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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 3491 Route 6, Middletown, NY 10940
  • Two star Highway property
  • Access to gym on-site
From$70
Very Good 4.5 /5Review Score CallBookMore Details
Days Inn Middletown 4939 Route 17m, New Hampton, NY 10958 ~2.69 miles south of Middletown
  • Cheap Highway property
  • Complimentary breakfast is offered
Wallkill Inn & Suites : 551 Route 211 East 551 Route 211 East, Middletown, NY 10941
  • Cheap Suburban hotel
  • 3 suites in hotel
  • Most guests complained about the bathroom
  • No breakfast
Super 8 Middletown 563 Route 211 East, Middletown, NY 10940
  • 2 star Highway hotel
  • 82 rooms in hotel
Courtyard by Marriott 24 Crystal Run Crossing, Middletown, NY 10941
  • Midscale Suburban property
  • 4 floors in hotel
From$85
Very Good 4.5 /5Read Reviews CallBookMore Details
Hampton Inn Middletown - Middletown 20 Crystal Run Crossing, Middletown, NY 10941
  • 3 star Suburban hotel
  • Hotel has 6 suites
  • Most guests said the reception staff was great
  • Cute shops
From$95
Very Good 4.5 /5Review Score CallBookMore Details
Microtel Inn & Suites Middletown - Middletown 19 Crystal Run Crossing, Middletown, NY 10941
  • Cheap Highway hotel
  • 20 suites in hotel
  • Close to restaurants and shopping
  • Breakfast is below average
Home2 Suites by Hilton Middletown : 600 Route 211 East 600 Route 211 East, Middletown, NY 10941
  • Three Star hotel
  • 95 rooms in property
From$80
Very Good 4.5 /5Read Reviews CallBookMore Details
Holiday Inn Middletown Goshen - Middletown 68 Crystal Run Rd., Middletown, NY 10941
  • 3 star Suburban hotel
  • 101 sleeping rooms in hotel
  • Most guests found problems with the furniture
  • Very quiet
Comfort Inn & Suites Goshen / Middletown in Goshen 20 Hatfield Lane, Goshen, NY 10924 ~5.61 miles southeast of Middletown
  • Midscale Suburban property
  • 4 meeting rooms in hotel
From$69
Very Good 4.0 /5Review Score CallBookMore Details
Glenmere Mansion 634 Pine Hill Rd. Po Box 170, Chester, NY 10918 ~9.05 miles southeast of Middletown
  • Three Star hotel
  • Hotel has 3 floors
Days Inn : 21 Perron Dr. 21 Perron Dr., Wurtsboro, NY 12790 ~9.34 miles northwest of Middletown
  • Low Cost hotel
  • Awful breakfast
  • Average cleanliness
Holiday Inn Express Hotel & Suites Chester 2 Bryle Place, Chester, NY 10918 ~9.49 miles southeast of Middletown
  • 2-star Rural property
  • Check-in time: 3:00pm
  • Most guests complained about the bathroom
  • Fitness area can be optimized
Super 8 - Montgomery
+1-888-690-5281
207 Montgomery Rd., Montgomery, NY 12549 ~11.62 miles east of Middletown
  • 2-star Airport property
  • 95 rooms in hotel
  • Hotel could use some updating
  • Most guests thought the facilities needed updating
Holiday Inn Express & Suites Montgomery - Montgomery 2105 State Route 208, Montgomery, NY 12549 ~12.06 miles east of Middletown
  • Mid-scale Highway property
  • 3 floors in hotel
From$94
Very Good 4.0 /5Review Score CallBookMore Details
Sleep Inn & Suites Monroe Woodbury 1 Sleep Way, Monroe, NY 10950 ~13.38 miles east of Middletown
  • Mid-scale Suburban property
  • 3 floors in hotel
From$89
Excellent 5.0 /5Reviews CallBookMore Details
Days Inn in Port Jervis 2247 Greenville Tpke, Port Jervis, NY 12771 ~14.82 miles west of Middletown
  • Low priced Highway property
  • 103 sleeping rooms in hotel
Ramada at the Sullivan Event Center - Rock Hill 283 Rock Hill Dr., Rock Hill, NY 12775 ~15.16 miles northwest of Middletown
  • Mid-scale Mountain property
  • 2 suites in property
  • Reception should be more attentive
  • Wonderful hospitality
From$111
Very Good 4.0 /5Latest Reviews CallBookMore Details
Best Western Inn at Hunt's Landing in Matamoras 120 Routes 6 & 209, Matamoras, PA 18336 ~16.52 miles west of Middletown
  • Three Star Highway property
  • 109 rooms in hotel
  • Food is all right
  • Fair breakfast prices
Hampton Inn Matamoras - Matamoras 122 Westfall Town Dr., Matamoras, PA 18336 ~16.57 miles west of Middletown
  • Mid-scale Rural property
  • 4 floors in property
Arrow Park in Monroe 1061 Orange Turnpike, Monroe, NY 10950 ~16.66 miles southeast of Middletown
  • Economy Lake hotel
  • Hotel has 4 suites
Courtyard by Marriott Newburgh 4 Governor Dr., Newburgh, NY 12550 ~17.04 miles east of Middletown
  • Mid-scale Rural property
  • 3 floors in hotel
  • Plenty of food
  • Resturants near by
From$114
Very Good 4.0 /5Guest Reviews CallBookMore Details
Four Points by Sheraton : 5 Lakeside Rd. 5 Lakeside Rd., Newburgh, NY 12550 ~17.04 miles east of Middletown
  • Affordable Airport property
  • Hotel has 3 floors
From$109
Average 3.5 /5Reviews CallBookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport 180 Breunig Rd., New Windsor, NY 12553 ~17.05 miles east of Middletown
  • Mid-scale Rural hotel
  • 4 floors in hotel
  • Beds comfortable
  • Excellent restaurant recommendations
From$99
Very Good 4.5 /5Read Reviews CallBookMore Details
Americas Best Value Inn 139 Route 32, Central Valley, NY 10917 ~17.67 miles east of Middletown
  • Economy Suburban property
  • 45 sleeping rooms in hotel
  • Comfortable beds
  • Almost all guests thought the minibar was ok
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If you're interested in outdoor recreation, Middletown is home to 13 parks and three outdoor swimming pools. Nestled in the southern Catskill Mountains, this is a picturesque area to explore. Highland Lakes State Park is located in Middletown as well. This park covers over 3,000 acres. It features lakes for fishing and trails for hiking or horseback riding. This is an undeveloped park, so you won't find amenities like restrooms, but you will find plenty of green space to roam.

