Middletown New York Accommodations

Only hotels in Middletown are listed below. Search for cheap and discounted hotel and motel rates in or near Middletown, NY for your corporate or personal leisure travel. We provide the best Middletown New York hotel rooms. Review the Middletown hotel list below to find the perfect lodging. We also have a map of the Middletown hotels. Group booking? Search Middletown Group Hotel Discounts

The Middletown center point is around the area of Lower Hudson Interactive Museum and the area of Csea State Hospital Chapter.

Middletown is a city in Orange County, New York, about 90 minutes north of Manhattan. Middletown's best-known attraction is the Historic Paramount Theatre, originally a 1930s movie house. The theater was restored in the 1980s and listed on the State and National Register of Historic Places in 2002. The theater hosts first run films as well as limited release engagements and other entertainment. It's also home to a majestic Wurlitzer Pipe Organ, complete with three keyboards and 12 ranks. More from this guide...

Middletown Hotels, Motels & Accommodations

Sleep Inn & Suites Middletown Goshen
+1-888-389-4121
3491 Route 6, Middletown, NY 10940 +1-888-389-4121
  • Low priced Highway hotel
  • 4 floors in property
From£67
Very good 4.5 /5 Read Reviews Call BookMore Details
TRU by Hilton Middletown - Middletown
+1-888-675-2083
41 Dunning Rd., Middletown, NY 10940 +1-888-675-2083
  • Economy hotel
  • Check in time: 15:00
From£79
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen in Middletown
+1-800-716-8490
20 Med Parc Rd., Middletown, NY 10940 +1-800-716-8490
  • Midscale Downtown hotel
  • Fitness + Health Center
From£60
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Middletown : 4939 Route 17 M
+1-800-805-5223
4939 Route 17 M, New Hampton, NY 10958 +1-800-805-5223 ~2.65 miles south of Middletown
  • Cheap Suburban hotel
  • Check-in: 1pm
La Quinta Inn & Suites by Wyndham Middletown
+1-888-965-1860
551 Route 211 East, Middletown, NY 10941 +1-888-965-1860
  • Economical Suburban hotel
  • 2 floors in hotel
From£36
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Middletown : 563 Route 211 East
+1-888-788-5576
563 Route 211 East, Middletown, NY 10940 +1-888-788-5576
  • Low-priced Highway hotel
  • Free complimentary breakfast
From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-897-9207
20 Crystal Run Crossing, Middletown, NY 10941 Website +1-888-897-9207
  • Low priced Suburban hotel
  • Fitness / Gym is on-site
From£45
Very good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn Middletown Goshen
+1-888-311-4278
57 Tower Dr., Middletown, NY 10941 +1-888-311-4278
  • 3-star Suburban property
  • Hotel has 125 suites
From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown
+1-888-469-4795
600 Route 211 East, Middletown, NY 10941 +1-888-469-4795
  • Three Star Suburban property
  • 95 rooms in hotel
From£82
Very good 4.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Middletown
+1-888-734-9421
19 Crystal Run Crossing, Middletown, NY 10941 +1-888-734-9421
  • Economy Highway property
  • Check-in time: 3:00PM
From£54
Very good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott
+1-888-841-5292
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-841-5292
  • Three Star Suburban hotel
  • Fitness center on property
From£79
Very good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown
+1-888-455-5160
20 Hatfield Lane, Goshen, NY 10924 +1-888-455-5160 ~5.60 miles southeast of Middletown
  • 3 star Suburban property
  • Check-in: 3:00PM
From£57
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Wurtsboro : 21 Perron Dr.
+1-888-965-8297
21 Perron Dr., Wurtsboro, NY 12790 +1-888-965-8297 ~9.33 miles northwest of Middletown
  • Low Cost property
  • 32 rooms in property
From£43
Average 3.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG in Chester
+1-888-906-6358
2 Bryle Pl, Chester, NY 10918 +1-888-906-6358 ~9.47 miles southeast of Middletown
  • 3-star Rural hotel
  • 27 suites in hotel
From£82
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook in Montgomery
+1-888-749-6785
