Middletown Travel Guide

Tourist Guide
Photo by Vincent Ramundo
Photo by Vincent Ramundo
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 out of 5
41 Dunning Road, Middletown, NY
The price is NZ$238 per night from 27 May to 28 May
NZ$238
per night
27 May - 28 May
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (688 reviews)
"💪"

Reviewed on 20 May 2024

Tru by Hilton Middletown
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is NZ$245 per night from 4 Jun to 5 Jun
NZ$245
per night
4 Jun - 5 Jun
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (387 reviews)
"The staff was nice. Checking in was very quick and the place is clean."

Reviewed on 22 May 2024

La Quinta Inn & Suites by Wyndham Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is NZ$256 per night from 10 Jun to 11 Jun
NZ$256
per night
10 Jun - 11 Jun
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (850 reviews)
"Excellent!!"

Reviewed on 22 May 2024

Sleep Inn & Suites Middletown - Goshen
See all 1,420 properties in Middletown
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.
Cottage Suites
Cottage Suites
3 out of 5
89 Cottage Street, Middletown, NY
Stay at this 3-star apartment in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Paramount Theatre and Orange County ...
Cottage Suites
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
9.6/10 Exceptional! (78 reviews)
Oh, the View!
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"

Reviewed on 12 Nov. 2023

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Cold Spring
Book a stay at this family-friendly vacation home in Cold Spring. Enjoy free WiFi, a water park, and a garden. Popular attractions Hudson Highlands State Park ...
9.6/10 Exceptional! (35 reviews)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. ..."

Reviewed on 16 Apr. 2024

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
See all properties in Middletown
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.

Popular places to visit

Image for Orange County Fair Speedway

Orange County Fair Speedway

Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.

Orange County Fair Speedway
Image for Orange County Fairgrounds

Orange County Fairgrounds

Enjoy an outing to Orange County Fairgrounds during your stay in Mechanicstown. Discover the area's festivals and churches.

Orange County Fairgrounds
Image for Galleria at Crystal Run

Galleria at Crystal Run

During your visit to Middletown, you can do some window-shopping at Galleria at Crystal Run. While in this family-friendly area, you can savour the top-notch restaurants.

Galleria at Crystal Run
Image for Paramount Theatre

Paramount Theatre

You can enjoy a show at Paramount Theatre on your trip to Middletown. While in this family-friendly area, find time to visit its shops.

Paramount Theatre
Image for Orange Regional Medical Center

Orange Regional Medical Center

If Orange Regional Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Middletown.

Orange Regional Medical Center
Image for Highland Lakes State Park

Highland Lakes State Park

Explore the great outdoors at Highland Lakes State Park, a lovely green space in Middletown. While in this family-friendly area, you can savour the top-notch restaurants.

Highland Lakes State Park

Activities

Image for LEGOLAND New York Resort Admission Ticket

LEGOLAND New York Resort Admission Ticket

NZ$93
Per adult
LEGOLAND New York Resort Admission Ticket
See all activities in Middletown

Cities near Middletown

Port Jervis

Port Jervis

Photo by Eric Forbes

Pine Bush

Photo by Karen Wirtz

Slate Hill