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

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Check availability on Montgomery Family Hotels

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Montgomery family-friendly hotels

A buffet with labeled containers of turkey sausage and cookies.
An indoor swimming pool with clear water, a lifebuoy, and a sign indicating no diving allowed.
A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.
A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

1. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
NT$3,651
NT$4,313 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Montgomery by IHG
A two-story house with a porch, a front door, and a small garden area with potted plants.
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.
A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.

2. Borland House Inn

Borland House Inn
Montgomery
NT$2,280
NT$2,774 total
includes taxes & fees
Oct 26 - Oct 27
Borland House Inn
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 modern bathroom with a bathtub, toilet, and sink.

3. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
Montgomery
NT$2,399
NT$2,834 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Montgomery Maybrook
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
A hotel lobby with a seating area, a bar, and a view of the city.
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.

4. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
NT$5,237
NT$6,187 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Newburgh Stewart Airport
A store interior with shelves stocked with various snacks and treats, a chalkboard with a message, and a wall with a circular design.
A Hampton Inn & Suites by Hilton hotel with a large illuminated sign, modern architecture, and a well-lit facade.
A gym with treadmills, elliptical machines, and a large window with a view of buildings.
A hotel room with a bed, bedside lamps, a desk, a television, and a door leading to a bathroom.

5. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
NT$4,406
NT$5,205 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Newburgh Stewart Airport
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.
A conference room with a desk, two monitors, a chair, and a blue sofa.

6. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
  • Splash into family fun at this hotel with an indoor pool, hot tub, and complimentary breakfast near Algonquin Park.
NT$4,960
NT$5,859 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A hotel lobby with orange seating, a dining area, and a TV screen.
A hotel room with two beds, a desk, a TV, and a chair.

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
NT$3,464
NT$4,092 total
includes taxes & fees
Nov 18 - Nov 19
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An outdoor patio with a barbecue grill, seating area, and potted plants.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.

8. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
NT$3,658
NT$4,435 total
includes taxes & fees
Nov 4 - Nov 5
Home2 Suites by Hilton Middletown
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
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.
A gym with exercise equipment, treadmills, and weight machines.

9. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
NT$2,605
NT$3,077 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn by Hilton Middletown
A modern indoor space with two foosball tables, comfortable seating, and a TV screen.
A modern lounge area with seating, tables, and hanging chairs.
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.

10. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
NT$2,482
NT$2,932 total
includes taxes & fees
Nov 8 - Nov 9
Tru by Hilton Middletown
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Choose what matters most at family-friendly hotels in Montgomery

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Find out more about Montgomery

Family friendly things to do in Montgomery

Montgomery, New York, is a charming destination for families seeking memorable experiences. Start your adventure at the Montgomery Park, where kids can enjoy the playground while parents relax in the shade of mature trees. The park often hosts family-friendly events and festivals, making it a vibrant spot for community engagement. For a touch of history, visit the nearby Orange County Farmers Museum, where children can discover local heritage through interactive exhibits and activities. If your family enjoys the outdoors, the scenic Wallkill River offers opportunities for kayaking and fishing, perfect for a day of adventure. Families can also explore the scenic trails at the nearby Stewart State Forest, where hiking paths cater to all skill levels, ensuring a fun day out in nature. When it comes to accommodations, consider staying in the area around the historic downtown, where family-friendly hotels like the Hampton Inn offer spacious rooms and amenities like complimentary breakfast, making it easy to start your day right. With its blend of recreational offerings and convenient lodging, Montgomery is a fantastic choice for quality family time.

