A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Our top choices for Hillsdale hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Nancy
$128 nightly
$143 total
Aug 31 - Sep 1
Total with taxes and fees
Vacation Village in the Berkshires

2. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Kellee
$445 nightly
$497 total
Aug 30 - Aug 31
Total with taxes and fees
Prospect Berkshires

3. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Alonna
$219 nightly
$245 total
Aug 9 - Aug 10
Total with taxes and fees
Little Cat Lodge

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Pamela
$138 nightly
$155 total
Aug 30 - Aug 31
Total with taxes and fees
Berkshire Mountain Lodge

5. Berkshires Untold

Berkshires Untold
Lenox
United States
Diana
$156 nightly
$174 total
Aug 23 - Aug 24
Total with taxes and fees
Berkshires Untold

6. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Nitzan
$93 nightly
$103 total
Sep 1 - Sep 2
Total with taxes and fees
Quality Inn Great Barrington

7. The Brooks Motel

The Brooks Motel
Hillsdale
United States
Alexis
$148 nightly
$166 total
Aug 16 - Aug 17
Total with taxes and fees
The Brooks Motel

8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Joan
$195 nightly
$217 total
Aug 12 - Aug 13
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

9. The Yankee Inn

The Yankee Inn
Lenox
United States
Phillip G
$159 nightly
$178 total
Aug 9 - Aug 10
Total with taxes and fees
The Yankee Inn

10. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Laurie
$153 nightly
$171 total
Sep 1 - Sep 2
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

11. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
Rhinebeck Village
United States
NAERAN
$129 nightly
$146 total
Aug 10 - Aug 11
Total with taxes and fees
Beekman Arms and Delamater Inn

12. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
shelly
$152 nightly
$169 total
Sep 1 - Sep 2
Total with taxes and fees
Holiday Inn Club Vacations Oak 'n Spruce Resort

13. the Alander

the Alander
Copake
United States
Mary
$170 nightly
$190 total
Aug 9 - Aug 10
Total with taxes and fees
the Alander

14. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
John
$95 nightly
$106 total
Sep 1 - Sep 2
Total with taxes and fees
Monument Mountain Motel

15. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
judy
$228 nightly
$254 total
Aug 23 - Aug 24
Total with taxes and fees
The Red Lion Inn

16. East Rock Inn

East Rock Inn
Great Barrington
United States
julie
$148 nightly
$165 total
Aug 23 - Aug 24
Total with taxes and fees
East Rock Inn

17. Granville House

Granville House
Housatonic
United States
Bonnie
$275 nightly
$307 total
Aug 17 - Aug 18
Total with taxes and fees
Granville House

18. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Maribel
$204 nightly
$228 total
Aug 9 - Aug 10
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

19. The Berkshire Mountain Inn

The Berkshire Mountain Inn
Great Barrington
United States
Robert
The Berkshire Mountain Inn

20. Mirbeau Inn & Spa

Mirbeau Inn & Spa
Rhinebeck Village
United States
Sylvia
$512 nightly
$579 total
Aug 11 - Aug 12
Total with taxes and fees
Mirbeau Inn & Spa
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Where to stay near Hillsdale

Hillsdale offers a perfect blend of outdoor adventures and scenic beauty, nestled in the Berkshire Mountains. Explore the charming small town atmosphere, or venture to nearby Callicoon Hills and Beautypeakscutt Hill. It's an ideal destination for families seeking relaxation and romance amidst stunning landscapes.

Great Barrington

Discover Great Barrington, a welcoming destination perfectly suited for travelers seeking a blend of culture and outdoor adventure. Nestled near the scenic Housatonic River and the serene Lake Buel, this charming city offers easy access to ski resorts and the breathtaking national state park, making it ideal for weekend getaways or winter sports. Located about 9 miles by car from Hillsdale, Great Barrington is a smart choice for your next hotel booking, providing a rich experience year-round.

