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 - Middletown
+1-888-389-4121
3491 Route 6, Middletown, NY 10940 +1-888-389-4121
  • Economy Highway hotel
  • Fitness / Gym is on-site
From$89
Very Good 4.5 /5 Guest Reviews Call BookMore Details
TRU by Hilton Middletown
+1-888-675-2083
41 Dunning Rd., Middletown, NY 10940 +1-888-675-2083
  • 2 star property
  • Gym is available on property
From$104
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen - Middletown
+1-800-716-8490
20 Med Parc Rd., Middletown, NY 10940 +1-800-716-8490
  • 3 star Downtown property
  • Fitness / Gym is on-site
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Middletown - New Hampton
+1-800-805-5223
4939 Route 17 M, New Hampton, NY 10958 +1-800-805-5223 ~2.65 miles south of Middletown
  • 2-star Suburban property
  • Free breakfast
La Quinta Inn & Suites by Wyndham Middletown : 551 Route 211 East
+1-888-965-1860
551 Route 211 East, Middletown, NY 10941 +1-888-965-1860
  • Two-star Suburban property
  • Hotel has 3 suites
From$48
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Middletown
+1-888-788-5576
563 Route 211 East, Middletown, NY 10940 +1-888-788-5576
  • Low priced Highway property
  • Comp. Breakfast
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Middletown Ny
+1-888-897-9207
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-897-9207
  • Economical Suburban hotel
  • Gym is available on property
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Middletown Goshen
+1-888-311-4278
57 Tower Dr., Middletown, NY 10941 +1-888-311-4278
  • Affordable Suburban property
  • 4 floors in property
From$80
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
  • 3-star Suburban property
  • 5 floors in property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Middletown - Middletown
+1-888-734-9421
19 Crystal Run Crossing, Middletown, NY 10941 +1-888-734-9421
  • Two star Highway property
  • Check in time: 3:00PM
From$72
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott in Middletown
+1-888-841-5292
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-841-5292
  • 3-star Suburban hotel
  • Hotel has 134 rooms
From$105
Very Good 4.5 /5 Latest 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 hotel
  • 3 meeting rooms in property
From$75
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
  • Cheap hotel
  • Hotel has 2 floors
From$57
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG
+1-888-906-6358
2 Bryle Pl, Chester, NY 10918 +1-888-906-6358 ~9.47 miles southeast of Middletown
  • Three Star Rural property
  • Check-in time: 3:00pm
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook - Montgomery
+1-888-749-6785
207 Montgomery Rd., Montgomery, NY 12549 +1-888-749-6785 ~11.61 miles east of Middletown
  • Cheap Airport hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel in Montgomery
+1-888-878-9982
2105 Ny 208, Montgomery, NY 12549 +1-888-878-9982 ~12.04 miles east of Middletown
  • 3 star property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery by IHG in Montgomery
+1-888-389-4485
2105 State Route 208, Montgomery, NY 12549 +1-888-389-4485 ~12.04 miles east of Middletown
  • Midscale Highway property
  • 81 rooms in hotel
From$96
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury
+1-888-389-4121
1 Sleep Way, Monroe, NY 10950 +1-888-389-4121 ~13.35 miles east of Middletown
  • Midscale Suburban property
  • Hotel has 64 rooms
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Bhr Banquet
+1-888-675-2083
277 Rock Hill Dr., Rock Hill, NY 12775 +1-888-675-2083 ~15.05 miles northwest of Middletown
  • Two-star hotel
From$60
Average 3.0 /5 Recent 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
  • Mid-scale Mountain property
  • 4 meeting rooms in hotel
From$111
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford : 120 Routes 6 & 209
+1-800-805-5223
120 Routes 6 & 209, Matamoras, PA 18336 +1-800-805-5223 ~16.49 miles west of Middletown
  • Cheap Highway property
  • 109 rooms in property
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Matamoras / Milford - Matamoras
+1-888-965-1860
122 Westfall Town Dr., Matamoras, PA 18336 +1-888-965-1860 ~16.53 miles west of Middletown
  • Midscale Rural property
  • Hotel has 4 floors
From$99
Very Good 4.0 /5 Guest 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
  • Low Cost Lake hotel
  • Hotel has 4 suites
From$375
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport in Newburgh
+1-888-897-9207
4 Governor Dr., Newburgh, NY 12550 +1-888-897-9207 ~17.02 miles east of Middletown
  • Affordable Rural property
  • Hotel has 8 suites
From$114
Average 3.0 /5 Guest Reviews Call BookMore Details
The Crossroads Hotel 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
  • 2 conference rooms in property
From$109
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites Stewart Airport
+1-888-469-4795
180 Breunig Rd., New Windsor, NY 12553 Website +1-888-469-4795 ~17.05 miles east of Middletown
  • Four star Rural property
  • Complimentary breakfast is offered
From$79
Average 3.0 /5 Latest 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
  • Low-priced Suburban property
  • 2 floors in property
From$68
Average 3.0 /5 Reviews Call BookMore Details
Honor’s Haven Retreat & Conference in Ellenville
+1-888-841-5292
1195 Arrowhead Rd., Ellenville, NY 12428 +1-888-841-5292 ~17.74 miles north of Middletown
  • Mid-scale Mountain hotel
  • Fitness / Gym is on-site
From$131
