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Hotels in Middletown

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Where to stay in Middletown?

Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
Wake up to a complimentary breakfast before exploring nearby attractions like LEGOLAND® New York and Paramount Theatre. After sightseeing, enjoy a refreshing swim in the indoor pool or visit the 24-hour fitness center. Free WiFi and parking enhance your stay.
The price is P5,492
P6,488 total
includes taxes & fees
Mar 23 - Mar 24
Sleep Inn & Suites Middletown - Goshen
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (704 reviews)
Situated just minutes from LEGOLAND® New York and Galleria at Crystal Run, this hotel offers a refreshing indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while the helpful staff ensures a pleasant stay in clean, business-friendly accommodations.
The price is P5,769
P6,815 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express & Suites Middletown - Goshen by IHG
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (977 reviews)
Modern accommodations just minutes from LEGOLAND® New York. This hotel offers complimentary English breakfast, WiFi, and parking. Energize at the 24-hour fitness center or relax on the terrace after exploring nearby Orange County Fairgrounds.
The price is P5,341
P6,309 total
includes taxes & fees
Mar 1 - Mar 2
Tru by Hilton Middletown
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (975 reviews)
Discover serene comfort near LEGOLAND® New York at this Middletown gem. The indoor pool invites morning swims, while free breakfast, parking, and WiFi enhance your stay. Explore nearby restaurants or visit Galleria at Crystal Run after a peaceful night's rest.
The price is P6,426
P7,591 total
includes taxes & fees
Mar 5 - Mar 6
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,009 reviews)
Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.
The price is P4,894
P5,781 total
includes taxes & fees
Feb 25 - Feb 26
Courtyard by Marriott Middletown Goshen
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (751 reviews)
Immersive indoor pool and 24-hour fitness center complement spacious suites at this Middletown hotel. Located near Galleria at Crystal Run and LEGOLAND® New York, enjoy free breakfast, WiFi, and parking with friendly staff ready to assist.
The price is P9,577
P11,517 total
includes taxes & fees
Feb 27 - Feb 28
Home2 Suites by Hilton Middletown
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
This quiet Middletown hotel offers a seasonal outdoor pool and free breakfast just minutes from LEGOLAND® New York. Clean rooms provide comfort after visiting the Galleria at Crystal Run mall. With free WiFi and parking, plus fitness center access, guests praise the helpful staff.
The price is P5,125
P6,054 total
includes taxes & fees
Feb 23 - Feb 24
Hampton Inn by Hilton Middletown
Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,001 reviews)
Experience peaceful relaxation at this Middletown motel, just 15 minutes from LEGOLAND. Surrounded by restaurants and shopping, guests enjoy complimentary WiFi, free parking, and attentive 24-hour service near Galleria at Crystal Run.
The price is P4,536
P5,358 total
includes taxes & fees
Feb 22 - Feb 23
Super 8 by Wyndham Middletown
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (320 reviews)
Minutes from Galleria at Crystal Run and Orange County Fairgrounds, this hotel offers an inviting indoor pool and complimentary breakfast. Relax at the bar after exploring nearby LEGOLAND®. Free parking and helpful staff ensure a comfortable, convenient stay.
The price is P9,339
P11,032 total
includes taxes & fees
Mar 4 - Mar 5
Residence Inn by Marriott Middletown Goshen
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999 reviews)
Wake up refreshed at this welcoming Middletown hotel where complimentary continental breakfast jumpstarts your day. Just a short drive from LEGOLAND® New York and Galleria at Crystal Run, enjoy free WiFi and parking while helpful staff ensure a pleasant stay.