Copake

Experience the charm of Copake, an excellent hub for families and outdoor enthusiasts eager to explore the breathtaking landscapes of the region. Just a short drive from Hillsdale, Copake is near exciting attractions like Taconic State Park, Copake Lake, and Mount Washington State Forest, perfect for weekend getaways and adventures year-round. With its blend of natural beauty and recreational activities, choosing Copake for your stay ensures a memorable and active vacation experience.

Craryville

If you're seeking a serene getaway, look no further than Craryville, a haven for nature enthusiasts and families alike. Nestled near Taconic State Park and the picturesque Copake Lake, Craryville offers a perfect blend of outdoor adventure and family-friendly activities, making it ideal for weekend getaways. Located about 3 miles by car from Hillsdale, you'll find easy access to skiing opportunities during the winter months and breathtaking landscapes year-round. Choosing Craryville for your stay means embracing the beauty of nature while enjoying a charming, welcoming atmosphere.

Stockbridge

Immerse yourself in Stockbridge, where cultural enthusiasts and nature lovers can easily access attractions like the Norman Rockwell Museum and the National Shrine of the Divine Mercy. With its rich blend of art, history, and outdoor activities, Stockbridge offers a charming escape year-round. Just about a 19-mile drive from Hillsdale, this picturesque town is an ideal spot for travelers seeking romance, family fun, and entertainment, making it a smart choice for your next vacation stay.

Egremont

Travelers visiting the area often choose Egremont as their ideal base, especially families and adventure seekers looking for a blend of nature and outdoor activities. With attractions like the serene Taconic State Park, the picturesque Housatonic River, and the tranquil National Shrine of the Divine Mercy, Egremont offers a rich experience for those eager to explore. Located about 4 miles by car from Hillsdale, Egremont is a smart choice for your getaway, providing easy access to both relaxation and adventure.

Stay near popular attractions in and around Hillsdale

Hillsdale offers an unforgettable blend of outdoor adventures and cultural experiences. Explore nearby nature reserves and lakes, or venture to unique historic landmarks in Great Barrington. Just a short drive from New York, this charming destination is perfect for those seeking adventure and relaxation alike.
A wooden bridge over a river, surrounded by lush greenery and large rocks.
Photo by Richard Miska

Housatonic River

9.0/10 (28 reviews)
Highly recommended for outdoor enthusiasts, the Housatonic River offers stunning scenery and a vibrant atmosphere perfect for relaxation and exploration. Located about 9 miles by car from Hillsdale, it provides convenient access for a refreshing day trip, making it an ideal spot to unwind during your vacation.
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A calm river surrounded by autumn foliage.
Photo by Adnan Kakazai

Norman Rockwell Museum

9.4/10 (347 reviews)
An essential stop for art lovers, the Norman Rockwell Museum in Stockbridge, Massachusetts, showcases the beloved works of the iconic American artist. Located about 28 miles by car from Hillsdale, this cultural gem offers a unique glimpse into Rockwell's storytelling through art, making it a perfect addition to your itinerary.
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Taconic State Park

9.8/10 (11 reviews)
Experience the best of outdoor adventure at Taconic State Park, a haven for nature lovers and thrill-seekers. With stunning scenery and ample opportunities for exploration, this park is a perfect retreat. It’s about a 4-mile drive from Hillsdale, making it easy to access and enjoy a refreshing getaway.
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National Shrine of the Divine Mercy

9.0/10 (83 reviews)
Ideal for spiritual seekers and those interested in culture, the National Shrine of the Divine Mercy offers a serene atmosphere for reflection and prayer. Located about 17 miles by car from Hillsdale, this shrine invites visitors to experience its rich heritage and tranquil grounds, making it a convenient stop for a peaceful day out.
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W.E.B. Du Bois Boyhood Homesite

8.8/10 (29 reviews)
No trip is complete without a visit to the W.E.B. Du Bois Boyhood Homesite, a historic site that celebrates the early life of the influential civil rights leader. Located about 10 miles by car from Hillsdale, this destination offers rich cultural insights, making it a convenient stop for history enthusiasts exploring the region.
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Lake Taghkanic State Park

