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Best Hillsdale NY hotels, motels and accommodations of 2020

Search the best hotels and places to stay in Hillsdale

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Swiss Hutte Inn And Restaurant Hillsdale3290 State Route 23 P.O. Box 357, Hillsdale, United States, NY 12529View on map
2.4 mi from City Center
Located very close to Catamount Mountain Resort, this hotel features 14 rooms together with a garden restaurant.
  • The inn has
    • Bar/ Lounge area
    • Restaurant
    +2
Price fromUS$ 153per nightSelect
Not available
Holiday House Motel Hillsdale2871 State Route 23, Hillsdale, United States
Located a few steps from Catamount Aerial Adventure Park, the hotel features 15 rooms with views over the garden.
  • The motel has
    • Coffee shop
    +1
Price fromUS$ 97per nightSelect
Not available
Silvanus Lodge9350 State Route 22, Hillsdale, United States, 12529View on map
700 yd from City Center700 yd from City Center
Offering 9 rooms together with horse riding, hiking and fisheries, the venue is located close to Roeliff Jansen Park.
Price fromUS$ 107per nightSelect
Not available
Tentrr - Hillsdale Hideaway9 Primrose Drive, Hillsdale, United States, 12529View on map
400 yd from City Center400 yd from City Center
Price fromUS$ 115per nightSelect
Not available
Similar properties near Hillsdale
The Red Lion Inn30 Main Street, Stockbridge, United States, 01262-0954View on map
13.0 mi from Hillsdale13.0 mi from City Center
A casual restaurant and 108 rooms are available during the stay in charming hotel, boasting location next to Chesterwood Museum.
8.2
Great48 reviews
Price fromUS$ 275per nightSelect
Not available
The Black Swan Lee - Lenox, Ascend Hotel Collection435 Laurel Street, Lee, United States, 01238View on map
16.8 mi from Hillsdale16.8 mi from City Center
Offering 52 rooms as well as a gym area and a fitness centre, this venue overlooks Laurel Lake and is based in a recreational area.
7.4
Very good21 reviews
Price fromUS$ 164per nightSelect
Not available
Interlaken Inn & Resort74 Interlaken Road, Lakeville, United States, CT 06039View on map
16.5 mi from Hillsdale16.5 mi from City Center
Featuring a swimming pool, this impressive venue is situated within 20 minutes' walk of the city center.
7.2
Very good19 reviews
Price fromUS$ 269per nightSelect
Not available
Wheatleigh11 Hawthorne Road, Lenox, United States, 01240View on map
15.9 mi from Hillsdale15.9 mi from City Center
Located 3 km from Lenox's city centre, this hotel boasts non-smoking rooms and a seasonal outdoor pool.
9.2
Perfect13 reviews
Price fromUS$ 865per nightSelect
Not available
Devonfield Inn85 Stockbridge Rd., Lee, United States, 01238View on map
15.8 mi from Hillsdale15.8 mi from City Center
Located 2 km away from Lee city center, this hotel features 10 rooms and an outdoor pool.
9.6
Perfect3 reviews
Price fromUS$ 290per nightSelect
Not available
Chambery Inn199 Main St., Lee, United States, 1238View on map
16.6 mi from Hillsdale16.6 mi from City Center
Offering convenient proximity to Hats & Jewels, the hotel is also close to Congregational Church.
9.2
Perfect23 reviews
Price fromUS$ 151per nightSelect
Not available
Fairfield Inn & Suites By Marriott Great Barrington Lenox Berkshires249 Stockbridge Road, Route 7, Great Barrington, United States, 01230View on map
9.3 mi from Hillsdale9.3 mi from City Center
Featuring an indoor swimming pool and a picnic area as well as a heated pool, the hotel is situated in the centre of Great Barrington.
8.0
Great40 reviews
Price fromUS$ 199per nightSelect
Not available
Holiday Inn Express Great Barrington415 Stockbridge Road, Great Barrington, United States, 01230View on map
9.5 mi from Hillsdale9.5 mi from City Center
Offering hiking and lawn tennis in the area, this accommodation lies next to Lake Mansfield, and within a 40-minute drive of Tanglewood.
8.0
Great7 reviews
Price fromUS$ 150per nightSelect
Not available
The Briarcliff Motel506 Stockbridge Road, Great Barrington, United States, 01230View on map
10.6 mi from Hillsdale10.6 mi from City Center
The hotel is located in the ski area of Great Barrington, not far away from Monument Mountain, overlooking the mountain.
