Sunrise image of the Arrigoni Bridge in Middletown, CT

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Check availability on Middletown Family Hotels

Our top choices for Middletown family-friendly hotels

Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Splash into family-friendly fun at this stylish hotel with an indoor pool, on-site bistro, and prime location near LEGOLAND® New York.
The price is ₩166,363
₩196,518 total
includes taxes & fees
Jun 18 - Jun 19
Courtyard by Marriott Middletown Goshen
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, (1,014 reviews)
The price is ₩196,632
₩232,271 total
includes taxes & fees
Jun 14 - Jun 15
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,014 reviews)
  • cleanliness
    Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
The price is ₩180,549
₩213,273 total
includes taxes & fees
Jun 16 - Jun 17
Hampton Inn by Hilton Middletown
Hair dryer, towels

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,004 reviews)
The price is ₩134,122
₩158,431 total
includes taxes & fees
Jun 28 - Jun 29
Super 8 by Wyndham Middletown
View from property

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (335 reviews)
The price is ₩285,237
₩336,935 total
includes taxes & fees
Jun 24 - Jun 25
Residence Inn by Marriott Middletown Goshen
Sports facility

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,009 reviews)
  • cleanliness
    Family fun awaits with cribs, rollaway beds, and a year-round indoor pool at this pet-friendly riverside retreat.
The price is ₩166,287
₩181,253 total
includes taxes & fees
Jun 16 - Jun 17
Best Western Hunt's Landing Hotel Matamoras/Milford
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (55 reviews)
The price is ₩167,046
₩205,690 total
includes taxes & fees
Jun 14 - Jun 15
Comfort Suites Central Valley - Woodbury
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Engaging hotel with mountain adventures for kids offers free breakfast and nearby waterpark thrills for all ages.
The price is ₩151,707
₩173,895 total
includes taxes & fees
Jun 17 - Jun 18
Quality Inn near Mountain Creek
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is ₩218,480
₩269,003 total
includes taxes & fees
Jun 15 - Jun 16
Fairfield Inn & Suites by Marriott Goshen Middletown
Business center

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,010 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cozy rooms at this budget-friendly motel near Woodbury outlets.
The price is ₩151,707
₩186,785 total
includes taxes & fees
Jun 14 - Jun 15
Americas Best Value Inn at Central Valley-Woodbury
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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Choose what matters most at family-friendly hotels in Middletown

Breakfast included
Pool

Top Middletown Hotel Reviews

Best Western Monticello

Best Western Monticello

10/10 Excellent
"The staff was friendly and helpful moving my luggage into my room. One of the staff gave me short cut instructions about leaving the area."
Mary 1-night trip
Posted 17 hours ago
Best Western Monticello

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.