Find Romantic Hotels in Middletown, NY

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Check availability on Middletown Romantic Hotels

Our top choices for Middletown romantic hotels

Courtyard

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (749 reviews)
"Room is clean and spacious, staffs are friendly and professional, highly recommended!"
United States
Rocky
The price is NT$5,208
NT$6,262 total
includes taxes & fees
Jan 25 - Jan 26
Home2 Suites by Hilton Middletown
View from property

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (319 reviews)
"Always amazing was my second time here and will stay again."
United States
CiCi
The price is NT$5,376
NT$6,350 total
includes taxes & fees
Feb 6 - Feb 7
Residence Inn by Marriott Middletown Goshen
Bar (on property)

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1,001 reviews)
"The staff were great, nice lobby, clean rooms. Only downsides were the bathrooms haven’t been updated in many years, and the breakfast was subpar. "
United States
Olivia
The price is NT$2,876
NT$3,135 total
includes taxes & fees
Feb 17 - Feb 18
Best Western Hunt's Landing Hotel Matamoras/Milford
Resort view

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,115 reviews)
"Yessss the hotel was great"
United States
Kelvin
Resorts World Catskills Casino
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,001 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is NT$3,765
NT$4,260 total
includes taxes & fees
Jan 25 - Jan 26
Overlook Lodge at Bear Mountain
Lobby sitting area

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (681 reviews)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is NT$5,863
NT$7,454 total
includes taxes & fees
Feb 8 - Feb 9
The Thayer Hotel at West Point
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (1,925 reviews)
"Great place kids loved it "
United States
Michael
The Kartrite Resort & Indoor Waterpark
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (147 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (210 reviews)
"Always a good time at this place "
United States
Precilla
The Alder at Resorts World Catskills
Exterior

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (61 reviews)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is NT$34,754
NT$40,290 total
includes taxes & fees
Jan 28 - Jan 29
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Good stay"
Cindy 1-night trip
Posted 11 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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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