9.6
Perfect40 reviews
Price fromUS$ 186per nightSelect
Not available
Days Inn By Wyndham Great Barrington372 Main Street, Great Barrington, United States, 01230View on map
8.3 mi from Hillsdale8.3 mi from City Center
This budget hotel with city views lies close to the sights of Great Barrington including Lake Mansfield.
7.6
Very good26 reviews
Price fromUS$ 89per nightSelect
Not available
Monument Mountain Motel247 Stockbridge Road, Great Barrington, United States, 01230View on map
9.3 mi from Hillsdale9.3 mi from City Center
This central hotel is nestled in the heart of Great Barrington, not far from Lake Mansfield.
9.4
Perfect37 reviews
Price fromUS$ 87per nightSelect
Not available
Shaker Mill Inn7 Albany Road, West Stockbridge, United States, 01266View on map
13.4 mi from Hillsdale13.4 mi from City Center
Within easy reach of Diana Felber Gallery, this hotel comprises 9 rooms with private bathrooms.
9.8
Perfect5 reviews
Price fromUS$ 201per nightSelect
Not available
Fairfield Inn & Suites By Marriott Great Barrington Lenox/Berkshires249 Stockbridge Rd, Great Barrington, United StatesView on map
9.3 mi from Hillsdale9.3 mi from City Center
This family-friendly hotel is nestled in the heart of Great Barrington, not far from Fairview Hospital.
Price fromUS$ 134per nightSelect
Not available
The Egremont Village Inn17 Main Streeet, South Egremont, United States, 01258View on map
5.9 mi from Hillsdale5.9 mi from City Center
Located 1 km from the center of South Egremont, this hotel features snow skiing, horse riding and hiking in the area and a snack bar onsite.
Price fromUS$ 212per nightSelect
Not available
Thornewood Inn453 Stockbridge Road, Great Barrington, United States, 01230View on map
9.8 mi from Hillsdale9.8 mi from City Center
Offering hills views, the venue is placed close to Lake Mansfield, and boasts an outdoor pool.
8.2
Great18 reviews
Price fromUS$ 232per nightSelect
Not available
Federal House Inn1560 Pleasant Street, Lee, United States, 1260View on map
14.1 mi from Hillsdale14.1 mi from City Center
Located next to Lee Premium Outlets, the venue comprises 9 rooms with garden views.
Price fromUS$ 336per nightSelect
Not available
Blantyre16 Blantyre Rd , Lenox, United States, 01240View on map
17.4 mi from Hillsdale17.4 mi from City Center
Set in Lenox, this accommodation features an outdoor swimming pool and a garden.
9.0
Perfect24 reviews
Price fromUS$ 1 200per nightSelect
Not available
Chatham Travel Lodge598 Route 295, Old Chatham, United States, 12136View on map
14.5 mi from Hillsdale14.5 mi from City Center
Within easy reach of Ooms Conservation Area at Sutherland Pond, this hotel comprises 12 rooms with private bathrooms.
Price fromUS$ 112per nightSelect
Not available
Windflower Inn684 South Egremont Road, Great Barrington, United States, 01230View on map
6.1 mi from Hillsdale6.1 mi from City Center
Offering a seasonal outdoor swimming pool, the hotel is placed in the ski area of Great Barrington, just off Vault Gallery.
Price fromUS$ 186per nightSelect
Not available
Mountain View Motel - Great Barrington304 State Road, Great Barrington, United States, 01230View on map
9.9 mi from Hillsdale9.9 mi from City Center
Located 3 km from the center of Great Barrington, the hotel offers a 24-hour bar plus a playground and a play area for children.
Price fromUS$ 99per nightSelect
Not available
Locust Tree Bed And Breakfast131 East Canaan Rd, Canaan, United States, 6018View on map
15.8 mi from Hillsdale15.8 mi from City Center
A short walk from Beckley Furnace Industrial Monument, the property welcomes guests to the family restaurant on site.
Price fromUS$ 146per nightSelect
Not available
Econo Lodge Lee - Great Barrington980 Pleasant Street, Lee, United States, 01238View on map
15.1 mi from Hillsdale15.1 mi from City Center
Close to AniMagic in Lee, the pet-friendly hotel is lodged in a historic-style building and consists of 28 rooms.
7.6
Very good25 reviews
Price fromUS$ 86per nightSelect
Not available
Applegate Inn279 West Park St., Lee, United States, 01238View on map
16.0 mi from Hillsdale16.0 mi from City Center
Boasting access to Twisted Orchard Company, the hotel includes a library and tennis courts onsite providing guests with en-suite rooms.
Price fromUS$ 210per nightSelect
Not available
Travelodge By Wyndham Great Barrington Berkshires400 Stockbridge Road, Great Barrington, United States, 01230View on map
9.5 mi from Hillsdale9.5 mi from City Center
Just off Lake Mansfield, this hotel offers a convenient location and includes a fast food restaurant.
7.2
Very good8 reviews
Price fromUS$ 107per nightSelect
Not available
Chesapeake Inn Of Lenox210 West Street, Lenox, United States, 01240View on map
16.6 mi from Hillsdale16.6 mi from City Center
The hotel offers swift access to Tanglewood Musical Center and Tanglewood is only 250 meters away.
Price fromUS$ 199per nightSelect
Not available
1862 Seasons On Main B And B47 Main Street, Stockbridge, United States, 01262View on map
13.1 mi from Hillsdale13.1 mi from City Center
Every room welcomes with a lovely view and the hotel features a picnic area and barbeque grills, while the hotel is set close to Norman Rockwell Museum.
Price fromUS$ 185per nightSelect
Not available
The Barrington281 Main St., Great Barrington, United StatesView on map
8.4 mi from Hillsdale8.4 mi from City Center
There are rooms facing the mountain and the hotel is set close to Lake Mansfield.
Price fromUS$ 288per nightSelect
Not available
Lantern House Motel256 Stockbridge Road, Great Barrington, United StatesView on map
9.4 mi from Hillsdale9.4 mi from City Center
Located near Lake Mansfield, the hotel offers garden views and an outdoor pool.
Select
Not available
Berkshire Travel Lodge12703 Route 22, Canaan, United States, 12029View on map
13.1 mi from Hillsdale13.1 mi from City Center
Located adjacent to Steepletop in Canaan, this hotel offers 28 rooms and a scenic view of the garden.
8.4
Great
Price fromUS$ 110per nightSelect
Not available
Conroy'S B&B11 East Street, Stockbridge, United States, 01262View on map
14.5 mi from Hillsdale14.5 mi from City Center
Featuring a library and a tennis court, this hotel is just 2.6 km from The Mission House.
Price fromUS$ 189per nightSelect
Not available
The Ponds At Foxhollow3 Foxhollow Drive, Lenox, United StatesView on map
16.1 mi from Hillsdale16.1 mi from City Center
The hotel has a lobby restaurant as well as an indoor pool, available in the heart of Lenox.
Price fromUS$ 231per nightSelect
Not available
Seven Hills Inn40 Plunkett St, Lenox, United States, 01240-2704View on map
16.5 mi from Hillsdale16.5 mi from City Center
There are rooms facing the garden and the hotel is set close to Tanglewood Musical Center.
Price fromUS$ 132per nightSelect
Not available
Jennys Country Manor LodgeApartment1639 Route 199, Stanfordville, United States, 12581View on map
18.9 mi from Hillsdale18.9 mi from City Center
The apartment is located 8 km from Wilcox Park Office and comes with a kitchenette and a private bathroom.
Price fromUS$ 180per nightSelect
Not available
Lakehouse Inn615 Laurel St., Lee, United States, MA 01238View on map
16.8 mi from Hillsdale16.8 mi from City Center
The luxury hotel boasts 15 rooms along with canoeing, hiking and fisheries, offering direct access to AniMagic.
Price fromUS$ 262per nightSelect
Not available
Holiday Inn Club Vacations Oak N' Spruce Resort190 Meadow Street, Lee, United States, MA 01260View on map
14.4 mi from Hillsdale14.4 mi from City Center
Featuring 334 rooms, a nightclub, a private swimming pool and a picnic area, this venue is 130 minutes' drive from Living Museum in Lee.
Price fromUS$ 211per nightSelect
Not available
Wainwright Inn518 Main Street, Great Barrington, United States, MA 01230View on map
8.2 mi from Hillsdale8.2 mi from City Center
Located next to The Guthrie Center & Foundation, the venue comprises 9 rooms with garden views.
Price fromUS$ 244per nightSelect
Not available
The Cottage14 Prospect Hill Road, Stockbridge, United States, 01262View on map
13.6 mi from Hillsdale13.6 mi from City Center
Situated close to Norman Rockwell Museum, this hotel in Stockbridge features tennis courts and a golf course.
Price fromUS$ 268per nightSelect
Not available
The Inn At White Hollow Farm558 Lime Rock Road, Salisbury, United States, CT 06039View on map
18.3 mi from Hillsdale18.3 mi from City Center
The hotel is based in a ski area of Salisbury, offering a lounge bar along with canoeing, horse riding and hiking.
