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Search Hotels in Orange County
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Top Cities in Orange County

Middletown
Check prices for these dates
Our top choices for Orange County hotels

Overlook Lodge at Bear Mountain
Overlook Lodge at Bear MountainBear Mountain
8.4 out of 10, Very Good, (1,007 reviews)
$121 nightly
The price is $149
May 12 - May 13
Total with taxes and fees

Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - GoshenMiddletown
8.8 out of 10, Excellent, (1,019 reviews)
$119 nightly
The price is $141
May 31 - Jun 1
Total with taxes and fees

Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown GoshenMiddletown
8.4 out of 10, Very Good, (1,004 reviews)
$101 nightly
The price is $119
May 12 - May 13
Total with taxes and fees

LEGOLAND Hotel NEW York
LEGOLAND Hotel NEW YorkGoshen
8.8 out of 10, Excellent, (41 reviews)
$308 nightly
The price is $363
May 25 - May 26
Total with taxes and fees

Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen MiddletownGoshen
9.0 out of 10, Wonderful, (1,006 reviews)
$139 nightly
The price is $171
May 24 - May 25
Total with taxes and fees

Hampton Inn Harriman Woodbury
Hampton Inn Harriman WoodburyCentral Valley
9.2 out of 10, Wonderful, (1,103 reviews)
$114 nightly
The price is $140
May 17 - May 18
Total with taxes and fees

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West PointNew Windsor
8.4 out of 10, Very Good, (1,005 reviews)
$104 nightly
The price is $118
May 10 - May 11
Total with taxes and fees

Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - WoodburyMonroe
9.4 out of 10, Exceptional, (1,066 reviews)
$106 nightly
The price is $120
May 10 - May 11
Total with taxes and fees

The Thayer Hotel at West Point
The Thayer Hotel at West PointWest Point
9.0 out of 10, Wonderful, (711 reviews)
$214 nightly
The price is $252
Jun 3 - Jun 4
Total with taxes and fees

Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHGChester
8.6 out of 10, Excellent, (1,005 reviews)
$108 nightly
The price is $133
May 14 - May 15
Total with taxes and fees

La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
9.4 out of 10, Exceptional, (1,002 reviews)
$118 nightly
The price is $139
May 10 - May 11
Total with taxes and fees

Comfort Suites Central Valley - Woodbury
Comfort Suites Central Valley - WoodburyCentral Valley
8.2 out of 10, Very Good, (40 reviews)
$109 nightly
The price is $134
May 11 - May 12
Total with taxes and fees

Homewood Suites Stewart Airport
Homewood Suites Stewart AirportNew Windsor
9.2 out of 10, Wonderful, (1,003 reviews)
$158 nightly
The price is $178
Jun 1 - Jun 2
Total with taxes and fees

Hampton Inn by Hilton Middletown
Hampton Inn by Hilton MiddletownMiddletown
8.6 out of 10, Excellent, (1,005 reviews)
$100 nightly
The price is $118
May 10 - May 11
Total with taxes and fees

Tru by Hilton Middletown
Tru by Hilton MiddletownMiddletown
8.6 out of 10, Excellent, (1,005 reviews)
$100 nightly
The price is $118
May 10 - May 11
Total with taxes and fees

Courtyard by Marriott Newburgh Stewart Airport
Courtyard by Marriott Newburgh Stewart AirportNewburgh
8.0 out of 10, Very Good, (754 reviews)
$118 nightly
The price is $139
May 18 - May 19
Total with taxes and fees

Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
8.8 out of 10, Excellent, (715 reviews)
$114 nightly
The price is $135
May 10 - May 11
Total with taxes and fees

Hampton Inn & Suites Newburgh Stewart Airport
Hampton Inn & Suites Newburgh Stewart AirportNewburgh
9.2 out of 10, Wonderful, (1,006 reviews)
$122 nightly
The price is $144
Jun 7 - Jun 8
Total with taxes and fees

Holiday Inn Express & Suites Montgomery by IHG
Holiday Inn Express & Suites Montgomery by IHGMontgomery
8.8 out of 10, Excellent, (855 reviews)
$109 nightly
The price is $123
Jun 7 - Jun 8
Total with taxes and fees

The Crossroads Hotel, Newburgh
The Crossroads Hotel, NewburghNewburgh
7.0 out of 10, Good, (748 reviews)
$97 nightly
The price is $114
May 24 - May 25
Total with taxes and fees
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.
Great weekend hotel deals in Orange County, NY
Showing deals for:May 15 - May 17
Image gallery for Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Chester
9.6/10Exceptional (13 reviews)
7% off
$1,595 nightly
Price is $4,736
Total with taxes and fees
Save an average of 15% on thousands of hotels when you're signed in
Top Orange County Hotel Reviews

The Crossroads Hotel, Newburgh
10/10 Excellent
Price trends for hotels in Orange County
Less expensive | More expensive | This month | Next month |
|---|---|---|---|
February | June | $157 | $175 |
Month | Price |
|---|---|
January | $121 |
February | $119 |
March | $136 |
April | $172 |
May | $157 |
June | $175 |
July | $165 |
August | $167 |
September | $162 |
October | $170 |
November | $153 |
December | $124 |
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Orange County. Select dates and complete search for nightly totals inclusive of taxes and fees.
Explore a world of travel with Expedia
Top cities in Orange County
- Middletown Hotels
- Newburgh Hotels
- Goshen Hotels
- West Point Hotels
- Warwick Hotels
- Monroe Hotels
- Bear Mountain Hotels
- New Windsor Hotels
- Greenwood Lake Hotels
- Highland Falls Hotels
- Montgomery Hotels
- Chester Hotels
- Central Valley Hotels
- Port Jervis Hotels
- Cornwall Hotels
- Tuxedo Park Hotels
- Walden Hotels
- Highland Mills Hotels
- Fort Montgomery Hotels
- Harriman Hotels
Hotels near popular Attractions
- Hotels near LEGOLAND® New York
- Hotels near Woodbury Common Premium Outlets
- Hotels near United States Military Academy
- Hotels near World Headquarters of Jehovah's Witnesses
- Hotels near Angry Orchard
- Hotels near Storm King Art Center
- Hotels near Galleria at Crystal Run
- Hotels near Resorts World Hudson Valley
- Hotels near Orange County Fair Speedway
- Hotels near Warwick Valley Winery and Distillery
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- Farmstay in Orange County
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- Lodges in Orange County
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- Inns in Orange County
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Popular national parks stays
Top ski resorts in Orange County
Lake destinations in Orange County
Top theme parks in Orange County
Explore more hotels
- Sleep Inn & Suites Middletown - Goshen
- Overlook Lodge at Bear Mountain
- Courtyard by Marriott Middletown Goshen
- Fairfield Inn & Suites by Marriott Goshen Middletown
- Sleep Inn & Suites Monroe - Woodbury
- Hampton Inn Harriman Woodbury
- La Quinta Inn & Suites by Wyndham Middletown-Goshen
- Courtyard by Marriott Newburgh Stewart Airport
- Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
- Hampton Inn by Hilton Middletown
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