207 Montgomery Rd., Montgomery, NY 12549 +1-888-749-6785 ~11.61 miles east of Middletown
  • Low-priced Airport hotel
  • Check in time: 3:00pm
From£45
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel : 2105 Ny 208
+1-888-878-9982
2105 Ny 208, Montgomery, NY 12549 +1-888-878-9982 ~12.04 miles east of Middletown
  • Mid-scale property
From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery by IHG
+1-888-389-4485
2105 State Route 208, Montgomery, NY 12549 +1-888-389-4485 ~12.04 miles east of Middletown
  • Three Star Highway hotel
  • Complimentary breakfast is offered
From£73
Very good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury - Monroe
+1-888-389-4121
1 Sleep Way, Monroe, NY 10950 +1-888-389-4121 ~13.35 miles east of Middletown
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Bhr Banquet in Rock Hill
+1-888-675-2083
277 Rock Hill Dr., Rock Hill, NY 12775 +1-888-675-2083 ~15.05 miles northwest of Middletown
  • Economy hotel
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Rock Hill at Sullivan Center
+1-800-716-8490
283 Rock Hill Dr., Rock Hill, NY 12775 +1-800-716-8490 ~15.14 miles northwest of Middletown
  • 3-star Mountain property
  • 70 rooms in property
From£84
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford
+1-800-805-5223
120 Routes 6 & 209, Matamoras, PA 18336 +1-800-805-5223 ~16.49 miles west of Middletown
  • Low-priced Highway property
  • 2 suites in property
From£52
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Matamoras/Milford
+1-888-965-1860
122 Westfall Town Dr., Matamoras, PA 18336 +1-888-965-1860 ~16.53 miles west of Middletown
  • 3-star Rural property
  • 98 rooms in hotel
From£75
Very good 4.0 /5 Recent Reviews Call BookMore Details
Arrow Park
+1-888-788-5576
1061 Orange Turnpike, Monroe, NY 10950 +1-888-788-5576 ~16.63 miles southeast of Middletown
  • Cheap Lake property
  • 4 meeting rooms in hotel
From£285
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh
+1-888-897-9207
4 Governor Dr., Newburgh, NY 12550 +1-888-897-9207 ~17.02 miles east of Middletown
  • 3 star Rural hotel
  • 78 sleeping rooms in hotel
From£86
Average 3.0 /5 Latest Reviews Call BookMore Details
The Crossroads Hotel, Newburgh in Newburgh
+1-888-311-4278
5 Lakeside Rd., Newburgh, NY 12550 +1-888-311-4278 ~17.02 miles east of Middletown
  • Three Star Airport hotel
  • 124 rooms in property
From£82
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport : 180 Breunig Rd.
+1-888-469-4795
180 Breunig Rd., New Windsor, NY 12553 Website +1-888-469-4795 ~17.05 miles east of Middletown
  • 4-star Rural hotel
  • Shuttle to airport available
From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn at Central Valley-Woodbury
+1-888-734-9421
139 Route 32, Central Valley, NY 10917 +1-888-734-9421 ~17.63 miles east of Middletown
  • Two-star Suburban property
  • Check in time: 01.00 PM
From£51
Average 3.0 /5 Guest Reviews Call BookMore Details
Honor’s Haven Retreat & Conference
+1-888-841-5292
1195 Arrowhead Rd., Ellenville, NY 12428 +1-888-841-5292 ~17.74 miles north of Middletown
  • Three Star Mountain property
  • 17 meeting rooms in hotel
From£99
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Harriman Woodbury
+1-888-455-5160
60 Centre Dr., Central Valley, NY 10917 +1-888-455-5160 ~17.78 miles southeast of Middletown
  • 3-star Mountain property
  • Gym is available on property
From£60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Suites - Woodbury
+1-888-965-8297
100 Estrada Rd., Woodbury, NY 10917 +1-888-965-8297 ~18.03 miles east of Middletown
  • Three Star Suburban property
  • 3 floors in property
From£110
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point : 915 Union Ave. I 84
+1-888-906-6358
915 Union Ave. I 84, New Windsor, NY 12553 +1-888-906-6358 ~18.20 miles east of Middletown
  • Low-priced Airport hotel
  • Free comp. breakfast
From£76
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport - Newburgh
+1-888-749-6785
1 Crossroads Court, Newburgh, NY 12550 +1-888-749-6785 ~18.35 miles east of Middletown
  • Affordable Suburban property
  • Check-in time: 3:00pm
From£105
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge in Newburgh
