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Check availability on Windsor 3 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 3-star hotels

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
A spacious living room with large windows, a fireplace, and a variety of seating options.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Alex
2.480.670 ₫
3.056.930 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Vacation Village in the Berkshires
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
2.075.473 ₫
2.900.796 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a fireplace, and comfortable seating.

3. Berkshires Untold

Berkshires Untold
Lenox
United States
David
3.648.587 ₫
4.075.472 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Berkshires Untold
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A covered porch with wicker furniture and hanging flower baskets.
A backyard with a swimming pool, lounge chairs, and a hot tub.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

4. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
4.153.067 ₫
5.934.331 ₫ total
includes taxes & fees
9 Sept - 10 Sept
The Red Lion Inn
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern hotel building with the name "Hotel Downtown" on the facade.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern interior with a large window, a wooden table, and bar stools.

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Basil
3.733.654 ₫
4.170.491 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Hotel Downstreet, an Ascend Collection Hotel
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A multi-story hotel with a brick facade and a flat roof.
A pool area with a glass ceiling, multiple levels, and outdoor seating.

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
3.076.614 ₫
3.436.578 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

7. Hotel On North

Hotel On North
Pittsfield
United States
Drew
3.500.300 ₫
3.909.835 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hotel On North
A café with a display case, a frozen food section, and a marketplace sign.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A multi-story building with a symmetrical facade, multiple balconies, and a central tower.
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.

8. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
2.675.090 ₫
3.497.954 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
A resort with multiple buildings, a parking area, and a mountainous backdrop.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

9. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Jacqueline
3.731.046 ₫
4.167.579 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Jiminy Peak Mountain Resort
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A dining area with a glass table, red walls, and framed artwork.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

10. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
FRED
5.296.365 ₫
6.074.930 ₫ total
includes taxes & fees
9 Sept - 10 Sept
The Cornell Inn, Lenox & The Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
James
3.324.308 ₫
3.713.252 ₫ total
includes taxes & fees
24 Sept - 25 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A fire feature with a metal frame and a brick wall in the background.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.
A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

12. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
United States
C. David
4.680.625 ₫
5.228.259 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Fairfield Inn & Suites by Marriott Williamstown
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

13. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Floyd
4.669.674 ₫
5.798.635 ₫ total
includes taxes & fees
22 Sept - 23 Sept
The Porches Inn at Mass MoCA
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A covered outdoor area with stone pillars and a view of a road and green hills.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

14. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
4.632.046 ₫
5.173.995 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Courtyard by Marriott Lenox Berkshires
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A hotel patio with outdoor seating and a fire pit.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

15. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
3.838.093 ₫
4.287.150 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Lenox Pittsfield
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

16. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Lawrence
5.084.235 ₫
5.679.090 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Element by Marriott Lenox Berkshires
A large, multi-story house with a reflective pond in front, surrounded by stone walls and trees.
A serene pond with a stone bridge, surrounded by lush greenery and a house in the background.
A stone bench by a calm lake with a stone wall and grass in the foreground.

17. The Ponds at Foxhollow

The Ponds at Foxhollow
Lenox
United States
Lisa
The Ponds at Foxhollow
A living room with a fireplace, two sofas, and four black side tables.
A dining area with a wooden table, four chairs, and a framed picture on the wall.
A bedroom with a bed, a sofa, a fireplace, and a chandelier.
A doorway leading to a room with a fireplace, a sofa, and decorative wall sconces.

18. The Revival House

The Revival House
Adams
United States
James
4.317.689 ₫
4.822.984 ₫ total
includes taxes & fees
6 Sept - 7 Sept
The Revival House
A garden with a white gazebo, a brick pathway, and various plants and flowers.
A spacious living room with a grand piano, a red armchair, and a chandelier.
A house surrounded by trees with autumn foliage.
A breakfast buffet with various dishes and beverages.

19. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
Lenox
United States
Mary Anna
4.622.743 ₫
5.163.758 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Whistler's Inn Bed & Breakfast
A two-story building with a sign reading "Chambéry Inn".
A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.
A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.
A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

20. Chambery Inn

Chambery Inn
Lee
United States
Alexandra
7.039.475 ₫
7.863.093 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Chambery Inn
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Windsor.
The Williams Inn

The Williams Inn

101 Spring Street Williamstown MA
6.042.417 ₫
6.749.380 ₫ total
21 Sept - 22 Sept
includes taxes & fees
The Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
2.581.227 ₫
2.883.152 ₫ total
7 Sept - 8 Sept
includes taxes & fees
The Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Stockbridge MA
9.829.000 ₫
11.528.177 ₫ total
14 Sept - 15 Sept
includes taxes & fees
9.8/10 Exceptional! (106 reviews)
The Inn at Stockbridge
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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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Hotel was clean and stag was helpful and friendly."
Basil 2-night trip
Posted 7 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"
William 2-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Nice to have a kitchenette to cook in"
Jacqueline 1-night trip
Posted 4 days ago
Jiminy Peak Mountain Resort

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Windsor?
Take advantage of Expedia's search filters to score a good-value 3-star hotel for your upcoming Windsor getaway. Just set your maximum rate with our easy-to-use pricing tool. You can also select the amenities you want, neighbourhood and plenty more.
  • Search for the lowest price per night right now from 2.883.152 ₫
What is the difference between a 4-star and 3-star hotel in Windsor?
Stay at a 3-star hotel and you can look forward to clean and comfortable rooms and conveniences such as WiFi, gym equipment and coffee and tea facilities. These properties may also feature a restaurant and bar. Elevate your Windsor holiday by picking a 4-star hotel. With things like a wellness centre, 24/7 room service and luxury toiletries, you'll experience a higher level of comfort.
What is the difference between a 3-star hotel and a motel in Windsor?
A motel is a great choice if you're getting ready to travel around Windsor. These escapes are usually located close to highways and airports, offer ample parking and come with basic amenities and services. Spend your stay at a 3-star hotel and you'll be more centrally located. With a larger choice of rooms and additional amenities like a lobby, gym and business facilities, you can expect to pay more for hotel accommodation.

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