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 & Accommodations

Sleep Inn & Suites Middletown Goshen in Middletown 3491 Route 6, Middletown, NY 10940 Call
  • Low Cost Highway property
  • Check in: 3:00 pm
From$89
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Middletown 41 Dunning Rd., Middletown, NY 10940 Call
  • Cheap hotel
  • 4 floors in property
From$104
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen 20 Med Parc Rd., Middletown, NY 10940 Call
  • Midscale Downtown property
  • Check in time: 3:00pm
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Middletown 4939 Route 17 M, New Hampton, NY 10958 Call ~2.65 miles south of Middletown
  • Cheap Suburban hotel
  • Check in: 1pm
La Quinta Inn & Suites by Wyndham Middletown - Middletown 551 Route 211 East, Middletown, NY 10941 Call
  • Economy Suburban property
  • Hotel has 2 floors
From$48
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Middletown 563 Route 211 East, Middletown, NY 10940 Call
  • Low Cost Highway property
  • Hotel has 2 floors
From$60
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Middletown Ny - Middletown 20 Crystal Run Crossing, Middletown, NY 10941 Call
  • Two star Suburban property
  • Hotel has 127 rooms
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn Middletown Goshen in Middletown 57 Tower Dr., Middletown, NY 10941 Call
  • 3 star Suburban property
  • 4 floors in hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Middletown - Middletown 600 Route 211 East, Middletown, NY 10941 Call
  • Mid-scale Suburban property
  • Fitness + Health Center
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Middletown - Middletown 19 Crystal Run Crossing, Middletown, NY 10941 Call
  • Economical Highway property
  • Hotel has 20 suites
From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott 24 Crystal Run Crossing, Middletown, NY 10941 Call
  • 3-star Suburban hotel
  • Gym is available on property
From$105
Very Good 4.5 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown - Goshen 20 Hatfield Lane, Goshen, NY 10924 Call ~5.60 miles southeast of Middletown
  • Affordable Suburban hotel
  • Check-in: 3:00PM
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Wurtsboro - Wurtsboro 21 Perron Dr., Wurtsboro, NY 12790 Call ~9.33 miles northwest of Middletown
  • Two-star hotel
From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG - Chester 2 Bryle Pl, Chester, NY 10918 Call ~9.47 miles southeast of Middletown
  • Affordable Rural property
  • 3 floors in hotel
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook - Montgomery 207 Montgomery Rd., Montgomery, NY 12549 Call ~11.61 miles east of Middletown
  • Inexpensive Airport property
  • Check-in: 3:00pm
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel 2105 Ny 208, Montgomery, NY 12549 Call ~12.04 miles east of Middletown
  • Affordable property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery by IHG 2105 State Route 208, Montgomery, NY 12549 Call ~12.04 miles east of Middletown
  • Affordable Highway hotel
  • 3 floors in hotel
From$96
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury : 1 Sleep Way 1 Sleep Way, Monroe, NY 10950 Call ~13.35 miles east of Middletown
  • Affordable Suburban hotel
  • 64 sleeping rooms in hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Bhr Banquet 277 Rock Hill Dr., Rock Hill, NY 12775 Call ~15.05 miles northwest of Middletown
  • Low Cost hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Rock Hill at Sullivan Center 283 Rock Hill Dr., Rock Hill, NY 12775 Call ~15.14 miles northwest of Middletown
  • 3 star Mountain hotel
  • 70 sleeping rooms in hotel
From$111
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford - Matamoras 120 Routes 6 & 209, Matamoras, PA 18336 Call ~16.49 miles west of Middletown
  • Low priced Highway property
  • 2 suites in property
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Matamoras/Milford : 122 Westfall Town Dr. 122 Westfall Town Dr., Matamoras, PA 18336 Call ~16.53 miles west of Middletown
  • Affordable Rural property
  • Gym is available on property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Arrow Park 1061 Orange Turnpike, Monroe, NY 10950 Call ~16.63 miles southeast of Middletown
  • Low priced Lake hotel
  • 2 floors in hotel
From$375
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport 4 Governor Dr., Newburgh, NY 12550 Call ~17.02 miles east of Middletown
  • 3-star Rural property
  • 8 suites in hotel
From$114
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Crossroads Hotel, Newburgh 5 Lakeside Rd., Newburgh, NY 12550 Call ~17.02 miles east of Middletown
  • Affordable Airport property
  • Airport shuttle provided
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport in New Windsor 180 Breunig Rd., New Windsor, NY 12553 Website Call ~17.05 miles east of Middletown
  • Expensive Rural property
  • 4 floors in property
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Americas Best Value Inn at Central Valley-Woodbury - Central Valley 139 Route 32, Central Valley, NY 10917 Call ~17.63 miles east of Middletown
