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Hotels from €75
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Most frequently booked hotels in Windsor

Berkshires Untold

Vacation Village in the Berkshires

Berkshire Mountain Lodge

Red Roof Inn PLUS+ South Deerfield – Amherst

The Red Lion Inn

The Williams Inn

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hampton Inn & Suites Berkshires-Lenox

Hotel On North

Howard Johnson by Wyndham Lenox

Courtyard by Marriott Lenox Berkshires

The Porches Inn at Mass MoCA

Quality Inn Lee - Lenox South
Finding Windsor Hotels
Windsor is a good place to explore, but if it's hard to find accommodation and you're looking for more choices, these towns close by may have more of what you like.
- 2 hotels in Savoy
- 3 hotels in Peru
- 16 hotels in Hinsdale
Exploring Windsor
The city of Windsor has some interesting things to see and do. Popular attractions in and around Windsor include:
- Wahconah Falls State Park
- Susan B. Anthony Birthplace Museum
- Mount Greylock State Reservation Visitor Center
- Swift River
- Mount Greylock
- Barrington Stage Company
- Berkshire Museum
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 | 1,006 hotels |
|---|---|
Lowest Price | €75 |
Highest Price | €295 |
Popular hotels | Berkshires Untold, Vacation Village in the Berkshires, Berkshire Mountain Lodge, Red Roof Inn PLUS+ South Deerfield – Amherst, The Red Lion Inn, The Williams Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hotel Downstreet, an Ascend Collection Hotel, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Hampton Inn & Suites Berkshires-Lenox, Hotel On North, Howard Johnson by Wyndham Lenox, Courtyard by Marriott Lenox Berkshires, The Porches Inn at Mass MoCA, Quality Inn Lee - Lenox South |
