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Check availability on Windsor 2 Star Hotels

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Windsor 2-star hotels

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a desk, computer, TV, and a chair.

1. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
ERICIA
1.619.133 ₫
1.808.571 ₫ total
includes taxes & fees
6 Sept - 7 Sept
FairBridge Inn Express
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

2. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
2.607.400 ₫
2.912.466 ₫ total
includes taxes & fees
28 Sept - 29 Sept
The Yankee Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Steve
3.076.614 ₫
3.436.682 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A Red Roof Plus hotel with a two-story building, a parking lot with marked handicapped spaces, and a red awning.
A Red Roof Plus hotel with a modern facade, a parking lot, and a landscaped entrance area.
A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.
A bathroom with a white sink, dark wooden vanity, a large mirror, and a shower area.

4. Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
South Deerfield
United States
Joseph
2.576.012 ₫
2.877.405 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Red Roof Inn PLUS+ South Deerfield – Amherst
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, a sofa, a coffee station, and a TV mounted on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

5. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
irene
2.059.767 ₫
2.300.760 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Howard Johnson by Wyndham Lenox
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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

6. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Prasanna
2.344.302 ₫
2.618.586 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Berkshire Hills Inn & Suites
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

7. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
2.859.014 ₫
3.193.518 ₫ total
includes taxes & fees
24 Sept - 25 Sept
Quality Inn Lee - Lenox South
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.
A sign for 'Hide Away Inn' with 'Hotel Entrance' below it, set against a snowy landscape with bare trees.
A cozy room with a round table, a sofa, a leopard-print armchair, and a large window with a view.
A bedroom with a bed, a fireplace, a staircase, and a TV mounted on the wall.

8. Hideaway Inn Lenox

Hideaway Inn Lenox
Lenox
United States
Ann
3.650.220 ₫
4.077.296 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hideaway Inn Lenox
A large house with a covered patio area featuring outdoor seating and a fire pit.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.
A sunlit room with large windows, a stone floor, and two rocking chairs.

9. The Whitlock

The Whitlock
Lenox
United States
Constance
3.745.386 ₫
4.183.596 ₫ total
includes taxes & fees
9 Sept - 10 Sept
The Whitlock
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A residential street with a paved road, a lamp post, and flowering trees.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

10. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Ellen
1.905.714 ₫
2.128.683 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Berkshire Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
3.100.199 ₫
3.462.923 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Hampton Inn & Suites Berkshires-Lenox
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.
A white two-story building with a porch, labeled as a motel.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

12. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
2.699.859 ₫
3.015.603 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Willows Motel Williamstown
A building with a covered parking area and a grassy front yard.
A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.
A rectangular swimming pool with a wooden deck surrounding it.
A motel with multiple rooms, a parking area, and a large tree in the foreground.

13. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
2.607.039 ₫
2.912.093 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Howard Johnson by Wyndham Williamstown

14. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
1.759.667 ₫
1.970.858 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Berkshire Travel Lodge
An outdoor seating area with Adirondack chairs and potted plants.
A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

15. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Janis
2.299.639 ₫
2.702.989 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Cozy Corner Motel
A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.
A single-story building with a porch, a chimney, and a satellite dish.
A reception desk with a computer, a monitor, and a sign about Choice Privileges.
A hotel room with a desk, chair, TV, and a painting on the wall.

16. Rodeway Inn

Rodeway Inn
Adams
United States
Trevor
1.994.585 ₫
2.227.951 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Rodeway Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.
A swimming pool with a fenced area, lounge chairs, and a warning sign.
A covered corridor with a metal railing, white walls, and a view of a street with parked cars.
A hotel room with two beds, a chair, and a bedside table with a phone.

17. Sunset Inn

Sunset Inn
Lee
United States
Joann
2.393.501 ₫
2.673.541 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Sunset Inn
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A hotel room with a bed, a desk, and two wall-mounted lamps.
A kitchenette with a refrigerator, coffee maker, toaster, and bread display.

18. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
1.806.859 ₫
2.018.261 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Econo Lodge Lee - Great Barrington
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.
A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.
A kitchen with a fireplace, dining area, and a large window with curtains.
A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

19. Williamstown Motel

Williamstown Motel
Williamstown
United States
Ahmet
2.841.957 ₫
3.174.465 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Williamstown Motel
A group of people performing yoga in an outdoor setting with grass and trees.
A reception desk with a framed floral painting, a deer head, and a sign about pets.
A hotel room with a bed, two chairs, a small table, and a lamp.
A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.

20. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
James
1.971.119 ₫
2.162.318 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Pleasant Valley Motel West Stockbridge
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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 Windsor.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA
2.480.670 ₫
3.056.930 ₫ total
15 Sept - 16 Sept
includes taxes & fees
Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA
2.075.473 ₫
2.900.796 ₫ total
1 Oct - 2 Oct
includes taxes & fees
Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

194 Pittsfield Rd Lenox MA
3.648.587 ₫
4.075.472 ₫ total
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
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.

Top Windsor Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Employees were very friendly and helpful during check in. The hotel room was clean, comfortable. The continental breakfast offered was fantastic, plenty of fresh fruit, bagels, muffins, etc. Will stay here again!"
Zachary 1-night trip
Posted 19 hours ago
Willows Motel Williamstown