Price fromUS$ 239per nightSelect
Not available
American Inn200 Laurel Street P O Box 492, Lee, United States, MA 01238View on map
16.7 mi from Hillsdale16.7 mi from City Center
Price fromUS$ 63per nightSelect
Not available
1805 House Bed & Breakfast775 Snydertown Road, Hollowville, United States, NY 12521View on map
7.9 mi from Hillsdale7.9 mi from City Center
A few meters away you can enjoy Henry Hudson Riverfront Park.
Price fromUS$ 275per nightSelect
Not available
Inn At Iron Masters229 Main Street, Lakeville, United StatesView on map
15.0 mi from Hillsdale15.0 mi from City Center
Located next to Lions Head, the venue comprises 28 rooms with city views.
Price fromUS$ 172per nightSelect
Not available
Apple Tree InnInn10 Richmond Mountain Road, Lenox, United States, MA 01240View on map
16.1 mi from Hillsdale16.1 mi from City Center
Located near Kripalu Center for Yoga and Health, the hotel offers mountain views and an outdoor pool.
Price fromUS$ 96per nightSelect
Not available
Micosta Leisure InnHotel3007 County Road 20, Hudson, United States, NY 12534View on map
13.0 mi from Hillsdale13.0 mi from City Center
The property boasts views of the mountain along with a kitchen and is set 3.7 miles from Carrie Haddad Gallery.
Price fromUS$ 105per nightSelect
Not available
The White Hart15 Undermountain Road, Salisbury, United States, CT 06068View on map
14.4 mi from Hillsdale14.4 mi from City Center
Located a few steps from Holley-Williams House, the hotel features 16 rooms with views over the city.
Price fromUS$ 392per nightSelect
Not available
Changing Times Boutique Country B&B624 Old Route 82, Taghkanic, United States, NY 12521View on map
10.8 mi from Hillsdale10.8 mi from City Center
There are rooms facing the garden and the hotel is set close to Taconic Orchards.
Price fromUS$ 158per nightSelect
Not available
Elm Tree Motel1384 New York 23, Craryville, United States, NY 12521View on map
4.6 mi from Hillsdale4.6 mi from City Center
Price fromUS$ 128per nightSelect
Not available
Inn At Kenmore Hall1385 State Road, Richmond, United States, MA 01254View on map
16.9 mi from Hillsdale16.9 mi from City Center
Located next to Bartlett's Orchard, the venue comprises 6 rooms with mountain views.
Price fromUS$ 341per nightSelect
Not available
Granville HouseBed & Breakfast98 Division Street, Great Barrington, United States, MA 01230View on map
8.9 mi from Hillsdale8.9 mi from City Center
Select
Not available
Tentrr - Hudson Valley Hilltop Campsite 2Luxury tent1504 County Road 83, Pine Plains, United States, 12567View on map
17.3 mi from Hillsdale17.3 mi from City Center
Price fromUS$ 147per nightSelect
Not available
Canyon Ranch Lenox165 Kemble St, Lenox, United States, 01240View on map
16.9 mi from Hillsdale16.9 mi from City Center
Featuring a seasonal outdoor pool, an indoor swimming pool and tennis courts, the hotel offers a lovely accommodation just outside Tanglewood Musical Center.
8.8
Great20 reviews
Price fromUS$ 1 584per nightSelect
Not available
Wind In The Pines949 S. Main St., Great Barrington, United StatesView on map
8.3 mi from Hillsdale8.3 mi from City Center
Located just off Ski Butternut, this hotel provides a wellness area, a spa area and a sauna onsite.
Price fromUS$ 854per nightSelect
Not available
The Inn At Sweet Water Farm1 Prospect Lake Road, 01230, Great Barrington, United States 01230 Great Barrington, South Egremont, United States, 01230View on map
4.6 mi from Hillsdale4.6 mi from City Center
The charming hotel is a good starting point to South Egremont' sights including Catamount Mountain Resort and French Park.
9.4
Perfect23 reviews
Select
Not available
Tentrr Honey Pot Farm Pond Paradise Campsite674 Snydertown Road, Craryville, United States, 12521View on map
7.7 mi from Hillsdale7.7 mi from City Center
Price fromUS$ 138per nightSelect
Not available
Holiday Inn Express Hotel & Suites Great Barrington415 Stockbridge Rd, Great Barrington, United States, 01230View on map
10.1 mi from Hillsdale10.1 mi from City Center
Select
Not available
Eastgate Inn207 West Street, Lenox, United StatesView on map
16.6 mi from Hillsdale16.6 mi from City Center
This budget hotel with garden views lies close to the sights of Lenox including Lenox Mountain.
Price fromUS$ 147per nightSelect
Not available
Tentrr - Glacial Erratic At Moore Brook82 Indian Cave Road, Salisbury, United States, 06068View on map
14.5 mi from Hillsdale14.5 mi from City Center
This is a 1-bedroom villa, set in proximity to Mount Frissell.
Price fromUS$ 169per nightSelect
Not available
Tentrr - Fat Apple Farm231 Sigler Road, Pine Plains, United States, 12567View on map
13.3 mi from Hillsdale13.3 mi from City Center
Price fromUS$ 144per nightSelect
Not available
Tentrr - Driftways Farm641 Smithfield Road, Millerton, United States, 12546View on map
18.1 mi from Hillsdale18.1 mi from City Center
Price fromUS$ 124per nightSelect
Not available
Mile Hill B&BApartment2461 Cte Rte 21, Kinderhook, United States, NY 12106View on map
15.7 mi from Hillsdale15.7 mi from City Center
There are rooms facing the mountain and the hotel is set close to Columbia County Historical Society Museum & Library.
Price fromUS$ 166per nightSelect
Not available
Tentrr - Hudson Valley Hilltop Campsite 1Luxury tent1504 County Road 83, Pine Plains, United States, 12567View on map
17.3 mi from Hillsdale17.3 mi from City Center
Price fromUS$ 147per nightSelect
Not available
Tentrr MalowinaApartment2 New Forge Road, Ancram, United States, 12502View on map
9.4 mi from Hillsdale9.4 mi from City Center
Price fromUS$ 117per nightSelect
Not available
Cozy Stockbridge Home - Walk To Golf Course!VillaStockbridge, Ma, 01262, Stockbridge, United States, 01262View on map
12.3 mi from Hillsdale12.3 mi from City Center
Offering a kitchen equipped with a microwave oven, a dishwasher and a washing machine, this villa is set near Merwin House Museum.
Price fromUS$ 304per nightSelect
Not available
Waterfront Cottage - 10 Mins To Great Barrington!VillaNew Marlborough, Ma, 01230, New Marlborough, United States, 01230View on map
12.6 mi from Hillsdale12.6 mi from City Center
Offering a kitchen complete with a microwave, a refrigerator and kitchenware, this villa is located close to Benedict Pond.
Select
Not available
Tranquil 3Br Stockbridge House W/Private DeckVillaStockbridge, Ma, 01262, Stockbridge, United States, 01262View on map
12.1 mi from Hillsdale12.1 mi from City Center
Offering a full kitchen complete with a microwave oven, a dishwasher and a refrigerator, this villa is located close to Ebenezer II Gifts and Antiques.
Price fromUS$ 316per nightSelect
Not available
Lakefront Berkshires House W/Deck, Dock +BoatVillaGreat Barrington, MA, 01230, Great Barrington, United States, 01230View on map
8.6 mi from Hillsdale8.6 mi from City Center
Offering a fully equipped kitchen complete with a microwave oven, a dishwasher and a fridge, this villa is located close to Squaw Peak.
Select
Not available
Rustic Berkshires Cottage, Steps To Lake Buel!Villa, New Marlborough, United States, 01230View on map
12.6 mi from Hillsdale12.6 mi from City Center
Taft Farms is 6 miles from this villa that offers 1 bedrooms along with a fully equipped kitchen.
Select
Not available
New! Airy Berkshires Cabin - Walk To Beach & Lake!Villa22 Mahkeenac Road, Stockbridge, MA 01262, US, Stockbridge, United States, 01262View on map
14.5 mi from Hillsdale14.5 mi from City Center
Select
Not available
Nature Lover'S Haven - Ski, Golf, Fish, Hike!Villa, Craryville, United States, 12521View on map
6.1 mi from Hillsdale6.1 mi from City Center
Select
Not available
Pet-Friendly Berkshires Home W/Dock & Fire Pit!Villa, New Marlborough, United States, 01230View on map
12.6 mi from Hillsdale12.6 mi from City Center
Select
Not available
Beautiful Lakehouse With Pool TableVilla, Copake, United States, 12516View on map
4.6 mi from Hillsdale4.6 mi from City Center
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Not available
Modern Lakehouse Retreat , Great For Groups!Villa, Copake, United States, 12516View on map
4.6 mi from Hillsdale4.6 mi from City Center
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Not available

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