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Find Romantic Hotels in Middletown, NY

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Check availability on Middletown Romantic Hotels

Top Middletown Romantic Hotels

Home2 Suites by Hilton Middletown
Courtyard

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 "
The price is NT$3,979
NT$4,808 total
includes taxes & fees
Nov 2 - Nov 3
Home2 Suites by Hilton Middletown
Residence Inn by Marriott Middletown Goshen
View from property

Residence Inn by Marriott Middletown Goshen

3.0 star property
9.4 out of 10, Exceptional, (309)
"Room and service were excellent."
The price is NT$5,067
NT$5,985 total
includes taxes & fees
Oct 19 - Oct 20
Residence Inn by Marriott Middletown Goshen
Resorts World Catskills Casino
Property grounds

Resorts World Catskills Casino

4.5 star property
8.6 out of 10, Excellent, (1080)
"Great place to stay"
Resorts World Catskills Casino
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1006)
"Wonderful staff!"
The price is NT$3,639
NT$4,117 total
includes taxes & fees
Nov 3 - Nov 4
Overlook Lodge at Bear Mountain
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool, sun loungers

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
8.6 out of 10, Excellent, (1009)
"Great stay"
The price is NT$3,165
NT$3,450 total
includes taxes & fees
Nov 6 - Nov 7
Best Western Hunt's Landing Hotel Matamoras/Milford
The Thayer Hotel at West Point
Bar (on property)

The Thayer Hotel at West Point

3.5 star property
9.0 out of 10, Wonderful, (633)
"We had a wonderful time staying here. Friendly staff and most of all a historic building."
The Thayer Hotel at West Point
The Alder at Resorts World Catskills
7 bars/lounges

The Alder at Resorts World Catskills

2.0 star property
8.2 out of 10, Very Good, (181)
"Great place to stay "
The Alder at Resorts World Catskills
The Kartrite Resort & Indoor Waterpark
Waterslide

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.2 out of 10, Very Good, (1745)
"Great for quick fam vacay"
The Kartrite Resort & Indoor Waterpark
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (130)
"Unique experience, very comfortable, clean and quaint"
The price is NT$6,295
NT$7,121 total
includes taxes & fees
Nov 9 - Nov 10
Borland House Inn
Wildflower Farms, Auberge Collection
1 bedroom, premium bedding, down comforters, minibar

Wildflower Farms, Auberge Collection

5.0 star property
9.4 out of 10, Exceptional, (53)
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us."
The price is NT$33,544
NT$38,887 total
includes taxes & fees
Nov 2 - Nov 3
Wildflower Farms, Auberge Collection
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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Top Middletown Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"The staff was friendly and the room was clean. Dining (Mr Shanes) was good and convenient. Definitely would stay there again"
Erin 1-night trip
Posted 3 days ago
Best Western Hunt's Landing Hotel Matamoras/Milford
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing "
Arthur 2-night trip
Posted 4 days ago
Overlook Lodge at Bear Mountain

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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.