10.0/10 (1 review)
A fascinating mix of adventure and natural beauty awaits outdoor enthusiasts at Lake Taghkanic State Park. Just 19 miles by car from Hillsdale, this park offers stunning scenery and various recreational activities. Staying nearby allows easy access to its tranquil landscapes and vibrant outdoor atmosphere.
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Naumkeag Museum

9.4/10 (10 reviews)
Perfectly suited for culture lovers, Naumkeag Museum offers a glimpse into America’s rich history through its beautifully preserved historic house. Located about 29 miles by car from Hillsdale, this charming site invites visitors to explore its stunning gardens and unique architecture, making it an ideal stop during your travels.
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Berkshire Botanical Garden

9.4/10 (14 reviews)
A must-see for families and couples alike, Berkshire Botanical Garden offers a serene escape with its stunning array of plants and vibrant landscapes. Located about 26 miles by car from Hillsdale, this enchanting garden invites visitors to explore its beauty while enjoying the peaceful surroundings, making it a convenient choice for your stay.
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Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

See all hotels in Hillsdale
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"Great standard hotel room. Clean and responsive housekeeping."
Monique 2-night trip
Posted 3 hours ago
The Yankee Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

8/10 Good
"Stayed for two nights in a 2 bedroom villa. The place was very clean, beds and bedding were comfortable. The place could stand a refresh - more so the kitchen and bathrooms but not terribly awful by any means. The area of the property where we stayed was quiet and peaceful."
elizabeth 2-night trip
Posted 18 hours ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Amazing stay!"
Veronika 1-night trip
Posted 1 day ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"
judy 1-night trip
Posted 2 days ago
The Red Lion Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Very nice clean new property. Simple, clean, comfortable, quiet climate control. Decor is very bland. Desk chair is klunky fake mid-century modern. Pool is about 12 yards long, looked clean. But prices for any hotel near Lenox are just crazy in peak (Tanglewood) season."
John 2-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Need an extra chair in handicap rooms"
Thomas 3-night trip
Posted 2 days ago
Best Western Plus Berkshire Hills Inn & Suites
Berkshires Untold

Berkshires Untold

8/10 Good
"Lovely property, imaginative and we. Well-maintained. Food was very good but somewhat overpriced. Staffing was a bit scant. No cash on the property so it was difficult to change a bill and provide an accurate tip for housekeeping."
Amy 1-night trip
Posted 2 days ago
Berkshires Untold
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Very nice front desk staff-courteous, upbeat, helpful. Room was clean but leftover trash in bin and no ice tray in refrigerator. VERY comfortable bed. Train in middle of the night was a throwback experience to a different age-i liked it but some would be frightened of the noise. Excellent location."
Alan 1-night trip
Posted 2 days ago
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"We had an easy time finding it,close to shopping. Would stay again"
LYNN 1-night trip
Posted 3 days ago
Quality Inn Lee - Lenox South

More cheap stays in Hillsdale

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
$61 nightly
$68 total
Aug 10 - Aug 11
Total with taxes and fees
5.4/10 (864 reviews)
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
$79 nightly
$88 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (892 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
$93 nightly
$103 total
Sep 1 - Sep 2
Total with taxes and fees
Quality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
$144 nightly
$161 total
Aug 31 - Sep 1
Total with taxes and fees
9.4/10 Exceptional! (151 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
$159 nightly
$178 total
Aug 9 - Aug 10
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
$226 nightly
$255 total
Aug 30 - Aug 31
Total with taxes and fees
Pocketbook Hotel and Bath

Hotels in Hillsdale with star-rating

Find out more about Hillsdale

Top reasons to visit Hillsdale

  • Outdoor Adventure: Hillsdale is perfect for skiing, hiking, and exploring beautiful national parks and lakes.
  • Thrilling Activities: Experience zip line adventures for an adrenaline rush amidst stunning scenery.
  • Serene Wellness Retreats: Enjoy relaxation and rejuvenation at local wellness retreats surrounded by nature.
  • Charming Accommodations: Stay at cozy bed & breakfasts and agritourism properties with warm hospitality.
  • Family-Friendly Atmosphere: Hillsdale offers picnic spots and activities ideal for families and couples.

