- Our list of the best things to do in Litchfield, Connecticut, features the top 251 nearby activities — including 94 great attractions with user approval ratings of 90% or more!
- Litchfield, CT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 9 things to do within the city of Litchfield, CT , followed by 242 popular activities in nearby cities, including West Hartford, Simsbury, Bristol, Waterbury, New Britain, Kent, Torrington, Farmington, New Milford, Southington, Cheshire, Newington, Bloomfield, Woodbury, Southbury, Goshen, Avon, New Hartford, Hartford, Meriden, Millbrook, Sharon, Washington Depot, Danbury, Naugatuck, Norfolk, Washington, Mashantucket, Windsor, Winsted, Hamden and Plantsville
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1135
42.1 Miles
17%
6 votes
104 Walker Street, Lenox, MA 01240
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Housed within an 1893 Jacobean Revival-style mansion, Ventfort Hall Mansion & Gilded Age Museum is a historical museum. The museum features several exhibits, including a collection of antique portraits, goblets, silver, and linens.
42.2 Miles
Tanglewood is a local music venue which features performances by the Boston Symphony Orchestra as well as other musical events from a variety of different genres such as contemporary music and jazz.
42.2 Miles
Lenox' Ventfort Hall is a massive Gilded Age mansion and museum filled with sumptuous furnishings, elaborate textiles, sterling silver appointments and other luxuries. It is also available for weddings and other large events.
42.3 Miles
Overlooking the Hudson River Valley, the Benmarl Vineyards & Winery is actually the oldest vineyard in America. Public events are held at the site during the peak summer months, and there is an on-site bed and breakfast.
42.3 Miles
84%
117 votes
West St & Richmond Mountain Rd, Lenox, MA 01262
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Dedicated to health and wellness through yoga practice, the Kripalu Center for Yoga & Health is located in Lenox, Massachusetts. Its beautiful Berkshires location fosters a sense of health, fitness, flexibility and positivity for all visitors.
42.3 Miles
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0 votes
41 Dwight Street, Fairfield, CT 6824
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Sound Fishing Charters Snow Goose 2 is a party boat and fishing charter vessel that can accommodate groups of as many as 35 passengers at a time. The company leads fishing trips along the Southern Connecticut coast.
42.3 Miles
Benmarl Winery is a scenic winery and tasting room nestled in the Marlboro hills. The winery features a wide variety of wines such as vintage merlots, cabarets and whites, as well as an on site bed and breakfast.
42.3 Miles
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0 votes
1780 Roosevelt Avenue, Springfield, MA 1109
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Smead Skating Rink At Blunt Park is an ice rink offering visitors the opportunity for public skating. The rink has skate rentals available and is also home to a snack bar with numerous food and drink selections.
42.4 Miles
Constructed in 1815 in the Greek-revival architectural style, the Lenox Library today functions as a reference center with its extensive collection of books on a variety of topics, in addition to the numerous cassettes and videos that make up the music section.
42.4 Miles
No visit to Priam Vineyards in Colchester, Connecticut is complete without a trip to the tasting room. Guests are also invited to bring a picnic lunch to enjoy from the tasting patio or the vineyard's beautiful grounds.