Hotels in Hillsdale

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Top Rated Hillsdale Hotels

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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.

Top reasons to visit Hillsdale

  1. Outdoor Adventures: Hillsdale's hilly terrain is a playground for outdoor enthusiasts. Skiing, horseback riding, and hiking trails offer thrilling experiences.
  2. Breathtaking Scenery: Prepare to be awestruck by Hillsdale's stunning sunrise and scenic views. It's a feast for the eyes!
  3. Historic Ruins: Explore the fascinating historic ruins scattered throughout Hillsdale. They're like stepping back in time!
  4. Charming Districts: Discover the charm of Hillsdale's districts as you wander through its cozy coffee shops and local library.
  5. Ski Vacation Paradise: Stay in a cozy hotel and hit the slopes in nearby Great Barrington for an unforgettable ski adventure.

Top things to see and do in Hillsdale

Hillsdale, located in upstate New York, offers a wide range of activities for visitors to enjoy. Whether you're in the mood for a relaxing day at a cozy coffee shop or exploring the local library, this small town has something for everyone. The hilly terrain provides the perfect backdrop for outdoor adventures like skiing and horseback riding, while the breathtaking sunrise and scenic views will leave you in awe. Don't miss the chance to explore the historic ruins scattered throughout the area or take a hike on one of the many beautiful trails. Other area attractions include Tory Hill and lovely gardens to explore.

  1. Catamount Aerial Adventure Park: Get ready for an adrenaline rush at the Catamount Aerial Adventure Park. This zipline and ropes course will take you soaring through the air, surrounded by breathtaking views of flowers, gardens, and majestic mountains. Whether you're hiking, rock climbing, or camping, this outdoor adventure experience will leave you feeling exhilarated and connected to nature. Don't miss the chance to explore this budget-friendly attraction and unleash your inner adventurer.
  2. Community Library: Dive into a world of knowledge and imagination at the Community Library. This family-friendly point of interest offers a cultural experience like no other. Immerse yourself in the vast collection of books, explore the various programs and events, and let your curiosity flourish. Whether you're a bookworm or simply seeking a quiet escape, the Community Library is the perfect place to relax, learn, and create lasting memories.
  3. Hillsdale Town Hall: Step back in time and discover the rich history of Hillsdale at the historic Hillsdale Town Hall. This civic government building is a true gem, showcasing the architectural beauty of the past. Immerse yourself in the culture of the town as you explore the halls adorned with vintage photographs and artifacts. From its intricate details to its storied past, this point of interest offers a unique glimpse into the heritage of Hillsdale and is a must-visit for culture enthusiasts.

Best places to visit in Hillsdale

Hillsdale, New York is the perfect destination for a ski vacation. Stay in one of the cozy hotels in the area and enjoy hitting the slopes in nearby Great Barrington. Explore the charming districts of Hillsdale and take in the breathtaking scenery. Exciting destinations and thrilling ski adventures await!

  1. Lenox: Just a short drive from Hillsdale, Lenox offers a unique experience for those seeking a ski holiday. This charming city is known for its beautiful gardens, world-class museums, rejuvenating yoga retreats, live music scene, and vibrant entertainment options. Immerse yourself in the breathtaking scenery while exploring the art and architecture that the city has to offer. And if you're feeling adventurous, there are plenty of hiking trails and a library filled with literary treasures. Lenox truly has something for everyone, making it a must-visit destination for a ski vacation.
  2. Hudson: With its rich history, stunning river views, and thriving art scene, Hudson is an ideal destination for a ski holiday. Explore the city's opera house, immerse yourself in its historical charm, and indulge in delicious dining experiences. Discover the beauty of its cathedrals, go shopping in its unique boutiques, and soak in the picturesque scenery while boating on the river. Hudson's architecture is a visual delight, and there are plenty of opportunities for cultural enrichment. Whether you're a history buff or an art enthusiast, Hudson has something to offer to everyone.
  3. Saugerties: Nestled amidst mountains, Saugerties is a hidden gem for ski enthusiasts. Enjoy thrilling horseback riding adventures, immerse yourself in lively festivals, and relax in cozy cafes after a day on the slopes. With its proximity to ski resorts, Saugerties is the perfect base for your ski holiday. Experience the thrill of skiing or try your hand at hunting in the breathtaking mountain landscapes. In the evenings, indulge in the local entertainment scene, featuring live music and dancing. And don't forget to explore the nearby university, which adds a youthful energy to the town. Saugerties offers a unique blend of adventure and relaxation, making it a top choice for a ski vacation.

Seasonal travel trends of Hillsdale

The popularity of Hillsdale shows no change throughout the year. The most popular time to visit is between June and August, with a seasonal peak in July. The off-peak tourist season is from October and December, with October typically being the quietest month.

Check out the month-by-month weather chart for Hillsdale to help you plan your next trip. With a monthly average of 72.0 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in October. Regardless of when you visit Hillsdale, every season has a reason to stay.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January25.0°F (-3.9°C)Light RainMostly Cloudy
February26.6°F (-3.0°C)Light RainMostly Cloudy
March34.5°F (1.4°C)Light RainMostly Cloudy
April46.2°F (7.9°C)Light RainMostly Cloudy
May57.9°F (14.4°C)Light RainMostly Sunny
June65.7°F (18.7°C)Light RainMostly Sunny
July72.0°F (22.2°C)Light RainMostly Sunny
August70.0°F (21.1°C)Light RainMostly Sunny
September62.8°F (17.1°C)Light RainMostly Sunny
October51.6°F (10.9°C)Light RainMostly Sunny
November39.4°F (4.1°C)Light RainMostly Sunny
December31.3°F (-0.4°C)Light RainMostly Cloudy

Where should you stay in Hillsdale?

What are some of the best hotels for a stay with my pet in Hillsdale?

Hudson valley and The Berkshires Cottage is a pet-friendly guesthouse with free WiFi, in-room kitchens, and laundry facilities.

What are the best hotels in Hillsdale?

Here are some top hotels around Hillsdale:

What are the best hotels to stay near Catamount Aerial Adventure Park?

A trip to Hillsdale just wouldn't be complete without a stop at Catamount Aerial Adventure Park. This is a favorite aerial adventure park, and it isn't hard to see why. A Beauty on the Border. Catamount Mountain Resort and ski Trails a Minute Away (0.3 miles away) is a great place to stay if you're planning to be nearby. Holiday House Motel (1 mile away) and Silvanus Lodge (2 miles away) are two other smart choices.

Hillsdale hotels essential information

Accommodation
1,832 hotels
Lowest Price
$88
Highest Price
$260
Popular hotels
The Brooks Motel, Postcard Cabins Eastern Catskills, Berkshires Untold, Howard Johnson by Wyndham Saugerties, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Holiday Inn & Suites Pittsfield-Berkshires by IHG, FairBridge Inn Express, Best Western Plus Berkshire Hills Inn & Suites, Berkshire Mountain Lodge, Holiday Inn Express Hotel & Suites West Coxsackie by IHG, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham

Booking tips for Hillsdale

Booking tips for Hillsdale

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Saving tips for your trip

To save money on your trip to Hillsdale, consider visiting during the less popular season from October to December. You can save even more by bundling your flights, hotel, and car bookings together for a discounted price. While in Hillsdale, take advantage of the inexpensive local affinities such as exploring the small town, enjoying the scenic hilly views, and visiting the local library for some relaxation and quiet time.

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