The Litchfield Hills

We’ve compiled the best of the best in The Litchfield Hills - browse our top choices for the top things to see or do during your stay.

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  • 1. White Memorial Conservation Center

    Nature Preserve/Wildlife Refuge

    This 4,000-acre nature preserve houses top-notch natural-history exhibits. There are 30 bird-watching platforms, two self-guided nature trails...Read More

  • 2. American Clock & Watch Museum

    Museum/Gallery

    One of the few museums in the country devoted entirely to clocks and watches, this 1801 house has more than 5,500 timepieces on display. Though...Read More

  • 3. Dennis Hill State Park

    Park (National/State/Provincial)

    Dr. Frederick Shepard Dennis, the former owner of these 240 acres, lavishly entertained his guests—among them President William Howard Taft...Read More

  • 4. Eric Sloane Museum and Kent Iron Furnace

    Museum/Gallery

    Hardware-store buffs and vintage-tool aficionados will feel right at home at this museum. Artist and author Eric Sloane (1905–85) was fascinated...Read More

  • 5. Glebe House Museum and The Gertrude Jekyll Garden

    Garden/Arboretum

    This property consists of the large, antiques-filled, gambrel-roof Colonial home of Dr. Samuel Seabury, who, in 1783, was elected the first...Read More

  • 6. Haight-Brown Vineyard

    Winery/Brewery/Distillery

    A founding member of the Connecticut Wine Trail, the state's oldest winery opened its doors in 1975. You can stop in for complimentary tastings...Read More

  • 7. Haystack Mountain State Park

    Park (National/State/Provincial)

    One of the most spectacular views in the state can be seen from this park at the end of a challenging trail to the top. If you'd rather drive...Read More

  • 8. Hopkins Vineyard

    Winery/Brewery/Distillery

    This 35-acre vineyard overlooking Lake Waramaug produces more than 13 varieties of wine, from sparkling to dessert. A weathered red barn houses...Read More

  • 9. Housatonic Meadows State Park

    Park (National/State/Provincial)

    The park is marked by its tall pine trees near the Housatonic River and has terrific riverside campsites. Fly-fishers consider this 2-mile stretch...Read More

  • 10. Kent Falls State Park

    Park (National/State/Provincial)

    Heading north from Kent toward Cornwall, you'll pass the entrance to 295-acre Kent Falls State Park, where you can hike a short way to one of...Read More

  • 11. Lake Waramaug State Park

    Park (National/State/Provincial)

    At the northwest tip of the lake, this idyllic 75-acre spread is great for picnicking. ...Read More

  • 12. Litchfield History Museum

    Museum/Gallery

    In this well-regarded museum, seven neatly organized galleries highlight family life and work during the 50 years following the American Revolution...Read More

  • 13. Macedonia Brook State Park

    Park (National/State/Provincial)

    Early-season trout fishing is superb at 2,300-acre Macedonia Brook State Park, where you can also hike and cross-country ski. ...Read More

  • 14. New England Carousel Museum

    Museum/Gallery

    One of the largest collections of antique carousel pieces in the country is housed here. Full-size pieces in the Coney Island, Country Fair...Read More

  • 15. Sharon Audubon Center

    Nature Preserve/Wildlife Refuge

    With 11 miles of hiking trails, this 1,147-acre property—a mixture of forests, meadows, wetlands, ponds, and streams—provides myriad hiking...Read More

  • 16. Silo at Hunt Hill Farm Trust

    Museum/Gallery

    Once the property of Skitch Henderson, former music director of the New York Pops, this unusual attraction consists of several farm buildings...Read More

  • 17. Tapping Reeve House and Litchfield Law School

    Educational Institution

    In 1773, Judge Tapping Reeve enrolled his first student, Aaron Burr, in what became the first law school in the country. (Before Judge Reeve...Read More

  • 18. The Institute for American Indian Studies

    Museum/Gallery

    The exhibits in this small but excellent and thoughtfully arranged collection detail the history and continuing presence of more than 10,000...Read More

  • 19. West Cornwall Bridge

    Bridge/Tunnel

    A romantic reminder of the past, this single-lane bridge is several miles up U.S. 7 on Route 128 in West Cornwall. The bridge was built in 1841...Read More

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