The price is P5,883
P6,949 total
includes taxes & fees
Feb 24 - Feb 25
Microtel Inn & Suites by Wyndham Middletown
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (42 reviews)
Set in Middletown, this hotel offers convenient access to LEGOLAND® New York and Galleria at Crystal Run. Just 28 minutes from Stewart Intl. Airport and 22 minutes from Harriman Station, it's perfectly positioned for regional exploration.
The price is P5,874
P6,938 total
includes taxes & fees
Mar 1 - Mar 2
Candlewood Suites Middletown Goshen by IHG
Columbus Hotel
Columbus Hotel
3.0 star property
Middletown
6.0 out of 10, (6 reviews)
This charming Middletown B&B offers a cozy restaurant and relaxing bar just 15 minutes from LEGOLAND® New York. Guests enjoy thoughtful touches like plush bathrobes, free WiFi, and complimentary parking, with Paramount Theatre and Orange County Fair Speedway nearby.
Columbus Hotel
Days Inn by Wyndham Middletown
Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (681 reviews)
Wake up to a complimentary on-the-go breakfast at this motel before heading to nearby LEGOLAND® New York, just a 10-minute drive away. Take a refreshing dip in the seasonal outdoor pool after exploring Soons Orchards in the area.
The price is P4,894
P5,781 total
includes taxes & fees
Feb 24 - Feb 25
Days Inn by Wyndham Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,004 reviews)
Wake up to a free breakfast at this Goshen hotel, just 5 minutes from LEGOLAND® New York. Cool off in the seasonal outdoor pool or maintain your routine at the 24-hour fitness center. Guests love the helpful staff and convenient free parking and WiFi.
The price is P5,374
P6,617 total
includes taxes & fees
Mar 12 - Mar 13
Fairfield Inn & Suites by Marriott Goshen Middletown
Aspiratinns Hotel & Wellness Center
Aspiratinns Hotel & Wellness Center
3.0 star property
Slate Hill
Aspiratinns Hotel & Wellness Center
The Orange Inn Boutique Hotel
The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (157 reviews)
Escape to this boutique hotel where 6 coffee shops keep you energized between LEGOLAND® New York adventures. With a restaurant, bar, and free WiFi, you'll enjoy easy access to local attractions while the helpful staff ensures a memorable stay.
The price is P11,631
P14,321 total
includes taxes & fees
Feb 23 - Feb 24
The Orange Inn Boutique Hotel
Stagecoach Inn
Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
Unwind at this cozy B&B featuring a lovely garden and terrace. Enjoy complimentary breakfast and room service after a day of adventures at LEGOLAND® New York or the nearby Harness Racing Museum and Hall of Fame.
The price is P15,717
P19,351 total
includes taxes & fees
Feb 22 - Feb 23
Stagecoach Inn
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,002 reviews)
This conveniently located Chester hotel offers free perks including WiFi, parking, and weekday breakfast. Splash in the indoor pool after exploring nearby Woodbury Common Premium Outlets. Guests consistently praise the helpful staff and clean rooms.
The price is P4,420
P5,221 total
includes taxes & fees
Feb 26 - Feb 27
Holiday Inn Express Hotel & Suites Chester by IHG
Close to Trails: Studio w/ Water Views
Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
Discover this countryside apartment featuring full kitchens and private balconies in Westbrookville. Visit nearby Sheriff H. Frank Bigger Memorial Park or explore Gobbler's Knob State Forest. Free parking and air conditioning add to your comfort during your stay.
The price is P7,077
P13,826 total
includes taxes & fees
Feb 28 - Mar 1
Close to Trails: Studio w/ Water Views
Borland House Inn
Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (152 reviews)
Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.
Borland House Inn
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.

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Check out hotels with a pool in Middletown

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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.

When is the best time to visit Middletown?

Our prices for hotels in Middletown are cheapest in February
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Middletown
February
High 3°C / low -6°C. Snow likely.
View properties in February
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February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
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March, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
14°
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
20°
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
25°
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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28°
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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27°
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August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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23°
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
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January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
Monthly weather averages (˚C)

Top landmarks in Middletown

Learn more about Middletown

Catch a show at the Paramount Theatre, a beautifully restored 1930s movie palace that anchors downtown with vintage charm. The Orange County Farmers Museum offers a fascinating glimpse into rural life with its collection of antique tractors and agricultural implements. Racing enthusiasts can experience the thunder of engines at Orange County Fair Speedway, one of America's oldest dirt tracks. For family fun, head to nearby LEGOLAND New York, where colorful brick creations delight visitors of all ages. Nature lovers should explore the tranquil paths of Thomas Bull Memorial Park or spend an afternoon at Highland Lake. The Galleria at Crystal Run provides retail therapy when the weather turns, though locals prefer downtown's independent shops and restaurants.

Route 17 in ny is a great road to view the fall foliage
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Check out reviews of Middletown hotels guests love

Frequently asked questions

Can I book refundable accommodations in Middletown?
If you want the flexibility to change your plans to Middletown, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Middletown if I want a vacation home instead of a traditional hotel?
If you're looking for a good alternative to a hotel, browse our selection of 11 vacation homes. You can also consider one of the 5 cottages for your trip.
What will the weather in Middletown be like during my visit?
July and August are typically the warmest months in Middletown when the average temp is 68°F. January and February are the coldest months when the average temperature is 31°F. October and July are the months with the most rain.
Why should I book my Middletown accommodation with Hotels.com?
There are lots of reasons to book your Middletown trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Middletown

Whispers of History and Blooms: Discover the Enchantment of Middletown

Nestled in the heart of the Hudson Valley, Middletown, New York, is a charming blend of history and natural beauty. This vibrant city boasts stunning architecture, including historic churches and cathedrals, while the surrounding landscapes offer lush parks and scenic trails for outdoor enthusiasts. Explore the local arts scene, indulge in delightful cuisine at eclectic eateries, or unwind in the serene gardens that bloom with seasonal flowers. With its warm community spirit and inviting atmosphere, Middletown is an enchanting destination for those seeking a unique and culturally rich escape.

Discover great hotels in Middletown

Middletown, New York, offers a range of hotel accommodations, from cosy inns to well-appointed chains. Visitors can find comfortable stays suited for both leisure and business, featuring essential amenities and convenient locations. Whether you prefer a modern feel or a more traditional vibe, Middletown's hotels cater to diverse travel needs. Here are some of the most popular hotels with our travelers in Middletown:

  1. Days Inn by Wyndham MiddletownOpens in a new window: Days Inn by Wyndham Middletown is a 2.0-star motel that caters to travellers seeking a straightforward and comfortable lodging experience. This property is designed to provide essential amenities that facilitate a smooth stay, making it an excellent choice for those on business travel. The simplicity and practicality of the accommodation resonate with frequent travellers who appreciate efficiency. Positive sentiments highlight the welcoming atmosphere and the ease of access to local business hubs.
  2. Fairfield Inn & Suites by Marriott Goshen MiddletownOpens in a new window: Fairfield Inn & Suites by Marriott Goshen Middletown is a charming 2.5-star hotel that offers a warm and inclusive environment, ideal for leisure travellers looking for a family-friendly atmosphere. This property features thoughtful amenities for children, such as complimentary cribs, enhancing the overall experience for those travelling with younger guests. The hotel’s welcoming spirit and comfortable spaces are frequently praised, making it a delightful choice for those seeking a relaxing getaway.
  3. The Orange Inn Boutique HotelOpens in a new window: The Orange Inn Boutique Hotel is an adventure-focused lodging option that is perfect for thrill-seekers and outdoor enthusiasts. The property provides a range of adventure sports and recreational activities, including horse riding, fishing, and swimming, all conveniently located nearby. This hotel excels in offering unique experiences that cater to those who crave exploration and excitement. Guests frequently express their enjoyment of the diverse activities available, making it a top choice for those looking to immerse themselves in an adventurous stay.

Top locations to stay in Middletown

Some great areas to stay in when visiting Middletown, New York, are Goshen, Montgomery, and Chester. Goshen offers horseback riding and scenic views, making it perfect for nature lovers. Montgomery is family-friendly with various activities for all ages, while Chester boasts excellent shopping and dining options. For first-time visitors, Montgomery is best suited due to its diverse attractions.

  1. MontgomeryOpens in a new window: Montgomery is a charming town perfect for families seeking a relaxed getaway. Known for its family-friendly atmosphere, it offers a range of outdoor activities, including parks and recreational areas ideal for picnics and leisurely strolls. The local shops provide a quaint shopping experience, where you can discover unique goods and crafts. With its community events and seasonal festivals, Montgomery creates a warm and inviting environment that makes it a delightful place to stay for those looking to enjoy some quality time with loved ones.
  2. GoshenOpens in a new window: If you're an equestrian enthusiast, Goshen is a fantastic choice with its rich horseback riding culture. This picturesque town is home to beautiful landscapes and scenic trails, providing ample opportunities for outdoor exploration. The local farmers' market is a must-visit, showcasing fresh produce and artisanal products. Goshen's vibrant community spirit shines through its cultural events, making it an excellent spot for visitors wanting to immerse themselves in local traditions and enjoy leisurely days outdoors.
  3. ChesterOpens in a new window: Chester is a delightful little town that offers a unique blend of shopping and family-friendly activities. With lovely boutiques and artisan shops lining the streets, it's a great destination for those who enjoy a leisurely shopping experience. The town also boasts beautiful natural surroundings, perfect for family outings and outdoor adventures. Chester's welcoming atmosphere and community events make it a lovely place to stay, allowing visitors to enjoy a relaxed pace while exploring the local charm.