Very Good 4.0 /5 Latest 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 hotel
  • Fitness center on property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites in Woodbury
+1-888-965-8297
100 Estrada Rd., Woodbury, NY 10917 +1-888-965-8297 ~18.03 miles east of Middletown
  • Affordable Suburban property
  • 85 rooms in property
From$145
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
+1-888-906-6358
915 Union Ave. I 84, New Windsor, NY 12553 +1-888-906-6358 ~18.20 miles east of Middletown
  • 2-star Airport property
  • Free comp. breakfast
From$100
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport
+1-888-749-6785
1 Crossroads Court, Newburgh, NY 12550 +1-888-749-6785 ~18.35 miles east of Middletown
  • 3-star Suburban property
  • Check-in: 3:00pm
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge : 90 Rt. 17k
+1-888-878-9982
90 Rt. 17k, Newburgh, NY 12550 +1-888-878-9982 ~18.54 miles east of Middletown
  • Low Cost Highway hotel
  • 2 suites in property
Howard Johnson by Wyndham Newburgh / West Point : 95 State Route 17k
+1-888-389-4485
95 State Route 17k, Newburgh, NY 12550 +1-888-389-4485 ~18.61 miles east of Middletown
  • Economy Highway property
  • Check-in: 03:00pm
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
  • Inexpensive Airport property
  • Hotel has an eco-friendly policy Read more
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport - Newburgh
+1-888-675-2083
1287 Route 300, Newburgh, NY 12550 +1-888-675-2083 ~18.75 miles east of Middletown
  • 2 star Airport hotel
  • Airport shuttle provided
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
  • High-end property
From$125
Average 3.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Monticello : 290 Broadway
+1-800-805-5223
290 Broadway, Monticello, NY 12701 +1-800-805-5223 ~19.21 miles northwest of Middletown
  • Inexpensive hotel
  • Check-in: 15:00
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Monticello
+1-888-965-1860
290 East Broadway, Monticello, NY 12701 +1-888-965-1860 ~19.27 miles northwest of Middletown
  • Economy Rural hotel
  • 46 sleeping rooms in hotel
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Countryside Inn & Suites
+1-888-788-5576
310 Windsor Highway, New Windsor, NY 12553 +1-888-788-5576 ~19.28 miles east of Middletown
  • Cheap Rural hotel
  • Free breakfast available
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Days Inn : 15 Rt 94
+1-888-897-9207
15 Rt 94, Mcafee, NJ 07428 +1-888-897-9207 ~19.64 miles south of Middletown
  • Three Star property
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Upstate Inn Monticello : 12 Jones St.
+1-888-311-4278
12 Jones St., Monticello, NY 12701 +1-888-311-4278 ~19.74 miles northwest of Middletown
  • 2-star Lake property
  • Check in time: 3:00 PM
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Monticello
+1-888-469-4795
29 Golden Ridge Rd., Monticello, NY 12701 +1-888-469-4795 ~19.90 miles northwest of Middletown
  • Mid-scale Rural hotel
  • Comp. Breakfast
From$80
Average 3.0 /5 Review Score Call BookMore Details
Resorts World Catskills Casino
+1-888-734-9421
888 a Resorts World Dr., Monticello, NY 12701 +1-888-734-9421 ~19.91 miles northwest of Middletown
  • 4 star property
  • Check-in: 16:00
From$149
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality Inn Near Mountain Creek in Vernon
+1-888-841-5292
15 Route 94, Vernon, NJ 07462 +1-888-841-5292 ~19.93 miles south of Middletown
  • Midscale property
  • 38 sleeping rooms in hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
The Kartrite Resort Indoor Waterpark - Monticello
+1-888-455-5160
555 Resorts World Dr., Monticello, NY 12701 +1-888-455-5160 ~19.96 miles northwest of Middletown
  • Midscale Mountain property
  • 324 rooms in property
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Grand Cascades Lodge
+1-888-965-8297
1 Wild Turkey Way, Hamburg, NJ 07419 +1-888-965-8297 ~20.77 miles south of Middletown
  • High end Mountain property
  • 24 conference rooms in property
From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Monticello : 16 Raceway Rd.
+1-888-906-6358
16 Raceway Rd., Monticello, NY 12701 +1-888-906-6358 ~20.81 miles northwest of Middletown
  • Midscale Downtown hotel
  • Hotel has 2 suites
From$108
Average 3.0 /5 Recent Reviews Call BookMore Details
Windsor Motel - New Windsor
+1-888-749-6785
2976 Us Route 9w, New Windsor, NY 12553 +1-888-749-6785 ~20.99 miles east of Middletown
  • Low Cost property
  • 28 rooms in property
Crystal Springs Resort in Hamburg
+1-888-878-9982
3 Wild Turkey Way, Hamburg, NJ 07419 +1-888-878-9982 ~21.02 miles south of Middletown
  • 4 star Golf Course hotel
  • Check-in: 4:00 PM
From$159
Very Good 4.0 /5 Read 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.

"Excellent "
Score 4.0 / 5

Excellent and convenient near the hotel.

Donna I., from 25-Aug-2026
"Conference ST Goshen"
Score 4.0 / 5

Anthony W., from 29-Jun-2026
"We came for an event"
Score 4.0 / 5

Harsh D., from 27-Jun-2026
"Places to eat and amenities close"
Score 4.0 / 5

Danielle B., from 15-Jun-2026
"Wedding"
Score 5.0 / 5

We were only in Middletown overnight to attend a wedding.

Cheryl F., from 03-Jun-2026
"Breakfast options very close by"
Score 4.0 / 5

Edwin R., from 02-Jun-2026
"Family"
Score 5.0 / 5

Paula I., from 26-May-2026
"We went to a show in Sugarloaf"
Score 4.0 / 5

Kathleen K., from 12-Apr-2026
" 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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