Hillsdale Hotels

Top reasons to visit Hillsdale

• Outdoor Adventures: Hillsdale is perfect for skiing and adventure sports, offering stunning national parks and serene lakes for exploration.
• Vibrant Live Music Scene: The area boasts a lively music atmosphere, providing entertainment for all tastes.
• Charming Neighbourhoods: Explore picturesque neighbourhoods with family-friendly activities within walking distance of the city centre.
• Unique Accommodation Options: Enjoy a range of lodging choices, from agritourism properties to delightful bed & breakfasts.
• Friendly Atmosphere: The welcoming locals and romantic vibes make for an unforgettable stay.

Find great hotels near Hillsdale

Discover the ideal accommodation for your getaway in Hillsdale, New York. This charming destination offers a variety of lodging options, including agritourism properties and delightful bed & breakfasts. Whether you're seeking family-friendly stays, pet-friendly facilities, or an adventurous retreat, Hillsdale caters to all. Explore hotel reviews to find the best hotels for your needs and enjoy a memorable experience in this picturesque region.

• Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the heart of the Berkshires, this 3.5-star resort is ideal for both business travellers and those seeking a ski getaway. Located 22.5km from Hillsdale, it offers a welcoming environment for LGBTQIA guests, making it a perfect choice for inclusive vacations. The resort features convenient ski shuttle and lift access nearby, ensuring a seamless experience for winter sports enthusiasts. With comfortable accommodations and a range of amenities, guests can unwind after a day on the slopes.
• Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated just 14.5km from Hillsdale, this hotel provides a modern and comfortable base for visitors. With a strong focus on business travel and LGBTQIA inclusivity, it caters to various needs. The hotel's well-appointed rooms and professional service ensure a pleasant stay, whether you're visiting for work or leisure. Guests can enjoy a complimentary breakfast and a variety of contemporary amenities, making it an excellent choice for both short and extended stays.
• The Red Lion Inn: Located 20.9km from Hillsdale, The Red Lion Inn stands out with its historic charm and pet-friendly policy. This 3.5-star establishment, set in a national historic building, offers a unique adventure-themed experience. Guests can partake in various outdoor activities such as snow tubing, cross-country skiing, and mountain biking nearby. The inn's welcoming atmosphere for pets, with specific policies in place, allows you to bring your furry friends along for the adventure. Immerse yourself in history while enjoying modern comforts and recreational opportunities.

Where to stay near Hillsdale

Hillsdale, New York, offers a delightful blend of adventure and relaxation, perfect for any traveller seeking a memorable getaway. Nestled in a scenic region, visitors can enjoy skiing and various outdoor sports while soaking up the friendly atmosphere. Explore the charming neighbourhoods within walking distance of the city centre, where family-friendly activities abound. With its convenient location and romantic vibes, Hillsdale promises an unforgettable stay for all who venture here.

• Great Barrington: Situated 12.9km from Hillsdale, Great Barrington is a charming city that attracts visitors year-round, with peak arrivals in the summer months. Renowned for its ski resorts and adventure sports, outdoor enthusiasts will find a plethora of activities to enjoy, from skiing on pristine slopes to exploring the nearby mountains and parks. The picturesque landscape, highlighted by a serene lake, offers a perfect backdrop for relaxation and recreation. This vibrant community is ideal for those seeking both adrenaline-fuelled experiences and tranquil escapes.
• Stockbridge: Located 20.9km away from Hillsdale, Stockbridge is a delightful city known for its romantic ambiance and rich cultural offerings. With visitor numbers peaking in the late summer to early autumn, the city is a hub for music concerts and theatrical performances. The local attractions, including stunning lakes and historical monuments, provide a unique blend of entertainment and heritage. Whether you're enjoying a quiet evening at a place of worship or immersing yourself in the arts, Stockbridge promises an enriching travel experience.
• Copake: Just 8.0km from Hillsdale, Copake is a quaint city that shines in the spring and summer, attracting adventure seekers and outdoor lovers. With an impressive array of skiing options and access to national state parks, visitors can indulge in a variety of outdoor pursuits. The beautiful lakes and mountainous surroundings enhance the area's appeal, making it a perfect spot for both relaxation and adventure. Whether you're hitting the slopes or hiking through scenic trails, Copake offers a wonderful escape into nature.

