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 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Montgomery family-friendly hotels

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.
A gym with various exercise equipment, including treadmills, a weight bench, and dumbbells.
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.

1. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
NT$3,916
NT$4,626 total
includes taxes & fees
Nov 15 - Nov 16
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 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.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.

2. Borland House Inn

Borland House Inn
Montgomery
NT$6,046
NT$7,356 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 kitchen with a coffee machine, a trash bin, and a sign for 'Florida's Growers' Pride'.

3. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
Montgomery
NT$2,402
NT$2,837 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Montgomery Maybrook
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 modern bathroom with a walk-in shower, grab bars, and a white towel hanging on the wall.
A hotel room with two beds, a nightstand with a lamp, a phone, and a clock.

4. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
NT$4,688
NT$5,538 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
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 hotel lobby with a seating area, a bar, and a view of the city.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

5. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
NT$5,842
NT$6,901 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Newburgh Stewart Airport
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A gym with treadmills, a weight bench, and various exercise equipment.
A modern bathroom with a large mirror, a sink, and a shower.
A hotel room with two beds, a desk, a TV, and a chair.

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
NT$3,537
NT$4,178 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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 conference room with a desk, two monitors, a chair, and a blue sofa.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.

7. 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$4,966
NT$5,866 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
A hotel room with a kitchenette, including a microwave, coffee maker, and sink.
A conference room with multiple tables and chairs, a projector screen, and a green accent wall.
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.

8. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
NT$5,243
NT$6,308 total
includes taxes & fees
Oct 28 - Oct 29
Home2 Suites by Hilton Middletown
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 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.

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$2,608
NT$3,080 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn by Hilton Middletown
A modern indoor space with two foosball tables, comfortable seating, and a TV screen.
An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.
A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.
A modern lounge area with seating, tables, and hanging chairs.

10. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
NT$2,649
NT$3,130 total
includes taxes & fees
Nov 1 - Nov 2
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

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

8/10 Good
"I needed a rack and got one."
Oscar 2-night trip
Posted 2 hours ago
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Very nice and clean property. Rooms are very comfortable and spacious. We frequent this hotel often due to the location. Would definitely stay here again,"
Amy 2-night trip
Posted 3 hours ago
Holiday Inn Express Poughkeepsie by IHG
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

10/10 Excellent
"Staff was polite and helpful"
Omar 1-night trip
Posted 21 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 1 day 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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