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Find Family Hotels in Middletown, NY

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Check availability on Middletown Family Hotels

Tonight
Nov 8 - Nov 9
Tomorrow
Nov 9 - Nov 10
Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23

Top Middletown Family Hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
  • Cribs/infant beds provided
8.6 out of 10, Excellent, (1000)
Kids splash in the seasonal outdoor pool while parents appreciate the complimentary breakfast at this welcoming hotel. Located just minutes from LEGOLAND®New York and Orange County Fairgrounds, families enjoy spacious rooms with cribs available upon request.
The price is ₩115,734
₩136,718 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn by Hilton Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
  • Indoor pool
9.4 out of 10, Exceptional, (891)
The price is ₩163,957
₩193,673 total
includes taxes & fees
Dec 1 - Dec 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
  • Cribs/infant beds provided
  • Indoor pool
8.6 out of 10, Excellent, (1015)
Splashing adventures begin at the indoor swimming pool while kids enjoy complimentary cribs and rollaway beds. Minutes from LEGOLAND®and Orange County Fairgrounds, this modern retreat features The Bistro's American cuisine with children's menu options, premium TV channels, and spotlessly clean accommodations.
The price is ₩129,178
₩152,592 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard by Marriott Middletown Goshen
View from property
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

3.0 star property
Middletown
  • Indoor pool
9.4 out of 10, Exceptional, (311)
The price is ₩240,458
₩284,040 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn by Marriott Middletown Goshen
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 star property
Middletown
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
  • 24/7 front desk
6.2 out of 10, (1000)
The price is ₩108,351
₩127,993 total
includes taxes & fees
Dec 8 - Dec 9
Super 8 by Wyndham Middletown
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
  • Cribs/infant beds provided
8.8 out of 10, Excellent, (1002)
Swimming adventures await at this spotless hotel featuring a seasonal outdoor pool just minutes from LEGOLAND®New York. Little ones delight in waffle-making at breakfast while parents appreciate spacious rooms with premium TV channels and blackout drapes for restful nights.
The price is ₩134,714
₩165,867 total
includes taxes & fees
Dec 8 - Dec 9
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
Matamoras
  • Cribs/infant beds provided
  • Indoor pool
8.4 out of 10, Very Good, (1001)
Families delight in the heated indoor swimming pool where kids splash while parents lounge poolside. The complimentary breakfast buffet, featuring make-your-own waffles, energizes adventurers before exploring the nearby dog park, just steps away.
The price is ₩132,904
₩144,865 total
includes taxes & fees
Nov 30 - Dec 1
Best Western Hunt's Landing Hotel Matamoras/Milford
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
  • Cribs/infant beds
  • Indoor pool
8.6 out of 10, Excellent, (1081)
Spacious accommodations near The Kartrite Resort offer adventure for all ages with a dedicated children's pool area and adult-only swimming sections. Families appreciate the pool cabanas, six diverse restaurants, and proximity to Holiday Mountain Ski and Fun Park for endless entertainment options.
Resorts World Catskills Casino
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2.0 star property
New Windsor
  • Cribs/infant beds provided
  • Indoor pool
8.4 out of 10, Very Good, (1047)
Splash into family fun at the refreshing indoor swimming pool while little ones enjoy complimentary cribs. Located a quick 5-minute drive from Algonquin Park adventures, this welcoming haven offers convenient laundry facilities, rollaway beds, and ample parking for hassle-free family getaways.
The price is ₩157,876
₩178,598 total
includes taxes & fees
Nov 9 - Nov 10
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
  • Outdoor pool
  • Arcade/game room
8.4 out of 10, Very Good, (17)
Colorful brick-themed rooms welcome families just steps from LEGOLAND® New York Resort. Children delight in pool toys, playground adventures, and the exciting arcade while parents appreciate free breakfast at Bricks Family Restaurant.
The price is ₩334,635
₩455,702 total
includes taxes & fees
Nov 14 - Nov 15
LEGOLAND Hotel NEW York
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 Middletown Hotel Reviews

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

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

10/10 Excellent
"Friendly staff, easy checkin and clean room! I’ve stayed here twice this year (2025) and wasn’t disappointed. "
Wendy 2-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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Frequently asked questions

What's Middletown like for family-friendly vacations?
The welcoming destination of Middletown is a great choice if you've been considering a vacation with the kids. The festivals, interesting architecture, and restaurants are just a few things that make this an attractive family vacation spot. Arrange a flight into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) from the city center.
What's the best hotel when traveling with kids to Middletown?
Hampton Inn by Hilton Middletown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Courtyard by Marriott Middletown Goshen is another choice for your kid-friendly vacation.
When's the best time to book a family-friendly vacation in Middletown?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown 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 Middletown?
While you and your family are staying in Middletown, you might want to visit some family-friendly attractions such as Paramount Theatre, Orange County Fair Speedway, and Galleria at Crystal Run. Make sure you have plenty of time to take in activities in the area like LEGOLAND® New York and Woodbury Common Premium Outlets.