Things to do in Middletown

Middletown enchants visitors with its stunning landscapes, from lush parks and serene lakes to charming flower-filled gardens. Enjoy leisurely strolls, vibrant festivals, and delightful shopping experiences. Whether you fancy hiking through scenic trails or relaxing by the beach, this destination promises a refreshing escape for everyone.

  • Orange County Farmers MuseumOpens in a new window – Step back in time at the Orange County Farmers Museum, where you can explore the rich agricultural history of the area. Wander through exhibits showcasing vintage farming equipment and learn about traditional farming practices that shaped the region. With its charming architecture, it's a delightful spot for history enthusiasts and anyone curious about rural life.
  • Orange County FairgroundsOpens in a new window – Experience the vibrant atmosphere at the Orange County Fairgrounds, a hub of community events and fairs throughout the year. Check the schedule to catch exciting shows, delicious food vendors, and unique local crafts. This lively venue is perfect for families looking for a fun day out.
  • Orange County ArboretumOpens in a new window – Escape into nature at the Orange County Arboretum, where beautifully landscaped gardens and diverse plant collections await. Stroll along serene paths, take in the stunning floral displays, and enjoy the peaceful ambiance. This is an ideal location for picnics or simply unwinding in a picturesque setting.
  • Arrow Park Lake and LodgeOpens in a new window – Enjoy a day of relaxation at Arrow Park Lake and Lodge, a scenic spot perfect for fishing, hiking, or just soaking in the beauty of nature. The tranquil lake offers a serene backdrop, making it a great place to unwind or engage in outdoor activities with friends and family.
  • Museum VillageOpens in a new window – Visit Museum Village, a living history museum that transports you to the 19th century. Wander through authentically recreated buildings and engage with costumed interpreters who bring history to life. This immersive experience is perfect for those interested in architecture and the stories of the past.

4 tips for savvy savings when booking a hotel in Middletown

  1. Book for the cheapest times: The most affordable time to visit Middletown is during January, March, and December, when hotel prices tend to be lower. For a budget-friendly trip that allows you to fully appreciate the city's historical and cultural offerings, a stay of at least 2 to 3 days is recommended. During your visit, you can explore various landmarks, including stunning churches and cathedrals, admire the unique architecture, and enjoy local shopping. Additionally, take part in vibrant festivals and savour family-friendly dining options, all while experiencing the warmth of the friendly locals and the beauty of the area's floral displays. This makes for a great value-for-money getaway.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Middletown, you may start by exploring the DealsOpens in a new window or Last-Minute Deals section on Hotels.com, where you could find discounted rates as your travel date approaches. Enabling email alerts or push notifications may keep you informed about flash sales and special promotions, helping you seize opportunities to save. Additionally, Smart Shopping is a useful comparison tool available via the app, allowing you to compare hotel prices and amenities, ensuring you're more likely to see the best options and make an informed booking.
  3. Be flexible with dates: Prices may fluctuate due to factors such as the hotel's location, star rating, and the time of year, so being flexible with your dates could help you save on your stay in a Middletown hotel. For those in search of distinctive accommodations, boutique hotels can provide a more personalised experience and occasionally better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we’ll recommend more affordable dates to enhance your chances of securing the best deal.
  4. Consider your location: Hotels situated near the city centre usually tend to be pricier, but thanks to Middletown's excellent public transport links, you may discover a more affordable independent hotel located a bit further out that remains well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often considerable value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Middletown

Middletown experiences its lowest average temperature in January, at 26.8°F (-2.9°C), while July is the hottest month, with an average temperature of 72.7°F (22.6°C). October are typically the wettest months. If you’re looking to soak up the lively atmosphere in Middletown, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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