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Check availability on Hillsdale Romantic Hotels

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

Top Hillsdale Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

2/10 Terrible
"The hotel is under construction. This was not mentioned when reservations made. The only available parking was down the street at the bank. The television channels did not come in had to call for assistance. Then tv continued to have issues. On the ceiling and the wall there was dark colored “something” mold? dust? GROSS! Not worth the price."
Brenda 1-night trip
Posted 16 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

Searching for romantic hotels in Hillsdale?
If you and your partner need some romantic time away, we'd like to help you plan for it. While you're in Hillsdale, you'll find plenty to see and do. If you want to explore the sights and attractions with your partner, you might consider stopping by Catamount Aerial Adventure Park, Catamount Ski Area or Copake Lake. Whether you'd like to sip a glass of champagne or get a couples' massage, you'll be sure to find your ideal accommodation in Hillsdale to make for the perfect couples' weekend.
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, take a look at these details about year-round temperatures in Hillsdale: The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Hillsdale?
There's nothing better than experiencing 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 in Hudson, NY (HCC-Columbia County), located 12.5 mi (20.1 km) from the city centre. If you'd like to explore around the area, you may want a rental car for your journey.