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Find Romantic Hotels in Middletown, NY from $113

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Top Middletown Romantic Hotels

Residence Inn by Marriott Middletown Goshen

3.0 star property
9.4 out of 10, Exceptional, (309)
"Room and service were excellent."
$166 nightly
The price is $196
Nov 2 - Nov 3
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen

Home2 Suites by Hilton Middletown

3.0 star property
9.0 out of 10, Wonderful, (728)
"Staff was very friendly and checked in daily to make sure you were comfortable and didn’t need anything "
$130 nightly
The price is $158
Nov 2 - Nov 3
Total with taxes and fees
Home2 Suites by Hilton Middletown

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1005)
"Wonderful staff!"
$125 nightly
The price is $142
Nov 3 - Nov 4
Total with taxes and fees
Overlook Lodge at Bear Mountain

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
8.6 out of 10, Excellent, (1009)
"Great stay"
$104 nightly
The price is $113
Nov 2 - Nov 3
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford

The Alder at Resorts World Catskills

2.0 star property
8.2 out of 10, Very Good, (181)
"Great place to stay "
$151 nightly
The price is $171
Oct 13 - Oct 14
Total with taxes and fees
The Alder at Resorts World Catskills

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (129)
"Unique experience, very comfortable, clean and quaint"
$114 nightly
The price is $129
Oct 13 - Oct 14
Total with taxes and fees
Borland House Inn

The Thayer Hotel at West Point

3.5 star property
9.0 out of 10, Wonderful, (632)
"We had a wonderful time staying here. Friendly staff and most of all a historic building."
$180 nightly
The price is $204
Nov 9 - Nov 10
Total with taxes and fees
The Thayer Hotel at West Point

John H Wallace House

4.0 star property
10.0 out of 10, Exceptional, (11)
"Great location adorable house lovely nice sized rooms brand new beds and bathrooms. Super friendly owners going above and beyond to be helpful lovely breakfast highly recommend staying here in this ideal little town in a historic home with all the modern conveniences "
$195 nightly
The price is $213
Nov 3 - Nov 4
Total with taxes and fees
John H Wallace House

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.2 out of 10, Very Good, (1745)
"Great for quick fam vacay"
$216 nightly
The price is $244
Oct 13 - Oct 14
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (9)
"Eva was a gracious host. The breakfast was very good. "
$216 nightly
The price is $244
Nov 2 - Nov 3
Total with taxes and fees
Villa Verde BB Greenwood Lake NY
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.

Find out more about Middletown

Find out more about Middletown

Middletown attractions for couples

Middletown, New York, is a delightful blend of family-friendly activities and charming local experiences that will captivate your adventurous spirit. Begin your journey at the iconic Orange County Fairgrounds, where thrilling events and seasonal festivals create a lively atmosphere perfect for families and fun-seekers alike. Just a short drive away, the scenic Wawayanda State Park offers expansive trails for hiking and biking, inviting both novice and experienced adventurers to explore its lush landscapes. For a taste of local culture, visit the Middletown Thrall Library, a historic building with engaging community events and a paradise of literature to peruse. Families will love the interactive exhibits at the nearby Hudson Valley Discovery Museum, where creativity meets learning in a hands-on environment. As you plan your stay, consider the downtown area, where a selection of boutique hotels and cozy inns provide convenient access to these attractions while offering attentive service and modern amenities that cater to your high expectations. Enjoy a leisurely stroll through the vibrant streets, sampling local cuisine and shopping at unique storefronts, all while feeling the warmth of Middletown's hospitality.

Find the best romantic hotels in Middletown

For couples seeking a romantic getaway in Middletown, New York, these hotels provide a cozy atmosphere and inviting amenities perfect for a memorable stay.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

  • Why it's great for a couples retreat: La Quinta Inn & Suites by Wyndham Middletown-Goshen is an excellent choice for travelers looking for a romantic escape, a remarkable review rating of 9.2. Guests can enjoy a peaceful indoor pool, perfect for an intimate swim, alongside premium bedding to ensure a restful night's sleep after a day of exploring the area.
  • Other amenities: Additional features include free breakfast options, an accessible fitness center, and convenient self-parking. The hotel also offers toiletries and housekeeping services for added comfort. Whether enjoying a leisurely breakfast or unwinding in the cozy atmosphere, guests will find this hotel to be a delightful romantic retreat.
  • Nearby attractions: Orange County Fairgrounds - 1.38 miles, Galleria at Crystal Run - 1.76 miles, Highland Lakes State Park - 2.36 miles

Tru by Hilton Middletown

  • Why it's great for a couples retreat: Tru by Hilton Middletown offers a budget-friendly yet charming setting for couples, with a solid review rating of 8.8. The hotel features a terrace where guests can enjoy a quiet moment together, as well as a 24-hour fitness center for those looking to keep active during their stay.
  • Other amenities: In addition to its romantic ambiance, the hotel provides free breakfast, daily housekeeping, and a shared kitchen area. The inviting atmosphere is enhanced by comfortable accommodations and a snack bar for light bites. This hotel is a lovely base for couples seeking a relaxed getaway.
  • Nearby attractions: Orange County Fairgrounds - 1.26 miles, Galleria at Crystal Run - 1.0 miles, Orange County Fair Speedway - 1.22 miles

Home2 Suites by Hilton Middletown

  • Why it's great for a couples retreat: Home2 Suites by Hilton Middletown shines as a romantic getaway option, with a review rating of 8.8. Couples will appreciate the spacious rooms, equipped with kitchens and premium bedding. The indoor pool offers a serene spot for relaxation, while nearby winery tours add a touch of adventure to their stay.
  • Other amenities: Additional amenities include a complimentary breakfast, a fitness center open 24 hours, and a terrace for enjoying fresh air. Guests can also benefit from the convenience of self-parking and daily housekeeping, making it an ideal choice for a stress-free romantic retreat.
  • Nearby attractions: Orange County Fairgrounds - 1.85 miles, Galleria at Crystal Run - 1.7 miles, Highland Lakes State Park - 2.06 miles

Holiday Inn Express & Suites Middletown - Goshen by IHG

  • Why it's great for a couples retreat: Holiday Inn Express & Suites Middletown - Goshen is a charming option for couples, rated 8.6 by guests. With its inviting indoor pool and comfortable rooms, it's an excellent choice for a romantic retreat. Guests will also appreciate the early check-in option, allowing for a seamless start to their getaway.
  • Other amenities: The hotel features complimentary breakfast, a concierge for personalized services, and a fitness center accessible to all guests. With convenient self-parking and daily housekeeping, this hotel offers a delightful atmosphere for couples looking to enjoy their time together.
  • Nearby attractions: Galleria at Crystal Run - 1.52 miles, Orange County Fair Speedway - 1.39 miles

Sleep Inn & Suites Middletown - Goshen

  • Why it's great for a couples retreat: Sleep Inn & Suites Middletown - Goshen provides a comfortable and affordable romantic getaway with a review rating of 8.4. The hotel features cozy rooms with premium bedding and a fireplace, creating a warm atmosphere for couples to relax together after a day of exploring.
  • Other amenities: The hotel also offers an indoor pool, a fitness center available 24 hours, and complimentary breakfast options. Guests can enjoy the convenience of self-parking and daily housekeeping, ensuring a straightforward stay. This hotel is perfect for couples looking for a cozy and inviting space to connect and unwind.
  • Nearby attractions: Soons Orchards - 1.97 miles, Paramount Theatre - 2.0 miles

Top Middletown Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Middletown?
Are you and your partner looking for a romantic getaway? Our guests also enjoy Middletown for its restaurants and shopping. If you want to explore the area, you might head to Paramount Theatre, Orange County Fair Speedway, or Orange County Fairgrounds. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Middletown?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Middletown: The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Middletown?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Middletown. If you and your partner are interested in sampling the area's cuisine, you'll love Middletown for its array of dining options. You might consider a visit to Paramount Theatre, Orange County Fair Speedway, or Orange County Fairgrounds.
What's the best way to get to Middletown and around town during my romantic getaway?
This information about transportation options in Middletown might help your romantic trip go off without a hitch: The closest major airport is Stewart Intl. Airport (SWF), located 17.8 mi (28.7 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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