Find Family Hotels in Montgomery, NY

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Check availability on Montgomery Family Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Montgomery Family Hotels

Exterior detail
Borland House Inn

Borland House Inn

3.0 star property
Montgomery
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
Microwave, oven, stovetop, dishwasher
Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin

Montgomery
9.8 out of 10, Exceptional, (15)
"Such a cute apartment and very clean. Everything is new and the town is very quaint!! Close to other things like shopping and restaurants. Definitely would stay again and recommend to anyone looking for a clean, quiet and safe area to stay."
United States
Michael V.
The price is AED 553
AED 992 total
includes taxes & fees
9 Dec - 10 Dec
Modern Hudson Valley Apt 202 - King/Queen/Twin
6 bedrooms, desk, iron/ironing board, travel crib
New Farmhouse-Hot Tub, King Beds, Game Room & View

New Farmhouse-Hot Tub, King Beds, Game Room & View

Montgomery
10.0 out of 10, Exceptional, (15)
"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."
United States
Emily B.
The price is AED 2,122
AED 4,085 total
includes taxes & fees
9 Dec - 10 Dec
New Farmhouse-Hot Tub, King Beds, Game Room & View
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
The price is AED 699
AED 1,272 total
includes taxes & fees
22 Dec - 23 Dec
LEGOLAND Hotel NEW York
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is AED 276
AED 326 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton Middletown
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1003)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
The price is AED 356
AED 439 total
includes taxes & fees
24 Dec - 25 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"Brayden was great"
United States
Will
The price is AED 337
AED 381 total
includes taxes & fees
4 Jan - 5 January 2026
Hilton Garden Inn Fishkill
Lobby
Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls

2.5 star property
Red Oaks Mill
7.8 out of 10, Good, (435)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is AED 352
AED 399 total
includes taxes & fees
12 Dec - 13 Dec
Best Western Plus The Inn & Suites At The Falls
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 star property
Fishkill
8.8 out of 10, Excellent, (1008)
"Great staff, friendly, very clean room!"
United States
Amanda
The price is AED 328
AED 371 total
includes taxes & fees
15 Dec - 16 Dec
Quality Inn & Suites Fishkill South near I-84
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
9.4 out of 10, Exceptional, (931)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is AED 428
AED 505 total
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham 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 Montgomery Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Clean, people very nice, thank you."
Aaron 2-night trip
Posted 2 days ago
Hampton Inn & Suites Poughkeepsie

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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.