Find great hotels near Hillsdale

Discover the charming accommodations in Hillsdale, New York, where a blend of agritourism properties and cozy bed & breakfasts await. Perfect for families and adventure seekers, you'll find pet-friendly options and warm hospitality at places like the Hillsdale House Inn and Brooks Motel. Whether you're seeking a relaxing retreat or an active getaway, Hillsdale offers a variety of lodging to make your stay memorable.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the scenic Berkshires, about 14 miles from Hillsdale, this 3.5-star resort boasts a remarkable guest rating of 9.0. It’s perfect for families seeking a memorable vacation experience, complete with ski access and a variety of child-friendly amenities. Guests can enjoy an on-site mini-golf course, arcade game room, and a playground designed for children. The resort's cozy accommodations and inviting atmosphere make it an ideal choice for those looking to unwind after a day of skiing or exploring the beautiful surroundings.
  • Quality Inn Great Barrington: A budget-friendly option located just 8 miles from Hillsdale, the Quality Inn Great Barrington offers an excellent guest rating of 8.4. This hotel is a great fit for adventurous travelers and business guests alike, providing easy access to outdoor activities such as hiking, biking, and various winter sports. With ski rentals and lessons available nearby, you can easily dive into the region's outdoor offerings. The friendly staff and comfortable accommodations ensure a pleasant stay for all guests.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 9 miles from Hillsdale, this budget-friendly hotel has a solid guest rating of 8.8. Ideal for business travelers, the Holiday Inn Express Hotel & Suites combines convenience with comfort. Guests will appreciate the modern amenities and complimentary breakfast that kick-starts your day. This hotel’s strategic location enables easy access to nearby business districts and local attractions, making it a smart choice for those on the go.

Where to stay near Hillsdale

Hillsdale, New York, offers a perfect blend of outdoor adventure and serene relaxation. Visitors can enjoy skiing and exploring the scenic views of the surrounding areas. Nearby attractions provide a friendly atmosphere ideal for families and couples alike, with plenty of picnic spots to unwind. Don't miss the charming Hillsdale College, which adds to the area's character. Whether you're seeking adventure or a peaceful getaway, Hillsdale has something for everyone.

  • Great Barrington: Situated 8 miles from Hillsdale, Great Barrington is a vibrant city that attracts visitors year-round. However, the peak travel season falls between June and August. Known for its exceptional outdoor activities, Great Barrington is a haven for adventure seekers, particularly those interested in skiing and sports. The area boasts stunning landscapes, with nearby lakes and mountains, making it perfect for both relaxation and recreation. Don’t miss the chance to explore the local ski resorts and take in the natural beauty of the surrounding national state park.
  • Craryville: Located just 3 miles from Hillsdale, Craryville is a charming city that offers a moderately seasonal travel experience, with visitor numbers peaking throughout the year. Outdoor enthusiasts flock here for its adventure and skiing opportunities. The ski fields and resorts are popular attractions, drawing in those eager for winter sports. Craryville is surrounded by picturesque lakes and mountains, providing plenty of options for hiking and exploring the great outdoors. Its proximity to national state parks ensures visitors can soak in the beauty of nature while enjoying various recreational activities.
  • Copake: About 5 miles from Hillsdale, Copake is a delightful city that experiences a diverse flow of visitors throughout the year, with peak travel times in March to April and July. It is known for its outdoor and adventure experiences, particularly skiing. With ski resorts and fields at your fingertips, Copake is ideal for those looking to hit the slopes. The area is also home to beautiful lakes and mountains, making it a great spot for hiking and sightseeing. Explore the nearby national state park to truly appreciate the natural wonders that Copake has to offer.

