Find Romantic Hotels in Hillsdale, NY

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from Hillsdale Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

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.
How many romantic hotels are there in Hillsdale?
Expedia has 12 romantic Hillsdale hotels for you both to enjoy.
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.

Recent reviews of Hillsdale hotels
Expedia verified reviews

The Red Lion Inn

The Red Lion Inn

5/5 Excellent
"Historic 1770’s inn is a rare treasure connecting us to American history. Excellent staff and service. Gorgeous part of the country. Shame about the heavy Route 7 traffic rolling past the front door, not a concern when the inn was built."
A verified traveler stayed at The Red Lion Inn
Posted 3 days ago
The Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

5/5 Excellent
"The hotel has been updated with comfortable rooms that are clean and nice. The pool area is clean. Breakfast was great. Easy, fast, and delicious. The staff went above and beyond to be helpful. The only downsides are: rooms surrounding the pool area are loud during open pool hours. Rooms could use a with noice cancelling material in the hallway walls. The parking garage is closed, but not yet under construction. So the surrounding area looks dated and rundown, but the hotel building itself has recently been painted and cleaned up. "
A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Posted 10 days ago
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel