Woodstock

Travel Guide

Chrysanthemums and pumpkins for sale at a farm stand near Woodstock, Connecticut.
Sunrise over farmland near South Woodstock, Connecticut.
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
The price is CA $683 per night from May 17 to May 18
CA $683
CA $1,104 total
May 17 - May 18
includes taxes & fees
Stay at this vacation home in Woodstock. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Black Pond and Manchester Field and Woods are located ...
9.8/10 Exceptional! (84 reviews)
We stayed here for my nieces wedding. The house was very well appointed in a beautiful setting. The kitchen is huge! We spent most of our time in the house gathered around the table laughing and eating. We had cold raining weather so we did not get to enjoy the grounds as much as I would have liked ...

Reviewed on Apr 20, 2026

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock CT
The price is CA $615 per night from May 11 to May 12
CA $615
CA $1,016 total
May 11 - May 12
includes taxes & fees
Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Roseland Cottage and Taylor ...
10/10 Exceptional! (23 reviews)
Great experience. Thank you

Reviewed on Apr 4, 2026

Stunning Lakefront Escape! Book Your Dream Getaway!
The McClellan Mansion

The McClellan Mansion

Woodstock CT
Stay at this vacation home in Woodstock. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Woodstock Golf Course and Roseland ...
10/10 Exceptional! (2 reviews)
Beautiful historic home with all the modern conveniences. Great set-up with every room having its own bathroom, and plenty of comfortable commons spaces too.

Reviewed on Feb 8, 2026

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The McClellan Mansion
See all 318 properties in Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
Stay at this vacation home in Woodstock. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Black Pond and Manchester Field and Woods are located ...
9.8/10 Exceptional! (84 reviews)
We stayed here for my nieces wedding. The house was very well appointed in a beautiful setting. The kitchen is huge! We spent most of our time in the house gathered around the table laughing and eating. We had cold raining weather so we did not get to enjoy the grounds as much as I would have liked ...

Reviewed on Apr 20, 2026

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock CT
Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Roseland Cottage and Taylor ...
10/10 Exceptional! (23 reviews)
Great experience. Thank you

Reviewed on Apr 4, 2026

Stunning Lakefront Escape! Book Your Dream Getaway!
Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn

Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn

Woodstock CT
Stay at this apartment in Woodstock. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions May Memorial Library and North Woodstock ...
10/10 Exceptional! (14 reviews)
I was working a tattoo convention at the Sturbridge host hotel and this was the perfect spot to stay for the weekend close by! Super easy check in with parking. Super clean. I couldn’t have been happier with my stay here!

Reviewed on Apr 2, 2026

Charming country studio apartment in idyllic Woodstock - Woodstock Red Barn
See all properties in Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Roseland Cottage

You can study the exhibits at Roseland Cottage, a museum with a storied past, during your travels to Woodstock. Check out the lively bars or top-notch restaurants in this quaint area.

Roseland Cottage

Woodstock Golf Course

Enjoy a round of golf in Woodstock at Woodstock Golf Course. Check out the lively bars or top-notch restaurants in this quaint area.

Woodstock Golf Course

Roseland Park Golf Course

Enjoy a round of golf in Woodstock at Roseland Park Golf Course. Check out the lively bars or top-notch restaurants in this family-friendly area.

Roseland Park Golf Course

Rocky Hill Refuge

You can take time to visit Rocky Hill Refuge during your travels to Woodstock. Take in the festivals while you're in the area.

Rocky Hill Refuge

Woodstock Town Beach

Why not spend a lazy afternoon at Woodstock Town Beach during your trip to Woodstock? Take in the festivals while you're in the area.

Woodstock Town Beach

Gosnell Preserve

You can take time to visit Gosnell Preserve during your travels to Woodstock. Take in the festivals while you're in the area.

Gosnell Preserve