Things to do in Hillsdale

Hillsdale, New York, is an ideal destination for outdoor enthusiasts, offering a range of activities such as skiing at local resorts and exploring scenic ski fields. Visitors can also enjoy wellness retreats for relaxation and rejuvenation, as well as thrilling zip line adventures for an adrenaline rush. Whether you're hitting the slopes or seeking relaxation, Hillsdale provides a perfect blend of adventure and tranquility.

Shopping

In Hillsdale, you can find charming local shops offering unique gifts and souvenirs. If you're up for a drive, visit the Great Barrington Plaza, about 12 miles away, for a variety of retail stores and boutiques. The Hudson Valley Antique Center is also worth the trip for vintage finds.

Recreation

Explore the tranquil setting of the Hillsdale Wellness Center, where you can enjoy yoga classes and holistic therapies. For outdoor fun, visit nearby Bash Bish Falls State Park for hiking, offering scenic views and a refreshing escape into nature.

Adventure

In Hillsdale, explore the scenic trails of the Catamount Ski Area for hiking and mountain biking, offering breathtaking views. Experience exhilarating zip-lining adventures at the nearby Catamount Adventure Park, perfect for thrill-seekers looking to soar through the treetops amidst stunning landscapes.

Nightlife

The nightlife in Hillsdale offers cozy spots like The Hillsdale Tavern for a laid-back vibe. For something more lively, check out nearby bars featuring live music and dancing. Enjoy a relaxed evening with friends, savoring local brews and the friendly atmosphere that Hillsdale has to offer.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Hillsdale

  • 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 makes it easy to choose your budget, preferred location, and additional preferences. You can arrange your search results to display hotels from the lowest to the highest price, ensuring you find the most affordable options first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Hillsdale with your flights and activities by choosing an Expedia package.

Find the best attractions near Hillsdale

Hillsdale, New York, is perfect for outdoor enthusiasts seeking adventure and culture. Visitors can enjoy skiing and various outdoor activities in stunning natural settings, including national parks, nature reserves, and beautiful lakes. Whether you're looking for thrilling adventures or a peaceful retreat, Hillsdale offers a variety of attractions that cater to all types of travelers eager to explore the great outdoors.

  • National Shrine of the Divine Mercy: Experience a serene atmosphere at this spiritual haven located 13 miles from Hillsdale. The shrine features beautiful architecture and tranquil gardens, inviting visitors to reflect and meditate amidst its cultural significance.
  • Norman Rockwell Museum: Situated 12 miles away, this museum showcases the iconic works of artist Norman Rockwell. Explore his timeless illustrations that capture the essence of American life, complemented by engaging exhibits that provide insight into his creative process.
  • Taconic State Park: Just 4 miles from Hillsdale, this stunning park offers breathtaking scenery and outdoor adventures. Enjoy hiking, picnicking, or simply soaking in the natural beauty of the Hudson Valley, making it ideal for nature lovers and thrill-seekers alike.

Best time to go to Hillsdale

The best time to visit Hillsdale can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Hillsdale falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Hillsdale falls in January, visitor numbers are slightly high and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly CloudySlightly HighSlightly Low
February26.6°F (-3.0°C)Light RainMostly CloudySlightly HighAverage
March34.5°F (1.4°C)Light RainMostly CloudySlightly LowSlightly Low
April46.2°F (7.9°C)Light RainMostly CloudyAverageSlightly Low
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
July72.0°F (22.2°C)Light RainMostly SunnySlightly HighSlightly High
August70.0°F (21.1°C)Light RainMostly SunnyAverageSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
October51.6°F (10.9°C)Light RainMostly SunnySlightly LowSlightly High
November39.4°F (4.1°C)Light RainMostly SunnyAverageAverage
December31.3°F (-0.4°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Hillsdale

When planning your trip to Hillsdale, New York, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is 46 miles away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport. ALBany International Airport (ALB) is 42 miles from Hillsdale, featuring hotels such as The Landing Hotel at Rivers Casino & Resort, located 8 miles from the airport. For those considering White Plains, NY (HPN), located 77 miles away, hotels like The Opus Westchester offer convenient airport shuttle services. Each airport provides various accommodation options to ensure a comfortable stay during your visit.