Things to do in and around Hillsdale

Hillsdale offers a delightful blend of outdoor adventure and entertainment, making it ideal for skiing and sports enthusiasts. Visitors can enjoy skiing at local resorts and fields, while also indulging in the vibrant live music scene that adds to the area's charm. Whether you seek thrilling winter sports or lively performances, Hillsdale has something for everyone to enjoy.

Shopping

Hillsdale offers delightful shopping experiences with local gems like Hoffman's Pottery, Charles H. Baldwin & Sons, and Ebenezer II Gifts and Antiques, all situated 20.9km away. If you're up for a drive, these charming stores are perfect for finding unique gifts and souvenirs.

Recreation

Experience the Tanglewood Music Center, an enchanting venue 25.7km from Hillsdale, where you can enjoy captivating concerts amidst beautiful surroundings. For a serene escape, visit Lake Mansfield Park, 12.9km away, perfect for relaxation and unwinding in nature. Alternatively, indulge in outdoor activities at the Undermountain Golf Course, also 12.9km from Hillsdale.

Adventure

Catamount Ski Area, 3.2km from Hillsdale, offers thrilling skiing experiences amidst stunning winter landscapes. For a unique thrill, visit Catamount Aerial Adventure Park, featuring exhilarating zip lines and ropes courses. For a scenic hike, explore the Housatonic River Walk, 14.5km away, combining adventure with breathtaking views.

Nightlife

Experience the charm of Hillsdale's nightlife with a visit to the Mahaiwe Performing Arts Center, just 12.9km away, or the Ancram Opera House, 17.7km from town. For a delightful evening, enjoy a show at the Mac-Haydn Theatre, located 20.9km away, each offering a unique blend of romance and culture.

Booking tips and Expedia advantages for Hillsdale

For a budget-friendly visit to Hillsdale, consider travelling during the cheaper months of January and March to April, with Tuesdays being the least expensive days for accommodation. Use Expedia to find deals by sorting hotels from lowest to highest price, and filter for eco-certified options. Combine your hotel, flights, and activities for potential savings. Additionally, explore free activities in the area to enhance your experience without breaking the bank. This strategic planning will help you maximise your trip while keeping costs low.

• 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: Expedia's search tool enables you to specify your budget, desired location, and various other preferences. You can arrange your search results to display prices from the lowest to the highest, allowing you to find the most affordable hotels first. Additionally, you can refine your choices by hotel category—if you select the Eco-certified filter, you'll be presented with sustainable and environmentally-friendly hotels available for booking.
• Consider bundling your trip: You can potentially save money by combining your Hillsdale hotel reservation with your flights and activities by opting for an Expedia package.

Find the best attractions near Hillsdale

Hillsdale is an ideal destination for skiing and adventure sports, offering a variety of attractions for outdoor enthusiasts. Visitors can explore stunning national parks, serene nature reserves, and picturesque lakes, all while immersing themselves in the local culture. Whether you're seeking thrilling adventures or a tranquil escape, Hillsdale provides an unforgettable experience for all travellers.

• Great Barrington Historical Society & Museum: Immerse yourself in the rich history of the region at this charming museum. With engaging exhibits that showcase local culture and heritage, it's an enlightening experience for history enthusiasts and casual visitors alike, located 12.9km from Hillsdale.
• Lion's Head Peak: For the adventurous spirit, this stunning mountain offers breathtaking views and exhilarating trails. A perfect spot for hiking and enjoying nature, Lion's Head Peak is 20.9km away and promises an unforgettable outdoor experience.
• Taconic State Park: Just 6.4km from Hillsdale, this national park is a haven for outdoor lovers. With its scenic landscapes and numerous recreational activities, Taconic State Park is ideal for hiking, picnicking, and immersing yourself in nature.

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

To reach Hillsdale, New York, you may consider flying into one of several nearby airports. Hartford, CT (BDL-Bradley Intl.) is located 74.0km away, with notable hotels such as the 4-star Simsbury 1820 House and Marriott Hartford Downtown. Albany, NY (ALB-Albany Intl.) is 67.6km distant, offering options like The Landing Hotel at Rivers Casino & Resort and Crowne Plaza Albany. Newburgh, NY (SWF-Stewart Intl.) is 88.5km away, featuring hotels like The Dutchess Inn and Spa at Beacon and Homewood Suites. Each airport provides various transportation services to assist with your travel from these hotels.