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18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov

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Top 10 Windsor hotels and places to stay

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great Indian restaurant in the hotel!"
United States
Chris
The price is €101
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (765)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is €84
includes taxes & fees
3 Nov - 4 Nov
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1012)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
United States
Susan M
The price is €128
includes taxes & fees
2 Nov - 3 Nov
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
8.0 out of 10, Very good, (905)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is €98
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2080)
"Would def recommend anyone to stay here! Friendly, clean, all around great!! "
United States
Maria
The price is €97
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1008)
"Very friendly staff. "
United States
Pamela
The price is €155
includes taxes & fees
26 Oct - 27 Oct
The Cornell Inn, Lenox & The Berkshires
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (1013)
"Staff was very welcoming and friendly! They provided great tips on restaurants and things to do in are."
United States
Robert
The price is €127
includes taxes & fees
16 Nov - 17 Nov
Hotel Downstreet, an Ascend Collection Hotel
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (714)
"Great stay, perfect "
United States
Lawrence
The price is €108
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (53)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is €138
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (757)
"Lovely spot, great accommodations, friendly staff, and great location."
United States
Joanne
The price is €123
includes taxes & fees
6 Nov - 7 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Front of property – evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (782)
"Great property! Very large clean room in a unique hotel! "
United States
michelle
The price is €108
includes taxes & fees
3 Nov - 4 Nov
Hotel On North
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1011)
"Picture perfect Inn"
United States
jeff
The price is €172
includes taxes & fees
9 Nov - 10 Nov
The Red Lion Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
5.4 out of 10, (797)
"Good service and people"
United States
Jerod
The price is €65
includes taxes & fees
2 Nov - 3 Nov
FairBridge Inn Express
Front of property – evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (524)
"Nice place to stay for a wedding "
United States
Timothy
The price is €178
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (554)
"Very quiet and comfortable "
United States
Beth
The price is €112
includes taxes & fees
6 Nov - 7 Nov
The Constance by the Lenox Collection
Desk, laptop workspace, blackout curtains, iron/ironing board
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.2 out of 10, Good, (1025)
"Great location"
United States
Linda
The price is €89
includes taxes & fees
5 Nov - 6 Nov
Red Roof Inn PLUS+ South Deerfield – Amherst
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1014)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
The price is €97
includes taxes & fees
3 Nov - 4 Nov
Best Western Plus Berkshire Hills Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (327)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
The price is €93
includes taxes & fees
3 Nov - 4 Nov
The Central Downtown Inn & Suites
Exterior detail
Williamstown Motel
Williamstown Motel
2.0 star property
9.4 out of 10, Exceptional, (306)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is €72
includes taxes & fees
2 Nov - 3 Nov
Williamstown Motel
Pool
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
2.0 star property
6.6 out of 10, (889)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is €105
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Williamstown
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

FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Heating fine. Room warm"
TIM 1-night trip
Posted 6 days ago
FairBridge Inn Express

More cheap stays in Windsor

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd, South Deerfield, MA
The price is €89 per night from 5 Nov to 6 Nov
€89
5 Nov - 6 Nov
includes taxes & fees
7/10 Good! (1,015 reviews)

Frequently asked questions

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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