Book a Farm Stay in Windsor, MA
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Top Farmstay in Windsor

Charming Farmhouse - quiet, private & peaceful

1789 Shaker Farmhouse in Berkshires/Hudson Valley

NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Chalet-style farm loft near Tanglewood

Charming, updated 3 bedroom farmhouse farm stay.

Live history in the restored Parsonage and have fun on the river and mountains.

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

Berkshire Rural Retreat

New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge

Summer Ready! Play Area, Crib, 11 Acre Farmhouse

Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
Top hotels in Windsor

The Yankee, Trademark Collection by Wyndham
Agritourism in Windsor
You love experiencing new things, whether it’s sampling the offerings at a quaint coffee shop in your own city for the first time or flying off to a foreign destination. Farm vacations in Windsor are a great way to try something new when you need a break from your everyday life. If you love working with your hands, being around animals, or just getting ahead of the latest travel trends, you’ll enjoy a farmstay in Windsor.
Your farm holiday in Windsor is bound to be a memorable one. Animal lovers may particularly be in luck—you may help feed and interact with livestock. If you’re going to be bringing the whole family along, look forward to tending chickens with your little ones, feeding pigs alongside your sister, or riding horses with your in-laws.
You can even learn where your food is sourced, as some ranch vacations let you work with crops. You’ll become familiar with the produce that’s grown in Windsor and help local farmers cultivate and harvest their fields. And maybe, just maybe, you’ll get to taste the fruits of your labor. Fresh corn on the cob that you picked yourself? That’s extra delicious.
There’s a little something for everyone when you embark on an agritourism adventure—you can stay on a local farm and tour the facility, or you can get right into the nitty-gritty of the farming life. When you’re curious about exploring Windsor in an innovative way, book a farm vacation! There are lots of options to choose from here on Travelocity, and if you play your cards right, you might even head home with a dashing pair of overalls.
Windsor Farmstay essential information
Accommodation | 19 Farmstay |
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Popular accommodation | Charming Farmhouse - quiet, private & peaceful , 1789 Shaker Farmhouse in Berkshires/Hudson Valley, NEW RENO - Historic Loft w/views of the Berkshires, NEW RENO - Chalet-style farm loft near Tanglewood, Charming, updated 3 bedroom farmhouse farm stay. , Live history in the restored Parsonage and have fun on the river and mountains., Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!, Berkshire Rural Retreat, New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge, Summer Ready! Play Area, Crib, 11 Acre Farmhouse, Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly., 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC |