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

Compare and book 2 Star hotels in Hillsdale, New York

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Check availability on Hillsdale 2 Star Hotels

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Hillsdale 2-star hotels

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.
A hotel room with a bathroom, a bed, a desk, and a nightstand.

1. Quality Inn Great Barrington

Quality Inn Great Barrington
Downtown Great Barrington
United States
Scott Patterson
1.957.519 ₫
2.186.549 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Quality Inn Great Barrington
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.
A hotel room with a desk, computer, TV, and a chair.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

2. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Richard
1.839.073 ₫
2.054.244 ₫ total
includes taxes & fees
28 Oct - 29 Oct
FairBridge Inn Express
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A spacious room with leather seating, large windows, and exposed brick walls.
A bar area with wooden beams, a bar counter, and stools.
A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

3. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
United States
Leandro
6.681.188 ₫
8.718.887 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Pocketbook Hotel and Bath
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

4. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
2.742.856 ₫
3.063.771 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.
A modern cafe with a counter, seating area, and large windows.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
2.560.734 ₫
2.860.340 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A staircase with white railings and a ceiling with a grid pattern.
A hotel room with a desk, chair, TV, lamp, and a patterned carpet.
A kitchen with a brick wall, a flat-screen TV, and various appliances.
A room with striped armchairs, a patterned sofa, and a glass table. There are potted plants on the windowsill and a view of the street outside.

6. St. Charles Hotel

St. Charles Hotel
Hudson
United States
Virginia
3.297.915 ₫
3.726.773 ₫ total
includes taxes & fees
20 Nov - 21 Nov
St. Charles Hotel
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

7. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Aleksandr
2.043.414 ₫
2.282.493 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Howard Johnson by Wyndham Lenox
A large house with a covered patio area featuring outdoor seating and a fire pit.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

8. The Whitlock

The Whitlock
Lenox
United States
Michelle
3.596.764 ₫
4.017.586 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Whitlock
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

9. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Lucinda
2.396.485 ₫
2.676.873 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Lee - Lenox South
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A Howard Johnson Inn with a beige facade, red trim, and a clear blue sky with clouds.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.
A restaurant with a bar area, wooden booths, and a coffee machine.

10. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
United States
Shirley
2.793.528 ₫
3.128.754 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Howard Johnson by Wyndham Saugerties
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

11. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
2.524.004 ₫
2.819.314 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Best Western Plus Berkshire Hills Inn & Suites
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.
A cabin with a picnic table and chairs in a forest.
Room
Private kitchen

12. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Catskill
United States
Darryl
4.164.426 ₫
5.614.990 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.
A Holiday Inn Express & Suites sign with a clear view of the hotel building in the background.
A modern lobby with a reception desk, seating area, and a dining section.

13. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
United States
Eleanor
3.181.518 ₫
3.563.301 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A living room with a leather sofa, a wooden coffee table, a TV on a wooden stand, and a window with curtains.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A swimming pool with lounge chairs and a red building in the background.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

14. Red Ranch Motel

Red Ranch Motel
Catskill
United States
Oleg
2.763.557 ₫
2.984.538 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Red Ranch Motel
A modern hotel lobby with seating areas, tables, and a reception desk.
A kitchenette with a microwave, coffee maker, and coffee cups.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A coffee station with two coffee machines and a variety of coffee pods and cups.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Cynthia
2.327.940 ₫
2.600.309 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.
A hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.

16. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
2.836.207 ₫
3.168.043 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn & Suites Berkshires-Lenox
A modern kitchen with a built-in oven, microwave, and stainless steel range hood.
A modern interior with a round mirror reflecting a dining area, a large vase, and a guitar.
A hallway with a staircase, a framed painting, a mirror, and a potted plant.
An outdoor seating area with a stone table and wicker furniture.

17. Howard Hotel

Howard Hotel
Hudson
United States
Florence
3.179.333 ₫
3.592.646 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Howard Hotel
A hotel room with a bed, a desk, a chair, a sofa, and a TV.
A modern lobby with a reception desk, seating area, and a TV screen.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped front yard.
A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

18. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
West Coxsackie
United States
Paul J
2.846.360 ₫
3.074.069 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A motel with a parking lot, a swimming pool, and outdoor seating.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

19. Berkshire Inn

Berkshire Inn
Pittsfield
United States
cheryl
2.224.217 ₫
2.484.450 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Berkshire Inn
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.
A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.
A dog standing at a door entrance with a wooden floor and a mat with paw prints.
A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

20. the Alander

the Alander
Copake
United States
Luis
3.622.640 ₫
4.057.357 ₫ total
includes taxes & fees
30 Oct - 31 Oct
the Alander
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Hillsdale.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA
2.217.299 ₫
3.054.569 ₫ total
22 Nov - 23 Nov
includes taxes & fees
Berkshire Mountain Lodge
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

190 Meadow Street South Lee MA
3.026.322 ₫
3.886.108 ₫ total
22 Nov - 23 Nov
includes taxes & fees
Holiday Inn Club Vacations Oak 'n Spruce Resort
Berkshires Untold

Berkshires Untold

194 Pittsfield Rd Lenox MA
3.367.473 ₫
3.761.468 ₫ total
22 Nov - 23 Nov
includes taxes & fees
Berkshires Untold
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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.

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

St. Charles Hotel

St. Charles Hotel

8/10 Good
"I stayed at this hotel for an event. There were people in my party who did not have a great experience, but I was given a nice sized room and easy check in and did not have a single problem. The staff was really nice though not always at the desk."
Chike 2-night trip
Posted 2 days ago
St. Charles Hotel
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Traveling with my husband for NY Sheep and Wool Festival. Worked for what we needed. Could use updating."
Cheri 2-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties

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