Find hotels in Hillsdale, NY from $71

Top reasons to visit Hillsdale

• Outdoor Adventure: Hillsdale is a haven for ski enthusiasts and outdoor sports lovers, boasting excellent ski fields and access to national parks and beautiful lakes.
• Live Music Events: Experience vibrant local music events that enhance the community's lively atmosphere.
• Scenic Beauty: Enjoy breathtaking landscapes that provide the perfect backdrop for a romantic getaway or family vacation.
• Diverse Accommodations: Choose from cozy bed and breakfasts to unique agritourism properties, catering to various preferences.
• Friendly Atmosphere: Hillsdale's welcoming vibe makes it an ideal base for exploring the surrounding regions.

Find great hotels near Hillsdale

Discover the charm of Hillsdale, New York, where a variety of accommodations await to enhance your stay. From cozy bed and breakfasts to unique agritourism properties, there’s something for everyone. Enjoy family-friendly amenities, pet-friendly options, and adventure-filled experiences. Whether you’re looking for the best hotels or detailed reviews, Hillsdale offers a welcoming atmosphere perfect for your next getaway.

• Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the picturesque Berkshires, this 3.5-star resort is ideal for families and adventure seekers alike. Located 14 miles from Hillsdale, it offers a business-friendly atmosphere with amenities such as a Business Center that includes resort fee inclusivity. Guests can indulge in a variety of outdoor activities, including nearby snowboarding, skiing lessons, and hiking. Families will appreciate the onsite Mini Golf, Arcade Game Room, and shared playground, making it a well-rounded destination for both leisure and work.
• Quality Inn: Located just 8 miles from Hillsdale, Quality Inn is a great choice for travelers seeking adventure and business facilities. With a focus on providing a comfortable stay, this hotel offers easy access to nearby outdoor activities, including snow tubing, downhill skiing, and hiking. Business travelers will find it convenient with essential amenities for their needs. Quality Inn combines relaxation and functionality, making it an excellent choice for those on the go.
• Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 9 miles from Hillsdale, this hotel welcomes all travelers, including the LGBTQIA community, with open arms. The property features a 24-hour Business Center and meeting rooms, catering to business needs while ensuring a comfortable stay. Guests can enjoy modern amenities and a warm atmosphere, making it a perfect base for exploring the Great Barrington area. This hotel is perfect for those who seek a blend of business convenience and welcoming hospitality.

Where to stay near Hillsdale

Hillsdale, New York, offers an ideal getaway for adventure seekers and relaxation enthusiasts alike. Nestled in a picturesque setting, visitors can enjoy skiing and outdoor sports while soaking in the scenic beauty. The city boasts a friendly atmosphere, perfect for romantic getaways or family vacations. With essential amenities within walking distance and a central location, Hillsdale serves as an awesome base for exploring the surrounding regions and enjoying memorable experiences.

• Great Barrington: Located 8 miles from Hillsdale, Great Barrington is a vibrant city known for its outdoor adventures and sports experiences. With a year-round influx of travelers, the peak season runs from June to August, making it an ideal time for skiing and other outdoor fun. Visitors can enjoy thrilling activities at local ski resorts and explore the stunning natural landscapes, including nearby lakes and mountains within national state parks. Great Barrington is perfect for adventure enthusiasts looking to immerse themselves in nature.
• Stockbridge: Just 13 miles away from Hillsdale, Stockbridge is a charming city steeped in culture and romance. Visitors flock here primarily between July and September to enjoy its rich arts scene, including music concerts and theatrical performances. The city's picturesque surroundings feature beautiful lakes, historical monuments, and serene shrines, making it a delightful destination for those seeking entertainment and cultural enrichment. Stockbridge offers a unique blend of relaxation and excitement, perfect for a romantic getaway.
• Copake: Located 5 miles from Hillsdale, Copake is a small city that promises adventure and outdoor experiences, particularly during its peak seasons in March to April and July. Known for its ski fields and resorts, visitors come here to engage in thrilling activities against a backdrop of breathtaking lakes and mountains. Nature lovers and outdoor enthusiasts will find plenty of opportunities to explore the nearby national state park, making Copake a fantastic base for those looking to enjoy the great outdoors.

