Sunrise image of the Arrigoni Bridge in Middletown, CT

Middletown Hotels

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Our top choices for Middletown hotels

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,010 reviews)
"It was a pleasant and comfortable one night stay for us. Everything was as advertised with nice breakfast, supportive staff, and friendly ambience."
United States
Soumyadeep
The price is €115
includes taxes & fees
16 Jun - 17 Jun
Hampton Inn by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,030 reviews)
"Great breakfast, clean rooms "
United States
KASEY
The price is €125
includes taxes & fees
15 Jun - 16 Jun
Sleep Inn & Suites Middletown - Goshen

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"The room was very clean and the staff was very pleasant. "
United States
Jamie
The price is €122
includes taxes & fees
18 Jun - 19 Jun
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, (1,013 reviews)
"Great staff and breakfast"
United States
Giovanni
The price is €135
includes taxes & fees
14 Jun - 15 Jun
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,004 reviews)
"Breakfast is over at 10am, the pool is open in the evening very small but overall good for kids. Great stay and price."
United States
Stacey
The price is €121
includes taxes & fees
21 Jun - 22 Jun
Courtyard by Marriott Middletown Goshen

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,002 reviews)
"Promised breakfast...1 pop tarts and a little container of juice. Staff is awesome and well run. Room clean and adequate. I enjoyed my stay here for many days. Quiet. Close to many stores and restaurants. Everyone was so courteous and helpful"
United States
Christine
The price is €86
includes taxes & fees
17 Jun - 18 Jun
Super 8 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, (59 reviews)
"Very friendly staff. Room was spacious and clean. Will return again!"
United States
Pasquale
The price is €147
includes taxes & fees
11 Jun - 12 Jun
Candlewood Suites Middletown Goshen by IHG

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, (726 reviews)
"The accommodations were very clean, organized & the staff were very helpful! Looking forward to staying there again!"
United States
Samuel
The price is €149
includes taxes & fees
16 Jun - 17 Jun
Holiday Inn Express & Suites Middletown - Goshen by IHG

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)
"Poor breakfast: worn off furniture and carpet; uncomfortable beds and pillows."
United States
Yelena
The price is €108
includes taxes & fees
14 Jun - 15 Jun
Microtel Inn & Suites 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, (335 reviews)
"Great quick stay!"
United States
Lady
The price is €183
includes taxes & fees
21 Jun - 22 Jun
Residence Inn 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, (772 reviews)
"The room was clean. Beds comfortable."
United States
Teshena
The price is €190
includes taxes & fees
14 Jun - 15 Jun
Home2 Suites by Hilton Middletown

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
"It was a great place "
United States
Jose
The price is €236
includes taxes & fees
8 Jul - 9 Jul
Cottage Suites

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (53 reviews)
"Clean nice new hotel"
United States
Amjad
The price is €101
includes taxes & fees
16 Jun - 17 Jun
Comfort Suites Central Valley - Woodbury

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,007 reviews)
"the stay was great and the food was awesome."
United States
Diane
The price is €104
includes taxes & fees
17 Jun - 18 Jun
Best Western Hunt's Landing Hotel Matamoras/Milford

Myer Motel

Myer Motel
2.5 star property
Milford
9.4 out of 10, Exceptional, (427 reviews)
"Loved motel"
United States
Russell
The price is €90
includes taxes & fees
14 Jun - 15 Jun
Myer Motel

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (866 reviews)
"Our stay for a day was great."
United States
Chime
The price is €108
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express & Suites Montgomery by IHG

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,093 reviews)
"The room was pristine, breakfast great, ample and easy parking, very warm staff!"
United States
Akunna
The price is €116
includes taxes & fees
16 Jun - 17 Jun
Sleep Inn & Suites Monroe - Woodbury

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,014 reviews)
"very pleasant stay, will use this inn again when in area"
United States
John
The price is €103
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Matamoras/Milford

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (165 reviews)
"The location was very convenient"
United States
Stephen
The price is €84
includes taxes & fees
11 Jun - 12 Jun
The Hamlet Inn at Warwick

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,003 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is €78
includes taxes & fees
11 Jun - 12 Jun
Super 8 by Wyndham Montgomery Maybrook
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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Stay near popular Middletown attractions

Learn more about Middletown

Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930.

Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

More cheap stays in Middletown

Find out more about Middletown

Top reasons to visit Middletown

  • Family-Friendly Activities: Middletown caters to families with a range of attractions suitable for all ages.
  • Scenic Parks: Enjoy the natural beauty of local urban and state parks, perfect for outdoor adventures.
  • Diverse Dining: Explore a variety of restaurants offering delicious local cuisine.
  • Vibrant Shopping: Experience lively shopping centres and bustling malls for a delightful retail therapy.
  • Accommodation Variety: A wide selection of hotels, including family-friendly and pet-friendly options, ensures a comfortable stay.

Find great hotels in and around Middletown

Middletown, New York, offers a diverse selection of hotel accommodations to cater to every traveller's needs. From family-friendly establishments to pet-friendly options, you'll find a variety of services and facilities designed for both leisure and business visitors. Many hotels provide accessible amenities and rooms, ensuring a comfortable stay for all guests. Explore the unique agritourism properties and hotels in the area to enhance your vacation experience.

  • Super 8 by Wyndham Middletown: Emphasising convenience and comfort, Super 8 by Wyndham Middletown is a welcoming motel situated in the heart of Middletown. Ideal for families and leisure travellers, this property features ample dining options, including a delightful breakfast selection. Guests can unwind with entertainment through satellite television and premium channels in cosy rooms. With nearby outlet shopping and various activities, it’s perfect for those looking to explore the local area while enjoying a relaxed atmosphere.
  • Super 8 by Wyndham Montgomery Maybrook: Located a short drive from Middletown, Super 8 by Wyndham Montgomery Maybrook caters specifically to business travellers. This motel provides essential amenities tailored for a productive stay, including a business centre and various services designed to support corporate needs. The property’s professional atmosphere and strategic location make it an ideal choice for those on work-related travel seeking comfort and functionality.
  • Sleep Inn & Suites Middletown - Goshen: Sleep Inn & Suites Middletown - Goshen offers a modern hotel experience with a focus on business travellers. This property features a dedicated business centre, making it an excellent choice for those needing to balance work and leisure. Guests can enjoy well-appointed rooms that provide a restful retreat after a busy day. With its convenient location in Middletown, guests can easily access local attractions while enjoying all the comforts of a contemporary hotel.

Where to stay in and around Middletown

Middletown, New York, offers a delightful mix of family-friendly attractions and vibrant city life. Explore the charming neighbourhoods, enjoy budget and luxury accommodation options, and discover the warm camaraderie of the local community. Just a short drive away, the scenic beauty of Carlingford Lough awaits, perfect for a day trip. Whether you're seeking entertainment or a leisurely stroll, Middletown promises a memorable vacation experience for all travellers.

  • Goshen: Located a mere 9.7km from Middletown, Goshen is a vibrant city that charms visitors year-round with its diverse attractions. While traveller numbers peak in March, July, and September, the city offers a consistent appeal with family-friendly entertainment options. Enjoy a day at the local theme parks or indulge in some retail therapy at the shopping centres and malls. Notable landmarks, including a modern square and tourist precinct, enhance the experience, making Goshen an ideal destination for those seeking a blend of city excitement and leisure activities.
  • New Hampton: Just 4.8km from Middletown, New Hampton is a delightful city that offers a mix of outdoor adventures and family fun. Peak visitor times occur in April and from June to July, but the city remains inviting throughout the year. Here, you can enjoy skiing at nearby ski fields or relax by the tranquil lakes, surrounded by picturesque mountains. New Hampton’s appeal lies in its ability to provide both thrilling outdoor experiences and serene nature escapes, making it perfect for families and adventure seekers alike.
  • Washington Heights: Nestled within the Middletown area, Washington Heights is a quaint village that draws in visitors for its rich cultural experiences and family-oriented activities. Peak travel seasons occur from July to August and again in October, with a steady influx throughout the year. The village boasts charming shopping areas and cultural venues, including theatres that showcase local talent. Its proximity to tourist precincts and modern squares makes Washington Heights a lovely spot to explore the local culture while enjoying a relaxed, community atmosphere.

Things to do in and around Middletown

Middletown, New York, offers a delightful blend of family-friendly and entertainment-focused activities. Visitors can explore local resorts, vibrant shopping centres, and bustling malls. A noteworthy aspect of your visit will be the accessibility to a variety of restaurants, allowing you to savour the local cuisine. Whether you're seeking relaxation or adventure, Middletown provides a charming backdrop for an enjoyable holiday experience.

Shopping

Middletown offers a delightful shopping experience with the Galleria at Crystal Run, featuring a vibrant mix of shops and entertainment. For local charm, head to Soons Orchards, only 4.8km away, or explore the Mamakating Farmers Market, located 14.5km from town for fresh produce and unique finds.

Recreation

Experience the energetic atmosphere at The Rock Sports Complex, perfect for sports enthusiasts. For a more tranquil experience, unwind at Thomas Bull Memorial Park or Hanson Memorial Park, both offering serene surroundings ideal for relaxation and rejuvenation in nature.

Adventure

Experience the thrill at Orange County Fair Speedway with exhilarating motor racing events that embody the spirit of adventure. For a karting escapade, head to Oakland Valley Race Park, located 16.1km from Middletown. For a unique challenge, try tennis at the Orange County Tennis Center, situated 12.9km away.

