Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to $603 by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.

Get the price Guarantee available for your trip.



Top Hotel Deals

See all 98 Hotels in Middletown
$91
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

3491 Route 6, Middletown
5.0
of 5, from 7 reviews
2.5 out of 5.0

Located in the heart of Middletown, this hotel is 1.9 mi (3.1 km) from Paramount Theatre and 1.9 mi (3.1 km) from Soons Orchards. Orange County Fair Speedway and Orange County Fairgrounds are also within 6 mi (10 km).

$76
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

19 Crystal Run Crossing, Middletown
3.9
of 5, from 137 reviews
2.0 out of 5.0

Located in the heart of Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre and Orange County Genealogical Society are also within 6 mi (10 km).

$68
Super 8 Middletown

Super 8 Middletown

563 Route 211 E, Middletown
2.9
of 5, from 149 reviews
2.0 out of 5.0

Situated in Middletown, this motel is within 2 mi (3 km) of Galleria at Crystal Run, Orange County Fairgrounds, and Orange County Fair Speedway. Paramount Theatre is 3 mi (4.9 km) away.

$134
Courtyard by Marriott Middletown

Courtyard by Marriott Middletown

24 Crystal Run Xing, Middletown
4.5
of 5, from 48 reviews
3.0 out of 5.0

Situated in Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre and Orange County Genealogical Society are also within 6 mi (10 km).

$125
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

600 Route 211 East, Middletown
4.6
of 5, from 5 reviews
3.0 out of 5.0

Situated in Middletown, this hotel is 1 mi (1.6 km) from Galleria at Crystal Run and within 3 mi (5 km) of Orange County Fairgrounds and Orange County Fair Speedway. Paramount Theatre and Goshen Historic Track are also within 9 mi (15 km).

$118
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

20 Crystal Run Crossing, Middletown
4.2
of 5, from 66 reviews
2.5 out of 5.0

Situated in the suburbs, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre and Orange County Genealogical Society are also within 6 mi (10 km).

$101
Holiday Inn Middletown - Goshen

Holiday Inn Middletown - Goshen

68 Crystal Run Rd, Middletown
3.7
of 5, from 75 reviews
3.0 out of 5.0

Situated in Middletown, this hotel is 1.2 mi (1.9 km) from Galleria at Crystal Run and within 3 mi (5 km) of Orange County Fair Speedway and Orange County Fairgrounds. Paramount Theatre and Soons Orchards are also within 6 mi (10 km).

$67
Hudson Valley Hotel and Conference Center by Fairbridge

Hudson Valley Hotel and Conference Center by Fairbridge

90 Rt. 17K, Newburgh
2.1
of 5, from 259 reviews
2.0 out of 5.0

Situated near the airport, this hotel is 0.3 mi (0.5 km) from Orange County Choppers and within 3 mi (5 km) of Algonquin Park and Delano-Hitch Recreation Park. Ice Time Sports Complex and Motorcyclepedia Museum are also within 3 mi (5 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.