+1-888-878-9982
90 Rt. 17k, Newburgh, NY 12550 +1-888-878-9982 ~18.54 miles east of Middletown
  • Low Cost Highway property
  • 80 rooms in hotel
Howard Johnson by Wyndham Newburgh / West Point in Newburgh
+1-888-389-4485
95 State Route 17k, Newburgh, NY 12550 +1-888-389-4485 ~18.61 miles east of Middletown
  • 2 star Highway hotel
  • Complimentary breakfast is offered
From£44
Poor 2.5 /5 Review Score Call BookMore Details
Ramada by Wyndham Newburgh / West Point - Newburgh
+1-888-389-4121
1289 Route 300, Newburgh, NY 12550 +1-888-389-4121 ~18.72 miles east of Middletown
  • Cheap Airport hotel
  • Hotel has 35 suites
From£60
Poor 2.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
+1-888-675-2083
1287 Route 300, Newburgh, NY 12550 +1-888-675-2083 ~18.75 miles east of Middletown
  • Cheap Airport hotel
  • Airport shuttle provided
From£45
Poor 2.0 /5 Review Score Call BookMore Details
Resorts World Catskills - Monticello
+1-800-716-8490
888 Resorts World Dr., Monticello, NY 12701 +1-800-716-8490 ~18.76 miles northwest of Middletown
  • Four-star hotel
From£95
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Monticello
+1-800-805-5223
290 Broadway, Monticello, NY 12701 +1-800-805-5223 ~19.21 miles northwest of Middletown
  • Economy property
  • 46 rooms in hotel
From£53
Very good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Monticello : 290 East Broadway
+1-888-965-1860
290 East Broadway, Monticello, NY 12701 +1-888-965-1860 ~19.27 miles northwest of Middletown
  • Low priced Rural hotel
  • 46 sleeping rooms in hotel
From£45
Very good 4.0 /5 Guest Reviews Call BookMore Details
Countryside Inn & Suites - New Windsor
+1-888-788-5576
310 Windsor Highway, New Windsor, NY 12553 +1-888-788-5576 ~19.28 miles east of Middletown
  • Low priced Rural hotel
  • Hotel has 7 suites
From£45
Poor 2.0 /5 Review Score Call BookMore Details
Days Inn
+1-888-897-9207
15 Rt 94, Mcafee, NJ 07428 +1-888-897-9207 ~19.64 miles south of Middletown
  • Mid-scale property
From£38
Average 3.0 /5 Reviews Call BookMore Details
Upstate Inn Monticello
+1-888-311-4278
12 Jones St., Monticello, NY 12701 +1-888-311-4278 ~19.74 miles northwest of Middletown
  • Cheap Lake hotel
  • 24 rooms in hotel
From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Resorts World Catskills Casino in Monticello
+1-888-469-4795
888 a Resorts World Dr., Monticello, NY 12701 +1-888-469-4795 ~19.91 miles northwest of Middletown
  • Expensive hotel
  • Check in: 16:00
From£113
Average 3.5 /5 Hotel Reviews Call BookMore Details
Quality Inn Near Mountain Creek
+1-888-734-9421
15 Route 94, Vernon, NJ 07462 +1-888-734-9421 ~19.93 miles south of Middletown
  • Midscale hotel
  • 38 rooms in hotel
From£60
Average 3.0 /5 Review Score Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-841-5292
555 Resorts World Dr., Monticello, NY 12701 +1-888-841-5292 ~19.96 miles northwest of Middletown
  • 3 star Mountain hotel
  • 7 floors in hotel
From£68
Very good 4.0 /5 Reviews Call BookMore Details
Grand Cascades Lodge in Hamburg
+1-888-455-5160
1 Wild Turkey Way, Hamburg, NJ 07419 +1-888-455-5160 ~20.77 miles south of Middletown
  • 4-star Mountain hotel
  • Check in time: 4:00 PM
From£151
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Monticello in Monticello
+1-888-965-8297
16 Raceway Rd., Monticello, NY 12701 +1-888-965-8297 ~20.81 miles northwest of Middletown
  • Three Star Downtown property
  • Check-in: 3:00 PM
From£82
Average 3.0 /5 Read Reviews Call BookMore Details
Windsor Motel
+1-888-906-6358
2976 Us Route 9w, New Windsor, NY 12553 +1-888-906-6358 ~20.99 miles east of Middletown
  • 2 star hotel
  • Check in time: 2:00 P.M
Crystal Springs Resort in Hamburg
+1-888-749-6785
3 Wild Turkey Way, Hamburg, NJ 07419 +1-888-749-6785 ~21.02 miles south of Middletown
  • High end Golf Course hotel
  • 150 suites in hotel
From£121
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Tom Quick Inn in Milford
+1-888-878-9982
411 Broad St., Milford, PA 18337 +1-888-878-9982 ~21.26 miles west of Middletown
  • Affordable property
From£60
Average 3.0 /5 Latest Reviews Call BookMore Details