Find the best family friendly hotels in Montgomery

For families visiting Montgomery, New York, these hotels provide a welcoming atmosphere along with excellent amenities to ensure a comfortable stay for travelers of all ages.Borland House Inn

  • Why it's great for a family-friendly adventure: The Borland House Inn is a charming choice for families, featuring free cribs and a lovely garden where children can explore and play. With an impressive review rating of 9.2, this inn has a welcoming atmosphere that caters to families seeking a memorable getaway. Guests can also take advantage of the complimentary breakfast, ensuring everyone starts their day satisfied.
  • Other amenities: Beyond its family-friendly offerings, the inn boasts features such as a terrace for relaxation, free parking, and nearby winery tours for a unique family outing. A concierge service is available for personalized recommendations, and the historical hotel design adds a touch of charm to your stay. Explore the surrounding area with options for hiking and biking nearby, making it an adventurous retreat for families.
  • Nearby attractions: Orange County Farmers Museum - 3.15 miles, City Winery Hudson Valley - 0.86 miles, Thomas Bull Memorial Park - 3.42 miles

Holiday Inn Express & Suites Montgomery by IHG

  • Why it's great for a family-friendly adventure: Ideal for families, the Holiday Inn Express & Suites Montgomery by IHG offers a range of family-friendly amenities, including free cribs and rollaway beds, making it a convenient choice for parents with young children. With a solid review rating of 8.8, this hotel ensures that families feel at home with daily housekeeping and child-friendly window designs for added safety.
  • Other amenities: In addition to family-centric features, guests can enjoy a free daily breakfast, a 24-hour fitness center, and easy access to nearby outlets for shopping. The hotel also provides complimentary self-parking, a microwave in every room for quick meal prep, and a snack bar for on-the-go treats. With these thoughtful amenities, families can focus on making memories during their stay in Montgomery.
  • Nearby attractions: Orange County Farmers Museum - 2.12 miles, City Winery Hudson Valley - 2.55 miles, Thomas Bull Memorial Park - 4.72 miles

Super 8 by Wyndham Montgomery Maybrook

  • Why it's great for a family-friendly adventure: The Super 8 by Wyndham Montgomery Maybrook is an affordable option for families looking for comfort and convenience. With a review rating of 6.4, this hotel features daily housekeeping, free cribs, and child-friendly window designs, ensuring a safe and pleasant environment for families with children.
  • Other amenities: In addition to the family-friendly amenities, guests can enjoy a complimentary buffet breakfast each morning, which is perfect for fueling up before a day of exploring. The hotel also provides free self-parking, making it easy to come and go as needed. With accessibility to local attractions and a relaxing atmosphere, this hotel serves as a great base for family adventures.
  • Nearby attractions: Orange County Farmers Museum - 2.89 miles, City Winery Hudson Valley - 3.32 miles, Thomas Bull Memorial Park - 3.78 miles

Top Montgomery Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"staff was super friendly and room was super nice !!"
Lauren 1-night trip
Posted less than an hour ago
Hampton Inn by Hilton New Paltz
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

8/10 Good
"Overall a great hotel to stay at and a great value. Location is ideal for anything you need to do. They definitely need to improve the quality and variety of their breakfast."
Charles 4-night trip
Posted 17 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

8/10 Good
"The front desk staff was amazing. The place was cleaned. The breakfast is nice. I needed a quick place to stay one night for my daughter’s wedding to go to the venue the next day."
Allison 1-night trip
Posted 3 days ago
Super 8 by Wyndham Montgomery Maybrook
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Excellent place—nice room and fine breakfast"
Norman 1-night trip
Posted 3 days ago
Holiday Inn Express Poughkeepsie by IHG
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Was under construction, room was clean and comfortable."
Gary 4-night trip
Posted 4 days ago
Ramada by Wyndham Newburgh/West Point

Frequently asked questions

What's Montgomery like for family-friendly vacations?
You might want to consider the welcoming destination of Montgomery if you've been thinking about a trip for the whole family. The gardens, coffee shops, and restaurants are just a few things that make this the ideal place for a family vacation. Take to the air and fly into Stewart Intl. Airport (SWF), which is located 8 mi (12.9 km) from the city center.
When's the best time to book a family-friendly vacation in Montgomery?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in Montgomery?
While you are visiting Montgomery, you might want to round up the kiddos and make time to see interesting attractions such as Orange County Tennis Center and Ice Time Sports Complex. Make sure you have lots of time for activities like Galleria at Crystal Run and Orange County Fair Speedway.

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