Designated by the U.S. Census Bureau as a census-designated place (CDP), Woodbury, CT is unique in that the town is not nucleated and the older buildings are set linearly along both sides of a road that stretches for over a mile. The town’s National Register Historic District is home to several historically significant public buildings.

1.Flanders Nature Center & Land Trust

Flanders Nature Center & Land Trust
© Flanders Nature Center & Land Trust

Flanders Nature Center & Land Trust is a nature center and land trust that spans over 2,100 acres of open space across seven preserves in Bethel, Middlebury, Southbury, and Woodbury. Established in 1963 and located in Church Hill Road, the nature center aims to foster an appreciation and understanding of nature, art, and the wonders of the natural world through a variety of classes and workshops in art, nature and land preservation. The center also offers after-school and educational programs for adults, children, and youth groups, and summer camps. Facilities at the Flanders Nature Center include the Buz Russell Museum of Antique Tools and Farm Life, the North Barn, the Studio, the Trail House, the Sugar House, and the Natalie Van Vleck House.

596 Flanders Rd, Woodbury, CT 06798, Phone: 203-263-3711

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2.Glebe House Museum & The Gertrude Jekyll Garden

Glebe House Museum & The Gertrude Jekyll Garden
© Glebe House Museum & The Gertrude Jekyll Garden

Set in the historic center of Woodbury and surrounded by the picturesque Litchfield Hills, the Glebe House is a historic house museum on Hollow Road and one of earliest historic house museums in the nation. Built about 1740 in the Georgian colonial, the house was also the site of the first Episcopal Church election in the United States and is a significant architectural building. The house also features an incredible regional furniture collection and is surrounded by the Gertrude Jekyll Garden, a magnificently landscaped garden designed by famed English horticultural designer and writer Gertrude Jekyll in 1926 and featuring a classic English style mixed border and foundation plantings, and a planted stone terrace.

49 Hollow Rd, Woodbury, CT 06798

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3.Highwire Deer and Animal Farm

Highwire Deer and Animal Farm
© Jeramey Lende/

The Highwire Deer and Animal Farm is a community farm that has been caring for injured and abandoned animals since 1982. The farm is home to a collection of exotic animals that visitors to the farm can enjoy interactive experiences with, touching and feeding them. Animals include a kangaroo, a camel, deer, donkeys, sheep, and a zebra and her baby Zeedonk (a cross between a zebra and donkey) and is only open Wednesday through Sunday during the summer months.

68 Park Rd, Woodbury, CT 06798, Phone: 203-263-4522

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4.The Hidden Acorn

The Hidden Acorn
© The Hidden Acorn

The Hidden Acorn is a charming store on Route 47 in Woodbury that sells antiques, vintage furniture, home décor, and restoration products. The off-the-beaten-track gem in Litchfield County is part retail store; part refurbished, refinished, and restored furniture, part home goods store, and part art studio. Owned by Debbie and Andy Smith, who opened the store in 2017, the Hidden Acorn has an art studio where visitors can enjoy classes in the art of restoration, as well as arts and craft classes and workshops. The Hidden Acorn store is set within a barn built by Burton Judson in 1850 that was once a timber frame mill and has a charming rustic-workshop feel to it. In addition to selling a range of antique and vintage home décor, furniture, and housewares, the store also has an inventory of restoration hardware and refinishing supplies.

385 Washington Rd, Woodbury, CT 06798, Phone: 203-586-1223

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5.Abrash Galleries

Abrash Galleries
© Abrash Galleries

Abrash Galleries is a store on Main Street North in Woodbury that sells rugs and carpets and offers a wide range of rug services from washing and restoration to appraisals to design services. Owned by Karen Reddington-Hughes, the one-stop rug shop boasts a hand-curated selection of exceptional and high-quality oriental rugs sourced from around the world. The shop also offers services such as rug washing, rug restoration, rug appraisals, rug cushions, rug lectures and design services.

40 Main St N Woodbury, CT 06798, Phone: 203-263-7847

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6.Quassy Amusement Park & Waterpark

Quassy Amusement Park & Waterpark
© Quassy Amusement Park & Waterpark

Quassy Amusement & Water Park is a fun family destination that features a Splash Away Bay Water Park, a beautiful sandy beach, and a variety of fun-filled classic and newer theme park rides. Established in 1908 and located on the south shore of Lake Quassapaug in Middlebury, the family-friendly park boasts a vast family redemption arcade, an award-winning Wooden Warrior roller coaster, swimming at a lovely beach, a huge water park with more than 22 rides and slides, picnicking and a catering service for private parties. Once populated by Native Americans, the 20-acre area was bought by three Waterbury businessmen in 1937 and transformed into an amusement park with a carousel, paddleboats, a hot dog stand and a tearoom. During the late 1970s, rides were added almost every year and today also has its clambake facilities.

Rt. 64 (2132 Middlebury Road), Middlebury, CT 06762, Phone: 1-800-FOR-PARK or 203-758-2913

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7.Good News Restaurant and Bar

Good News Restaurant and Bar
© Good News Restaurant and Bar

Good News Restaurant and Bar is a farm-to-table restaurant that serves seasonal, locally sourced and organic fare in a warm and welcoming setting. Located in the heart of Woodbury, the award-winning, 170 seat, full-service restaurant serves a creative menu of contemporary cuisine from delectable appetizers, homemade soups, and fresh salads, to savory entrée, and a seductive selection of house-made sweets and decadent desserts. The cuisine is accompanied by a list of fine wines from around the world, along with imported spirits, craft beers, and other beverages, and the restaurant and bar are open for lunch, brunch and dinner, Wednesday through Sunday.

694 Main St S, Woodbury, CT 06798, Phone: 203-266-4663

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8.Curtis House Inn & Restaurant

Curtis House Inn & Restaurant
© Curtis House Inn & Restaurant

Located in picturesque Woodbury in the foothills of Western Connecticut’s beautiful Berkshires, the Curtis House Inn & Restaurant is Connecticut’s oldest inn and offers a beautiful venue for lodging and enjoying exceptional dining. The Inn boasts a variety of charming en-suite guest rooms with comfortable beds, wooden flooring, and modern amenities such as air-conditioning and cable television, and an award-winning restaurant with a spacious dining room and banquet rooms for private functions. The restaurant also features a warm and inviting pub where fine wines and signature cocktails can be enjoyed. The restaurant serves, lunch Tuesday through Saturday, dinner Monday through Saturday and all day Sunday, and a Sunday brunch buffet, and the lower level City Hall Pub is open seven days a week and offers a more casual atmosphere in which to relax.

506 Main St S, Woodbury, CT 06798, Phone: 203-263-2101

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9.Charcoal Chef

Charcoal Chef
© Charcoal Chef

The Charcoal Chef is a family-friendly restaurant and Woodbury landmark that has been serving delicious homecooked food for more than 63 years. Established in 1956 by Robert Sanderson and his wife, Vee as a small drive-in that serviced long-distance truckers, the Charcoal Chef has expanded to a family restaurant that now seats over 100 people. Originally set up a 1950s-style diner, the restaurant served a menu that focused on charcoal-grilled meats. And still does so today. The menu features signature dishes such as Charcoal Broiled Hamburger with French Fries, Pickles and Cole Slaw, a Steak Basket of Charcoal Broiled Top Round Steak and French Fries; Steak Sandwich Served with French Fries and Chili Burger with Chili with Beans and Onion. The restaurant also serves a variety of craft beers, casual wines, coffee liqueurs, and handcrafted cocktails.

670 Main St N, Woodbury, CT 06798, Phone: 203-263-2538

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9 Best Things to Do in Woodbury, Connecticut