Next: See My Middletown Hotels with Pricing

When to Visit Middletown, New York

Middletown, New York, has distinct seasons that offer very different experiences in Orange County. Visit during the summer for warm weather with highs in the low 80s and lows in the 60s. June is the wettest month of the year with an average of four inches of rainfall. The rest of the summer months aren't far behind.

As fall approaches, temperatures cool rapidly to an average high of 75 in September, 64 in October, and 52 in November. Average lows stay about 20 degrees below the highs, and dip accordingly as the season progresses. By winter, highs are in the 30s and 40s while lows can dip into the teens. Middletown has an average of nearly 42 inches of snowfall each year, so you'll want to pack your boots and plenty of layers if you're visiting during this season.

By spring, the temperatures are ready to climb again. You'll find an average high of 49 in March, 61 in April, and 72 in May. Monthly precipitation increases gradually through these months as well. The moderate temperatures make this one of the more popular seasons to visit.

Best Discounts in Middletown, New York

Stay at the Holiday Inn in Middletown and you can take advantage of the IHG Rewards Club. Additional discounts are available for military and government personnel, auto club members, and seniors. Check out the latest offerings to make sure you're getting the most out of your stay.

The Super 8 Middletown, Microtel Inn & Suites, and Days Inn Middletown are part of the Wyndham Rewards program. If you've accumulated points with other participating locations like the Ramada, Baymont Inn & Suites, Howard Johnson, or Travelodge, you can cash them in for special discounts on your current stay. New members can start earning points for future rewards immediately. This hotel also offers a 15 percent military appreciation discount. Auto club members save 10 percent, and AARP members can save 20 percent on their stay.

Best Value Options in Middletown, New York

Make sure each dollar goes as far as possible with convenient lodgings at one of Middletown's value hotels. The Microtel Inn & Suites by Wyndham Middletown is a prime choice if you want a little added space during your stay. Rooms include sleeper sofas, microwaves, and refrigerators. You'll enjoy a free breakfast in the morning. Guests in town for business will enjoy the hotel's meeting room, with space for up to 40 people, and its business center.

The Holiday Inn Middletown-Goshen is another value-packed choice. This hotel offers a meeting space that can hold up to 300 people. The hotel's own event specialists will assist with catering and equipment needs. You'll find both an outdoor pool and heated indoor pool here so you can take a dip in any season. Guest rooms include a mini-refrigerator and microwave. Ample in-room entertainment is available with premium cable, in-room movies, and video games on hand.

