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Middletown Hotel Guide - Family Friendly Hotels in Middletown, New York

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Top Middletown Family Friendly Hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
  • Cots/infant beds provided
8.6 out of 10, Excellent, (1002)
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 cots available upon request.
The price is €82
includes taxes & fees
2 Dec - 3 Dec
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, (917)
The price is €112
includes taxes & fees
25 Nov - 26 Nov
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
  • Cots/infant beds provided
  • Indoor pool
8.6 out of 10, Excellent, (1002)
Splashing adventures begin at the indoor swimming pool while kids enjoy complimentary cots 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 accommodation.
The price is €95
includes taxes & fees
14 Dec - 15 Dec
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, (315)
The price is €174
includes taxes & fees
4 Dec - 5 Dec
Residence Inn by Marriott Middletown Goshen
Room, 1 King Bed, Accessible, Bathtub
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, (1004)
The price is €72
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Middletown
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
  • Outdoor pool
  • Arcade/games room
8.6 out of 10, Excellent, (24)
Colourful 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 €220
includes taxes & fees
21 Dec - 22 Dec
LEGOLAND Hotel NEW York
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
  • Cots/infant beds
  • Indoor pool
8.6 out of 10, Excellent, (1095)
Spacious accommodation 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
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
  • Cots/infant beds provided
8.8 out of 10, Excellent, (1001)
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 €104
includes taxes & fees
3 Dec - 4 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
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
  • Cots/infant beds provided
  • Indoor pool
8.4 out of 10, Very good, (1008)
Splash into family fun at the refreshing indoor swimming pool while little ones enjoy complimentary cots. 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 €102
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool, pool loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
Matamoras
  • Cots/infant beds provided
  • Indoor pool
8.4 out of 10, Very good, (1009)
Families delight in the heated indoor swimming pool where kids splash while parents lounge poolside. The complimentary breakfast buffet, featuring make-your-own waffles, energises adventurers before exploring the nearby dog park, just steps away.
The price is €86
includes taxes & fees
30 Nov - 1 Dec
Best Western Hunt's Landing Hotel Matamoras/Milford
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Wonderful place, more that what I spect. Clean, friendly staff, professional."
EDDY 1-night trip
Posted 23 hours ago
Overlook Lodge at Bear Mountain

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Frequently asked questions

What's Middletown like for family-friendly holidays?
The welcoming destination of Middletown is a great choice if you've been considering a holiday with the children. The festivals, interesting architecture and restaurants are just a few things that make this an attractive family holiday destination. Arrange a flight into Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) from the city centre.
What's the best family accommodation in 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 good option for your child-friendly holiday.
When's the best time to book a family-friendly holiday in Middletown?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What's there to see and do with your family in Middletown?
While you and your family are staying in Middletown, you may want to visit some family-friendly attractions such as Paramount Theatre, Orange County Fair Speedway and Galleria at Crystal Run. Make sure that you have lots of time for activities such as LEGOLAND® New York and Soons Orchards.