  • Two-star Suburban hotel
  • 2 floors in hotel
From$68
Average 3.0 /5 Hotel Reviews Call BookMore Details
Honor’s Haven Retreat & Conference : 1195 Arrowhead Rd. 1195 Arrowhead Rd., Ellenville, NY 12428 Call ~17.74 miles north of Middletown
  • Mid-scale Mountain property
  • 17 meeting rooms in hotel
From$131
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Harriman Woodbury - Central Valley 60 Centre Dr., Central Valley, NY 10917 Call ~17.78 miles southeast of Middletown
  • Midscale Mountain hotel
  • Free breakfast available
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Suites 100 Estrada Rd., Woodbury, NY 10917 Call ~18.03 miles east of Middletown
  • Affordable Suburban hotel
  • Hotel has 85 suites
From$145
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 915 Union Ave. I 84, New Windsor, NY 12553 Call ~18.20 miles east of Middletown
  • Low-priced Airport hotel
  • Fitness center on property
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport in Newburgh 1 Crossroads Court, Newburgh, NY 12550 Call ~18.35 miles east of Middletown
  • Midscale Suburban hotel
  • Free breakfast available
From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge 90 Rt. 17k, Newburgh, NY 12550 Call ~18.54 miles east of Middletown
  • Low-priced Highway hotel
  • 80 sleeping rooms in hotel
Howard Johnson by Wyndham Newburgh / West Point in Newburgh 95 State Route 17k, Newburgh, NY 12550 Call ~18.61 miles east of Middletown
  • Low Cost Highway property
  • 2 floors in hotel
From$59
Poor 2.5 /5 Reviews Call BookMore Details
Ramada by Wyndham Newburgh / West Point 1289 Route 300, Newburgh, NY 12550 Call ~18.72 miles east of Middletown
  • 2-star Airport hotel
  • 150 rooms in hotel
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport 1287 Route 300, Newburgh, NY 12550 Call ~18.75 miles east of Middletown
  • Two star Airport property
  • Shuttle to airport available
Resorts World Catskills : 888 Resorts World Dr. 888 Resorts World Dr., Monticello, NY 12701 Call ~18.76 miles northwest of Middletown
  • High end property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Monticello in Monticello 290 Broadway, Monticello, NY 12701 Call ~19.21 miles northwest of Middletown
  • Two-star hotel
  • Hotel has 2 floors
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Monticello 290 East Broadway, Monticello, NY 12701 Call ~19.27 miles northwest of Middletown
  • Economy Rural hotel
  • Hotel has 2 floors
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Countryside Inn & Suites 310 Windsor Highway, New Windsor, NY 12553 Call ~19.28 miles east of Middletown
  • 2 star Rural property
  • 38 rooms in hotel
Days Inn : 15 Rt 94 15 Rt 94, Mcafee, NJ 07428 Call ~19.64 miles south of Middletown
  • Mid-scale property
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Upstate Inn Monticello 12 Jones St., Monticello, NY 12701 Call ~19.74 miles northwest of Middletown
  • Cheap Lake property
  • Check in: 3:00 PM
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Monticello : 29 Golden Ridge Rd. 29 Golden Ridge Rd., Monticello, NY 12701 Call ~19.90 miles northwest of Middletown
  • Midscale Rural property
  • 4 floors in property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Resorts World Catskills Casino 888 a Resorts World Dr., Monticello, NY 12701 Call ~19.91 miles northwest of Middletown
  • Expensive property
  • Hotel has 18 floors
From$149
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality Inn Near Mountain Creek 15 Route 94, Vernon, NJ 07462 Call ~19.93 miles south of Middletown
  • Affordable hotel
  • Check-in time: 11:00
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark : 555 Resorts World Dr. 555 Resorts World Dr., Monticello, NY 12701 Call ~19.96 miles northwest of Middletown
  • Mid-scale Mountain hotel
  • 324 suites in hotel
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Grand Cascades Lodge - Hamburg 1 Wild Turkey Way, Hamburg, NJ 07419 Call ~20.77 miles south of Middletown
  • Expensive Mountain hotel
  • 280 suites in hotel
From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Monticello - Monticello 16 Raceway Rd., Monticello, NY 12701 Call ~20.81 miles northwest of Middletown
  • Three Star Downtown hotel
  • 2 floors in property
From$108
Average 3.0 /5 Recent Reviews Call BookMore Details
Windsor Motel - New Windsor 2976 Us Route 9w, New Windsor, NY 12553 Call ~20.99 miles east of Middletown
  • Two star hotel
  • Check in time: 2:00 P.M
Crystal Springs Resort : 3 Wild Turkey Way 3 Wild Turkey Way, Hamburg, NJ 07419 Call ~21.02 miles south of Middletown
  • 4-star Golf Course hotel
  • 400 sleeping rooms in hotel
From$159
Very Good 4.0 /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 5.0 / 5

I grew up in the area. Middletown has alot of great shopping options.

Lucia M., from 31-Dec-2025
"Lots of shopping and restaurants nearby"
Score 5.0 / 5

Alexa M., from 25-Nov-2025
"Close to food and restaurants"
Score 4.0 / 5

Alison P., from 16-Nov-2025
"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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