.Another great pet-friendly option is the Super 8 by Wyndham Montgomery Maybrook. This hotel offers a free buffet breakfast, free self-parking, and free WiFi. Travelers consistently praise the friendly and great staff, excellent customer service, and great location. See more pet-friendly hotels in Montgomery
What are the best budget hotels in Montgomery?
For highly-rated budget accommodations in Montgomery, consider the Holiday Inn Express & Suites Montgomery by IHG, the Super 8 by Wyndham Montgomery Maybrook, the Borland House Inn, or Buck's Homestead B&B.The Holiday Inn Express & Suites Montgomery by IHG has an 8.8 rating and is praised by guests for its comfortable and clean rooms, as well as its excellent and complimentary breakfast. Free self-parking and free WiFi are also provided.The Super 8 by Wyndham Montgomery Maybrook offers free self-parking, free WiFi, and a complimentary buffet breakfast. Guests frequently mention the friendly staff and excellent customer service.The 3-star Borland House Inn, with a 9.2 rating, provides a complimentary full breakfast that guests describe as convenient and delicious. The inn also offers free WiFi and free self-parking.Buck's Homestead B&B, rated 9.6, features comfortable and clean rooms. Guests appreciate the great complimentary breakfast and the good location. Free WiFi and free self-parking are also available.
What are the most romantic hotels in Montgomery for couples?
For a romantic getaway in Montgomery, the Borland House Inn is an excellent choice for couples.The 3-star Borland House Inn, with a 9.2 rating, is highly praised by guests for its beautiful setting and friendly staff. Couples can enjoy complimentary breakfast, with many specifically mentioning it as convenient and delicious. The property also offers free WiFi, free toiletries, and free self-parking in a nearby location, adding to the convenience for guests. Additionally, it's just 0.6 miles from City Winery Hudson Valley, providing an easy option for an outing.
When is the best time to go to Montgomery?
The best time to visit Montgomery, New York, is during the spring (late April to early June) and fall (September to October) months.During spring, the weather is pleasantly mild, and the landscape is lush and green as everything comes back to life. You'll find ideal conditions for exploring outdoor attractions like the Wallkill River National Wildlife Refuge or enjoying a stroll through the village's historic streets. Many local farms and orchards begin to open for the season, offering fresh produce and flowers.Fall offers crisp air, lower humidity, and the spectacular display of changing leaves across the Hudson Valley. This is a popular time for scenic drives, visiting apple orchards and pumpkin patches, and enjoying local harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montgomery.
How much is the nightly rate at a Montgomery hotel?
Prices for hotels in Montgomery often vary, but you can find a great deal from $95 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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