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Most frequently booked hotels in Windsor
Life House Berkshires
The Red Lion Inn
Hotel Downstreet
The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Black Swan Lee - Lenox, Ascend Hotel Collection
Vacation Village in the Berkshires
FairBridge Inn Express
The Williams Inn
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Quality Inn
Hampton Inn & Suites Berkshires-Lenox
Club Wyndham Bentley Brook
Finding Windsor Hotels
Windsor is a good place to check out, but if it's hard to find accommodation and you find yourself searching for some other options, this town nearby might have what you want.
- 3 hotels in Peru
Exploring Windsor
The city of Windsor has some interesting things to see and do. Popular attractions in and around Windsor include:
- Savoy Mountain State Forest
- Mount Greylock State Reservation Visitor Center
- Mohawk Trail State Forest
- Mount Greylock
- Berkshire Museum
- Colonial Theater
- Berkshire East Ski Resort
When arranging your Windsor getaway, you can also use ebookers to search for a convenient flight into Pittsfield, MA (PSF-Pittsfield Municipal) Airport. You can narrow down your search by number of stops, airline or time of departure to find the one that'll meet your needs.
When is the Best Time to Explore Windsor?
If you're wondering when is the best time of year to visit Windsor, you might find this info about seasonal weather useful when you are planning your trip. The warmest months in Windsor are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are July and August, whereas January and November have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 3°C and at night it is -10°C. Seasonal average rainfall is 283 mm.
- If you visit between April and June, you can expect an average temp of 21°C during the day and 1°C at night. Average rainfall during this season is 388 mm.
- The daytime average temp from July to September is 25°C and the night-time average is 10°C. Average precipitation for this season is 438 mm.
- Between October and December, the average temp during the day is 13°C and -6°C at night. Seasonal average rain is 376 mm.
- The annual rainfall average in Windsor is 1484 mm.
Windsor hotels essential information
Accommodation | 880 hotels |
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Lowest Price | €79 |
Highest Price | €242 |
Popular hotels | Life House Berkshires, The Red Lion Inn, Hotel Downstreet, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, The Black Swan Lee - Lenox, Ascend Hotel Collection, Vacation Village in the Berkshires, FairBridge Inn Express, The Williams Inn, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Berkshire Mountain Lodge, Quality Inn, Hampton Inn & Suites Berkshires-Lenox, Club Wyndham Bentley Brook |