Find Romantic Hotels in Hillsdale, NY

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Check availability on Hillsdale Romantic Hotels

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Hillsdale Romantic Hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (929)
"Friendly staff and clean rooms. Loved the onsite restaurant & bar."
United States
Carmen
The price is AED 378
AED 423 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1021)
"Fresh breakfast menu, clean and great location."
United States
Gail
The price is AED 393
AED 439 total
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (150)
"Very good breakfast.excellent waiter.love the atmosphere."
United States
Marc
The price is AED 598
AED 687 total
includes taxes & fees
29 Oct - 30 Oct
Blackberry River Inn
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (263)
"We enjoyed our stay. Excellent location to explore Western Mass!"
United States
Charles D.
The price is AED 496
AED 771 total
includes taxes & fees
29 Oct - 30 Oct
Berkshire Village Carriage House - Super Private!!
Outdoor pool, sun loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1022)
"Picture perfect Inn"
United States
jeff
The price is AED 525
AED 751 total
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very Good, (557)
"Everything was very nice. A very simple experience."
United States
Anthony
The price is AED 419
AED 468 total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (162)
"Comfortable, quiet, convenient location, very friendly staff. "
United States
Susan
Brook Farm Inn
Porch
Interlaken Inn & Resort
Interlaken Inn & Resort
3.5 star property
8.2 out of 10, Very Good, (267)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is AED 749
AED 861 total
includes taxes & fees
6 Nov - 7 Nov
Interlaken Inn & Resort
Deluxe Room, 1 King Bed, Balcony | Premium bedding, pillowtop beds, minibar, in-room safe
Diamond Mills Resort
Diamond Mills Resort
3.5 star property
9.4 out of 10, Exceptional, (333)
"Wonderful place for calm and relaxation!"
United States
Hadassah
The price is AED 988
AED 1,198 total
includes taxes & fees
29 Oct - 30 Oct
Diamond Mills Resort
Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (130)
"Great property"
United States
Blair
Gedney Farm
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 Hillsdale Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Everything is clean "
Chantel 2-night trip
Posted 19 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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Frequently asked questions

Searching for romantic hotels in Hillsdale?
If you and your partner need some romantic time away, we've got just the ticket. If you'd like to explore some of the area's notable sights, you might make a stop by Catamount Aerial Adventure Park, Catamount Ski Area, or Copake Lake. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Hillsdale?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Hillsdale: 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 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Hillsdale?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Hillsdale. You might consider a visit to Catamount Aerial Adventure Park, Catamount Ski Area, or Copake Lake.
What's the best way to get to Hillsdale and around town during my romantic getaway?
These transportation options in Hillsdale might help your romantic trip go off without a hitch: If you're looking to fly to Hillsdale, the closest major airport is Hudson, NY (HCC-Columbia County), located 12.5 mi (20.1 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.