Windsor Hotels from ₹8,114

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25 Jan - 26 Jan
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26 Jan - 27 Jan
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30 Jan - 1 Feb
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6 Feb - 8 Feb

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Our top choices for Windsor hotels

Reception

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,006 reviews)
  • cleanliness
    Modern rooms near Yankee Candle Village with free perks and friendly staff.
"Really nice place staff "
United States
Omayra
The price is ₹8,358
₹9,336 total
includes taxes & fees
29 Jan - 30 Jan
Red Roof Inn PLUS+ South Deerfield – Amherst
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is ₹8,671
₹9,685 total
includes taxes & fees
28 Jan - 29 Jan
Best Western Plus Berkshire Hills Inn & Suites
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (130 reviews)
  • cleanliness
    Discover riverside charm in Shelburne Falls with free WiFi and winter activities.
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is ₹8,276
₹13,750 total
includes taxes & fees
28 Jan - 29 Jan
Blooming Inn
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is ₹8,520
₹9,517 total
includes taxes & fees
2 Feb - 3 Feb
The Yankee, Trademark Collection by Wyndham
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is ₹9,012
₹10,066 total
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Centre and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is ₹7,738
₹8,644 total
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Lee - Lenox South
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ₹9,306
₹10,395 total
includes taxes & fees
4 Feb - 5 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Enjoy a relaxing Berkshires retreat with free breakfast and parking amenities.
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is ₹9,323
₹10,227 total
includes taxes & fees
27 Jan - 28 Jan
Shaker Mill Inn
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (770 reviews)
  • cleanliness
    Wake up surrounded by nature at this family-owned motel near popular trails.
"clean modern and spacious room. comfortable king bed. "
United States
William
The price is ₹6,897
₹7,704 total
includes taxes & fees
26 Jan - 27 Jan
The Villager Motel
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is ₹11,545
₹12,896 total
includes taxes & fees
10 Feb - 11 Feb
Hotel Downstreet, an Ascend Collection Hotel
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (892 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is ₹6,869
₹8,109 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Corner Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Experience comfort near Colonial Plaza with a pool, restaurant, and bar on-site.
"Very clean and warm room, kind staff, many fresh fruits for breakfast. Wonderful stay in cold January."
United States
ALEXEI
The price is ₹7,035
₹7,858 total
includes taxes & fees
26 Jan - 27 Jan
Willows Motel Williamstown
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (17 reviews)
  • cleanliness
    Relax in the Berkshires with pool access and complimentary breakfast daily.
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is ₹12,782
₹14,278 total
includes taxes & fees
1 Feb - 2 Feb
Element Lenox Berkshires
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (830 reviews)
  • cleanliness
    Convenient Lenox motel offers outdoor pool and complimentary WiFi and parking.
"Staff was very friendly and helpful."
United States
Pamela
The price is ₹7,265
₹8,114 total
includes taxes & fees
26 Jan - 27 Jan
Howard Johnson by Wyndham Lenox
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (663 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is ₹12,606
₹14,080 total
includes taxes & fees
30 Jan - 31 Jan
Hilton Garden Inn Lenox Pittsfield
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
  • cleanliness
    Enjoy the seasonal outdoor pool in this Williamstown entertainment district motel.
"Cute place"
United States
Lisa
The price is ₹9,104
₹10,169 total
includes taxes & fees
27 Jan - 28 Jan
Maple Terrace Motel
Lobby lounge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Convenient Lenox hotel with indoor pool near Tanglewood Music Centre.
"The room and amenities were amazing. "
United States
Kathleen
The price is ₹10,226
₹11,422 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn & Suites Berkshires-Lenox
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is ₹13,085
₹18,725 total
includes taxes & fees
28 Jan - 29 Jan
The Red Lion Inn
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90 reviews)
  • cleanliness
    Seasonal mountain getaway with outdoor pool, near Jiminy Peak Mountain Resort.
"Great vibe. Comfortable great staff"
United States
Bart
The price is ₹10,996
₹12,063 total
includes taxes & fees
27 Jan - 28 Jan
The Springs Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (199 reviews)
  • cleanliness
    Relax at this mountain lodge with two hot tubs and a sauna after exploring North Adams.
"Great stay! "
United States
ALEKSey
The price is ₹16,423
₹17,359 total
includes taxes & fees
26 Jan - 27 Jan
Blue Vista Motor Lodge
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.
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Top Windsor Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The room was large, clean and comfortable. The breakfast was good and the staff was great. The hotel is a little bit quaint which I enjoy and why I go there. The only issue was the shower took a while for the water to heat up."
Thomas 1-night trip
Posted 3 days ago
The Red Lion Inn

More cheap stays in Windsor

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is ₹7,265 per night from 26 Jan to 27 Jan
₹7,265
₹8,114 total
26 Jan - 27 Jan
includes taxes & fees
7.4/10 Good! (829 reviews)

Frequently asked questions

What's the best place to stay in Windsor?
Vacation Village in the Berkshires, located 13 mi (21 km) from the heart of Windsor, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Berkshire Mountain Lodge and The Williams Inn. See all available top hotels, or vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes! The majority of room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What is staying in Windsor like?
Visitors can enjoy all that Windsor has to offer, including the restaurants and shopping. In Windsor, there are 2 hotels and other accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting Windsor?
Places to visit in the wider area include Mount Greylock State Reservation Visitor Center, Mount Greylock and Berkshire Museum. You'll also find Colonial Theater and Berkshire East Ski Resort in the area. Take a look at what more there is to see and do in Expedia's Windsor guide.
What's the weather like in Windsor?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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