Frequently asked questions

What is the best area to stay in Hillsdale?
The best area to stay in Hillsdale is in the village center, particularly around the intersection of Route 22 and Route 23.This area is the heart of Hillsdale, offering easy access to local establishments and a pleasant, walkable environment. You'll find a few charming shops, cafes, and restaurants concentrated along these main roads. It provides a convenient base to explore the surrounding natural beauty and nearby towns.Couples looking for a peaceful getaway will appreciate the village center's relaxed pace and access to local dining. It's an ideal spot for those who enjoy strolling through a small town and finding unique local treasures.For travelers interested in outdoor activities, staying near the village center puts you within a short drive of hiking trails, nature preserves, and scenic drives.
What are the best hotels in Hillsdale that travelers recommend?
For travelers looking for a highly recommended hotel in Hillsdale, The Brooks Motel is an excellent option.The Brooks Motel has a 7.6 rating and is praised by guests for its super comfy and clean beds, modern and clean rooms, and excellent customer service. This motel offers premium bedding, air conditioning, and fireplaces in the rooms. For those interested in winter sports, it's conveniently located near a ski area, with opportunities for cross-country skiing, downhill skiing, and access to ski lifts and runs. Additionally, it is just 1.2 miles from Catamount Aerial Adventure Park.
What are the top pet-friendly hotels in Hillsdale?
For pet-friendly hotels in Hillsdale, consider The Brooks Motel.The Brooks Motel has a 7.6 rating and is a convenient option for travelers with dogs, as it offers a Dogs Only policy and allows pets to stay free. Guests frequently mention the super comfy and clean beds, as well as the modern and clean rooms. The customer service also receives excellent remarks. Additionally, it is located just 1.2 miles from Catamount Aerial Adventure Park and is convenient for those interested in various skiing activities, including downhill, cross-country, and ski lifts. See more pet-friendly hotels in Hillsdale
What are the best budget hotels in Hillsdale?
For a budget-friendly stay in Hillsdale, The Brooks Motel is an excellent option that travelers frequently recommend.This motel has a 7.6 rating and is often praised for its super comfy and clean beds, as well as its modern and clean rooms. Guests consistently highlight the excellent customer service. Key amenities include free WiFi and complimentary self-parking. For those interested in winter sports, the motel is conveniently located near various ski areas, including cross-country, downhill, and ski lifts. View all budget hotels in Hillsdale
What are the best hotels in Hillsdale near Catamount Aerial Adventure Park?
For a great hotel in Hillsdale near Catamount Aerial Adventure Park, consider The Brooks Motel.The Brooks Motel has a 7.6 rating and is conveniently located just 1.2 miles from Catamount Aerial Adventure Park. Guests often highlight the super comfy and clean beds, the modern and clean rooms, and the excellent customer service. This hotel offers free WiFi, free self-parking, and allows pets to stay free. It is also well-suited for those interested in skiing, with nearby access to ski areas, cross-country, downhill, ski lifts, and ski runs.
When is the best time to go to Hillsdale?
For most visitors, the best time to go to Hillsdale is during the summer months, from June to August, when the weather is ideal for outdoor activities, or in the fall, from September to October, for the foliage.Summer in Hillsdale offers warm, sunny days, great for exploring the local hiking trails, swimming in nearby lakes, or visiting farmers' markets. The area thrives with outdoor events and opportunities to enjoy the natural beauty of the Berkshire foothills. Couples will find this period ideal for scenic drives, winery visits, and dining al fresco.The fall season transforms Hillsdale into a picturesque landscape of vibrant colors, making it an excellent time for those who appreciate natural scenery and photography. The cooler temperatures are comfortable for exploring antique shops and art galleries, and many local farms offer apple picking and pumpkin patches.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Hillsdale.
How can I save on a Hillsdale hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Hillsdale hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Hillsdale hotel?
Prices for hotels in Hillsdale often vary, but you can find a great deal from $68 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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