Hotels in Windsor

Search for Windsor Hotels™ Rewards

Collect 10 nights, get 1 reward night

And look out for Secret Prices on selected hotels

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best Windsor Hotels

Windsor overview

Windsor is known for its shops. You'll enjoy the ample dining choices. This shopping destination has plenty of shops to explore, including Lee Prime Outlets. Make some memories at Wahconah Falls State Park and Bas Ridge Golf Course. A family-friendly area, Windsor also has something for everyone.

Where to stay in Windsor

Whether travelling for business or on holiday, Windsor can comfortably accommodate all visitors. You can shop for as many as 86 deals for Windsor accommodation on, some with discounts of up to 35%. We have room prices starting at GBP 33 per night. Below, you can find the number of hotels by star rating in Windsor as well as in the surrounding area:
  • • 2 5-star hotels from GBP 137 per night
  • • 28 4-star hotels from GBP 74 per night
  • • 46 3-star hotels from GBP 58 per night
  • • 27 2-star hotels from GBP 35 per night

How to get to Windsor

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), 13.8 mi (22.2 km) from the heart of Windsor. Westfield, MA (BAF-Barnes Municipal) is the next-closest major airport, 29.2 mi (47.1 km) away.

What to see around Windsor

Here are some of the recommended places to see in the surrounding area:
  • • Wahconah Falls State Park (3.7 mi/6 km from the city centre)
  • • Bas Ridge Golf Course (6.2 mi/10 km from the city centre)
  • • Crane Museum of Papermaking (7.2 mi/11.6 km from the city centre)
  • • Susan B. Anthony Birthplace Museum (7.6 mi/12.2 km from the city centre)
  • • Tannery Falls (7.8 mi/12.5 km from the city centre)

When to visit Windsor

If you're beginning to plan your holiday, you might be wondering when the best time of year to visit is. Here's a list of seasonal norms to help you arrange your travel schedule:

Seasonal temperatures
  • • January-March: 10°F day, -11°F night
  • • April-June: 26°F day, -2°F night
  • • July-September: 27°F day, 6°F night
  • • October-December: 18°F day, -9°F night
Seasonal average rainfall
  • • January-March: 223 inches
  • • April-June: 327 inches
  • • July-September: 326 inches
  • • October-December: 307 inches