Things to do in and around Hillsdale

Hillsdale, New York, is an ideal destination for ski enthusiasts and adventure seekers, featuring excellent ski fields and resorts. In addition to winter sports, visitors can enjoy vibrant live music events that enhance the local atmosphere. Whether you're hitting the slopes or soaking up the local entertainment, Hillsdale offers a fulfilling vacation experience for those looking to combine adventure with relaxation.

Shopping

In Hillsdale, enjoy local shopping at unique spots like Ebenezer II Gifts and Antiques for quaint finds. If you're up for a drive, visit Charles H. Baldwin & Sons and Hoffman's Pottery, both located 13 miles away, for a charming selection of pottery and gifts.

Recreation

Experience the vibrant atmosphere at Tanglewood Music Center, where you can enjoy captivating concerts. For relaxation, visit Lake Mansfield Park, perfect for unwinding in nature. If you prefer outdoor activities, the Greenock Country Club offers an excellent golfing experience amidst scenic landscapes.

Adventure

Experience thrilling adventures at Catamount Ski Area, a ski field located 2 miles from Hillsdale, perfect for winter sports enthusiasts. For an adrenaline rush, visit Catamount Aerial Adventure Park, offering ziplining and ropes courses. Enjoy scenic hikes along the Housatonic River Walk, located 9 miles away, surrounded by nature.

Nightlife

In Hillsdale, you can enjoy the Mahaiwe Performing Arts Center's diverse shows just 8 miles away, or catch a captivating performance at the Mac-Haydn Theatre, located 13 miles away. The Ancram Opera House, 11 miles from Hillsdale, also offers a delightful blend of culture and entertainment.

Booking tips and Expedia advantages for Hillsdale

To save money on your trip to Hillsdale, consider visiting during the off-peak months of January and March to April, when prices are lower. The best day to book is Tuesday, while Saturday tends to be the most expensive. Use Expedia to compare hotel rates and take advantage of package deals by bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and allow you to earn cash for future stays. Exploring the area on foot can also help you save on transportation costs.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Hillsdale are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Hillsdale is Tuesday. The most expensive day to stay in Hillsdale is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To find the best prices and offers, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Hillsdale hotel reservation with your flights and activities through an Expedia package deal.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Hillsdale

Hillsdale, New York, is perfect for ski and adventure enthusiasts, offering a variety of outdoor activities. Visitors can explore national parks, nature reserves, and beautiful lakes that cater to those seeking adventure and cultural experiences. Whether you're looking for sports or simply enjoying nature, Hillsdale has a range of attractions to make your vacation memorable.

• Taconic State Park: Located 4 miles from Hillsdale, Taconic State Park offers a stunning blend of adventure and natural beauty. Explore scenic trails, enjoy picnicking by Lake Taghkanic, and immerse yourself in the great outdoors, perfect for hiking, fishing, and wildlife watching.
• National Shrine of the Divine Mercy: Situated 13 miles away, this serene shrine provides a peaceful atmosphere steeped in spirituality. Visitors can enjoy beautiful gardens, reflection areas, and the opportunity to participate in daily Mass, making it a unique cultural experience.
• Norman Rockwell Museum: Just 12 miles from Hillsdale, this renowned museum showcases the iconic works of Norman Rockwell. Explore his illustrations that capture American culture and storytelling in a charming setting, perfect for art lovers.

Best time to go to Hillsdale

The best time to visit Hillsdale is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.0°F (-3.9°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly Low
February	26.6°F (-3.0°C)	Light Rain	Mostly Cloudy	Slightly High	Average
March	34.5°F (1.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
April	46.2°F (7.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	57.9°F (14.4°C)	Light Rain	Mostly Sunny	Average	Average
June	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
July	72.0°F (22.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	70.0°F (21.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	62.8°F (17.1°C)	Light Rain	Mostly Sunny	Average	Average
October	51.6°F (10.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Average	Average
December	31.3°F (-0.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

The nearest major airports for your trip to Hillsdale

If you're planning to visit Hillsdale, New York, there are several major airports you can fly into. Hartford, CT (BDL-Bradley Intl.) is 46 miles away, with nearby hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, located only 1 mile from the airport. Albany, NY (ALB-Albany Intl.) is 42 miles distant, offering options such as the Park Manor Hotel, which is 8 miles away. Lastly, Newburgh, NY (SWF-Stewart Intl.) is 55 miles from Hillsdale, featuring hotels like The Dutchess Inn and Spa at Beacon, just 6 miles from the airport. Each hotel provides convenient access to its respective airport for travelers.