Nightlife

Middletown offers a vibrant nightlife with the historic Paramount Theatre, perfect for a romantic evening filled with culture. Just 14.5km away, Castle Fun Center provides thrilling arcade fun, while the Alpine Mountain Coaster, 29.0km out, promises an exhilarating amusement ride under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middletown

To maximise your savings while visiting Middletown, consider travelling during the cheaper months of March or December to January, and aim to book your stay on a Tuesday, when prices are lower. Utilise Expedia’s search tool to find budget-friendly hotels and consider package deals that combine flights and accommodations for added savings. For transport, take advantage of the local public transport system or explore the area on foot. Additionally, filter your hotel search for Eco-certified options to find sustainable choices that won't break the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middletown are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middletown is Tuesday. The most expensive day to stay in Middletown is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can arrange your search results to display prices in ascending order, allowing you to view the most affordable hotels first. Furthermore, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase hotels that are sustainable and environmentally friendly, ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel accommodation in Middletown with your flights and activities through an Expedia package deal.

Find the best attractions in Middletown

Middletown offers a delightful mix of family-friendly activities and urban attractions, making it an ideal destination for various types of holidays. Visitors can enjoy the scenic beauty of local parks, including urban parks and state parks, as well as relax by the lakes. Whether you're seeking outdoor adventures, family fun, or a taste of city life, Middletown has something to cater to every traveller's needs.

  • Orange County Fairgrounds: Experience the vibrant atmosphere of the Orange County Fairgrounds, where family-friendly events and outdoor activities come alive. This venue hosts various fairs and festivals, making it a hub of local culture and entertainment.
  • Highland Lake: Enjoy the picturesque beauty of Highland Lake, perfect for a romantic day out or a relaxing afternoon. The scenic views and sandy beach create a serene escape for nature lovers and those seeking outdoor leisure.
  • Highland Lakes State Park: Embark on an adventure at Highland Lakes State Park, where outdoor enthusiasts can explore scenic trails and lush landscapes. This national park offers a perfect blend of exploration and natural beauty, ideal for hiking and picnicking.

Best time to go to Middletown

The best time to visit Middletown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middletown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middletown falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnySlightly LowSlightly Low
February28.6°F (-1.9°C)Light RainMostly CloudyAverageAverage
March36.1°F (2.3°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
July72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
August70.5°F (21.4°C)Light RainMostly SunnyAverageSlightly High
September63.7°F (17.6°C)Light RainMostly SunnyAverageAverage
October52.7°F (11.5°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnySlightly LowAverage
December32.7°F (0.4°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Middletown

For your visit to Middletown, New York, you can conveniently fly into several major airports. Newark Liberty International Airport (EWR) is 86.9km away, with luxury options like The Dominick and The Wall Street Hotel, both situated 14.5km from the airport. LaGuardia Airport (LGA) is slightly farther at 88.5km, offering top-tier hotels such as Virgin Hotels New York City and The Mark, each about 5 to 9.7km from the airport. White Plains Airport (HPN) is the closest at 49.7km, featuring hotels like The Opus Westchester, just 6.4km away, with accessible transport services available for easy transfers to and from the airport.

Frequently asked questions

What's the best place for a stay in Middletown?
La Quinta Inn & Suites by Wyndham Middletown-Goshen is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and an indoor pool. Other good choices for your trip include Sleep Inn & Suites Middletown - Goshen and Tru by Hilton Middletown. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Cozy Cabin with Sauna & Firepit!: This holiday home rental outside of Middletown offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. See all vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
What's the best budget-friendly hotel in Middletown?
Based on reviews, Microtel Inn & Suites by Wyndham Middletown is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Middletown.
What's the best family accommodation in Middletown?
Hampton Inn by Hilton Middletown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Courtyard by Marriott Middletown Goshen is another choice for your child-friendly holiday. Also, attractions in the area such as LEGOLAND® New York and Harness Racing Museum and Hall of Fame are fun for children of all ages. Find more child-friendly accommodations in Middletown.
What is the top LGBTQ-friendly place to stay in Middletown?
Hampton Inn by Hilton Middletown is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Home2 Suites by Hilton Middletown and Residence Inn by Marriott Middletown Goshen are other good choices for your trip. See all available hotels listed as LGBTQ-friendly in Middletown.
What's the best dog-friendly accommodation option in Middletown?
La Quinta Inn & Suites by Wyndham Middletown-Goshen is a top hotel for people travelling with their pets, and offers an indoor pool and a fitness centre for its human guests. Other good choices to stay with your pet include Hampton Inn by Hilton Middletown and Courtyard by Marriott Middletown Goshen. See more pet-friendly hotel accommodations in Middletown.
What are some accommodation options with pools in Middletown?
Holiday Inn Express & Suites Middletown - Goshen by IHG is a top hotel with an indoor pool, free breakfast and free WiFi. View all hotels with pools in Middletown.
What is staying in Middletown like?
Families will find child-friendly activities in Middletown, and visitors give high marks for the top-notch restaurants. This welcoming city also attracts tourists with its shopping. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Middletown, there are 41 hotels and other accommodation options to choose from. Find out more about Middletown.
What is there to see in Middletown?
The picturesque setting of Highland Lake and Thomas Bull Memorial Park exemplify the area's natural beauty. Additionally, you'll find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Take a look at what more there is to see and do in Expedia's Middletown guide.
What's the seasonal weather in Middletown?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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