Getting Around Middletown, New York

Your best option for getting around Middletown and the greater Orange County area is to bring or rent a car. The area isn't as pedestrian-friendly as New York City, and many of its best highlights are widespread. While other cities often boast hotels with free local shuttles, these amenities aren't available in Middletown. If you want the freedom to reach the Appalachian Trail for a day of hiking, or head into the Catskills to take a zipline adventure, you'll need a car or taxi service to get to your destination.

The one type of public transportation that you will want to know about in Middletown is the Short Line Bus to New York City. Since a car is more of a hindrance than a help in NYC, it's best to take the bus in if you're planning to spend a day or two in the city. The bus offers departures at least twice an hour from 8:00 a.m. till 1:00 a.m., and once an hour till almost 4:00 a.m. Check the schedule ahead of time to make sure you're on top of the latest listings.

If you're looking for a New York vacation in a peaceful locale, Middletown and the Orange County area should have just what you're after. With a diverse hotel landscape, you can find everything from a bare bones budget destination to a more elegant bed and breakfast for your stay.

What did travelers think of the city of Middletown?

Below are reviews of the city of Middletown, NY from an actual visitor's perspective.

"Middletown"
Score 4.0 / 5

Middletown is like any other city, you have good parts and bad parts. There is plenty of shopping choices. Plenty of farms surround Middletown.

Christopher S., from 15-Oct-2025
"Beautiful country lifestyle!"
Score 4.0 / 5

Beautiful country lifestyle!

Tabetri H., from 28-Aug-2025
"Shopping and restaurants"
Score 5.0 / 5

Carol T., from 22-Aug-2025
"Mall!"
Score 5.0 / 5

Mall!

Benntt C., from 01-Apr-2025
"Great Shopping!"
Score 5.0 / 5

Plenty of shopping and everyone I met was nice.

Jane W., from 07-Feb-2025
"Convenient Shopping Area"
Score 4.0 / 5

Convenient shopping area

Joanne G., from 12-Nov-2024
"Proximity to Garnett Medical Center"
Score 5.0 / 5

Only visited Garnett Medical Center

Wilzetta H., from 18-Oct-2024
"Good Shopping!"
Score 5.0 / 5

Good shopping!

Tina K., from 05-Jul-2024
"Many restaurants near hotel."
Score 4.0 / 5

Many restaurant options in close vicinity to the hotel.

Gerard D., from 01-Oct-2023
"Excellent Hotel"
Score 5.0 / 5

The hotel was excellent!

Thomas N., from 09-May-2023
"Golf Course Wedding Venue"
Score 4.0 / 5

Golf course (wedding)

Mark B., from 13-Dec-2022
"Lego Land"
Score 5.0 / 5

Close to shopping, restaurants, mall & Lego Land.

Michael C., from 09-Aug-2022
"Fun Brewery Named Equilibrium"
Score 5.0 / 5

We had dinner at a fun brewery Equilibrium.

Douglas P., from 04-Aug-2022
"Good restaurant choices within walking distance of hotel."
Score 4.0 / 5

Nice to have a few restaurant choices within walking distance of the hotel.

Floyd B., from 27-May-2022
"Restaurants within walking distance."
Score 5.0 / 5

Nice to have a few restaurants within walking distance of the hotel.

Floyd B., from 26-May-2022
"Friendly city with a fantastic Mexican restaurant, El Tapatio!"
Score 4.0 / 5

Friendly city with a fantastic Mexican restaurant, El Tapatio!

Deborah H., from 14-May-2022
"Friendly city with a fantastic Mexican restaurant, El Tapatio!"
Score 5.0 / 5

Friendly city with a fantastic Mexican restaurant, El Tapatio!

Deborah H., from 13-May-2022
"Nice rural surroundings."
Score 4.0 / 5

The rural surroundings, not so much traffic.. Nice change from the New York City where I reside.

Elvis H., from 25-Mar-2022
"Nice Rural Surroundings"
Score 5.0 / 5

The rural surroundings, not so much traffic. Nice change from the New York City where I reside.

Elvis H., from 24-Mar-2022
"Lots to eat and do."
Score 5.0 / 5

Many places to eat and things to do in the area.

David F., from 03-Nov-2019
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