Middletown is popular both as a quiet destination in its own right, and as a convenient locale for booking an affordable room while day tripping around the area to enjoy various Orange County and New York City highlights. Whether you're touring the local wineries, trying local farm to fork dining, enjoying a golf vacation, or heading to the city for shopping, you'll find Middletown offers a convenient home base for enjoying it all.

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.

Below is a chart of the current pricing seasonality of hotels and motels in Middletown, NY:

seasonality of hotel rates in Middletown

Averate Rates by Star Rating

Below are 3 charts displaying average nightly cost trends by star rating class in Middletown, NY. Analyze these charts to calculate the best time to book a room in Middletown during the year.

Luxury Hotels in Middletown, New York

4 Star Average Prices: $147.01

Middletown itself is short on luxury accommodations, but you can find several stunning picks just minutes away. Head to one of these unforgettable options for added pampering and an undeniable touch of elegance. Middletown is within easy reach, and you're sure to find the elegance you're after with these destinations.

The Cider Mill Inn Bed and Breakfast in Pine Island is a charming escape that will put you in an 1860s Victorian farmhouse. Manicured grounds, a spacious front porch, and a soothing garden pool will make you feel like you're a world away from the bustle of New York, though it's within an hour's drive.

You can choose from three distinct rooms at the Cider Mill Inn. The Gala Suite is the most romantic option with a private fireplace, sitting area, and hydromassage tub. Fluffy spa robes beg you to curl up and enjoy a leisurely day in the suite. The Braeburn room is furnished with fascinating antiques including a four-poster bed. The Cortland room channels the floral charm of the gardens outside in its sunny blue and yellow decor.

The Peach Grove Inn in Warwick, New York, is another luxury choice near Middletown. This inn features two parlors for relaxing or reading in the sunny ambiance. Head to the Music Room to try a tune on the grand piano or warm up by the fireplace. Coffee and tea are available throughout the day in the dining room. Extra treats like cheese, fruit, and bite-size brownies periodically appear here as well.

Each morning, guests enjoy a full breakfast at the inn. The menu changes regularly so you'll never get bored with predictable options. Enjoy delicacies like freshly baked peach muffins, cooked-to-order omelets, or blueberry-pecan baked French toast. Guest Rooms at the Peach Grove Inn feature private bathrooms, antique furnishings, complimentary Wi-Fi, bottled water, and fresh flowers. You can check out movies from the inn's private collection for added entertainment.

Affordable Hotels in Middletown, New York

3 Star Average Prices: $127.77

If you're looking for a low-cost room in the area, there are several options that fit the bill in Middletown. This area is popularly used as an affordable alternative to booking a room in pricier nearby areas like Vernon.

The Super 8 Middletown is a budget friendly option near Interstate 84 and Route 17. The hotel offers easy access to West Point Academy and the Catskills. Guests enjoy complimentary Wi-Fi, cable television, and a cozy workspace in each room. You can pad your vacation budget further with the hotel's free 8-item breakfast. Laundry facilities are available on-site as well so you can extend your stay easily if the allure of the area draws you in.

You'll find the Days Inn Middletown near Route 17 and Interstates 87 and 84. Begin your morning with a copy of the Times Herald or USA Today as you enjoy the complimentary Daybreak breakfast. A healthy menu of filling options like oatmeal, fresh fruit, and fresh-brewed coffee will give your day the right boost.

The seasonal outdoor pool at the Days Inn offers a refreshing spot for a quick dip. Rooms include a refrigerator and microwave so you can save on snacks and simple meals during your visit by keeping the essentials on hand in your room. Complimentary Wi-Fi and cable television offer ample entertainment.

3 Star Hotel Prices in Middletown

2 Star Average Prices: $105.07

2 Star Hotel Prices in Middletown

Which Middletown hotels have real discounts?

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.

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