Destination guide

Book a holiday rental for your Winsted getaway

Learn about the unique charm of Winsted with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Winsted

Are you looking for attractions to see in the city? Venture out of your cosy holiday rental and experience everything that Winsted has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Jerram Winery (4.3 mi / 6.9 km)
  • Connecticut Valley Winery (4.3 mi / 7 km)
  • Ski Sundown (6.6 mi / 10.6 km)
  • Action Wildlife Foundation (7 mi / 11.2 km)
  • Sunset Meadow Vineyards (9.3 mi / 15 km)
  • Miranda Vineyard (10.3 mi / 16.5 km)
Natural features

Exploring the natural landscape of Winsted

Whether you're looking for adventure or just want to take in the scenery, Winsted is a great place to spend some time outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Burr Pond State Park (1.1 mi / 1.7 km)
  • Satan's Kingdom State Recreation Area (6.3 mi / 10.1 km)
  • Harwinton Conservation and Recreation Area (7.8 mi / 12.6 km)
  • Buckingham Road Recreation Area (10.6 mi / 17.1 km)
  • Haystack Mountain State Park (10.8 mi / 17.4 km)
  • Countryside Park (10.9 mi / 17.6 km)
How to get there

Travelling to and around Winsted

The nearest airport is in Hartford, CT (BDL-Bradley Intl.), located 20.3 mi (32.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Hartford, CT (HFD-Hartford - Brainard), which is 23.9 mi (38.5 km) away.

Where to stay around Winsted?

Our 2019 accommodation listings offer a large selection of 31 holiday lettings near Winsted. From 18 Houses to 9 Cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Winsted for a long holiday or a weekend break is on HomeAway.

What are the most popular points of interest and landmarks to stay near when travelling to Winsted?

HomeAway offers a large selection of holiday accommodations near great places in Winsted. From HomeAway travellers, the most popular points of interest to stay near are:

  • Norfolk Historical Museum: 363 holiday lettings
  • Ski Butternut: 592 holiday lettings
  • West Cornwall Covered Bridge: 299 holiday lettings
  • Hotchkiss-Fyler House Museum: 198 holiday lettings
  • Bristol Historical Society Museum: 147 holiday lettings

But there are many other points of interest around Winsted listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Winsted?

Yes, of course. HomeAway offers 18 Houses in Winsted. Our other popular types of Winsted holiday rentals include:

  • Cabins: 9 self catering accommodations
  • Cottages: 9 self catering accommodations
  • Bungalows: 9 self catering accommodations

Can I find a holiday accommodation with pool in Winsted?

Yes, you can select your preferred holiday accommodation with pool among our 3 holiday homes with pool available in Winsted. Please use our search bar to access the selection of holiday rentals available.