Connecticut fall foliage drives in 2022 wander towns, vineyards, colorful vistas

Connecticut -- an easy day's drive from New York City -- shows its brightest colors in October. Best places to visit are the wooded areas of the state, like Litchfield, and the eastern Mystic region. All these places have delightful small towns and gorgeous scenic drives.
The Connecticut Wine Trail welcomes guests to wineries and vineyards that host harvest season events and tastings in fall 2022. The capital city of Hartford has a beautiful city park, Bushnell Park, and the larger and more rugged East Rock Park.

Fall Fishing in Litchfield County CT - Fall Foliage in Connecticut 2022 - Photo Credit Shutterstock

Getting Ready

By Car:

See useful information about when to visit, how to find color, and what to wear and pack HERE.

More Resources:

Where to Drive

Find directions and tips for great views and attractions for at the drive tours described below.

Litchfield/Northwest Region

New Milford, Kent, and Mount Tom State Park drive loop -- 46 miles

This drive will take travelers past the Housatonic River, famous for fly fishing and white water rafting; near two covered bridges; and through Kent and its many art galleries, historic homes and churches; Washington and its Institute for Native American Studies, and Mount Tom State Park. The Appalachian Trail passes through this area, and opportunities for day hikes are plentiful.

Covered Bridge - Connecticut Fall Foliage in Litchfield, New Milford, Kent, Mount Tom - Photo Credit Housatonic.com

Points of Interest:

  • Two covered bridges in the area are Bull's Bridge in Kent and Kent Falls Bridge in Kent Falls State Park. Bull’s Bridge is a historic bridge, built in 1842; the Kent Falls bridge is a 1970s-era re-creation of a historic structure.
  • Iron Mountain Preserve, Treasure Hill Road, Kent. Stop for a 1.5-mile walk on a loop trail through varied forest and woodlands. Your host is the Nature Conservancy.
  • The House of Books on Main Street in Kent is packed with high-quality literature; a whole rooms of children's books; cards, music and gifts. The town is on the Appalachian Trail and the store specializes in maps, trail guides, books on local lore and the out-of-doors.

Side Trips:

  • Travel a few miles north on Route 7 beyond Calhoun Corners, through Housatonic Meadows State Park, and into Cornwall to see the West Cornwall covered bridge, which carries Route 128 across the Housatonic River. This area is famous for its great fall foliage, too.
  • Mount Tom State Park in Litchfield. Swimming and boating in the lake, hiking to a fire tower 1,325 feet above sea level.
  • Institute for American Indian Studies, 38 Curtis Road in Washington. Visit this museum to learn about the area’s first human residents. See the sachem’s house classroom, children’s discovery room, replicated Algonquian village, simulated archaeological excavation site.


  • Kent Coffee and Chocolate Co. on Main Street in Kent. The cure for low energy, before or after a glorious hike in the Litchfield countryside. Come enjoy and take home gourmet chocolates and handmade desserts and truffles. Lots of interesting coffees, teas, and smoothies.
  • Haight Brown Vineyard, Chestnut Hill Road in Litchfield. Set on 10 acres of pristine farmland, this hospitable vineyard offers winery tours, self-guided vineyard walks, wine tasting, classes, and lots of seasonal special events. There’s a wine and gift shop; and a cafe serve light meals on weekends.
  • Eateries in New Milford show great range: The Cookhouse, featuring hard-core barbecue; and the Three Brothers Greek Diner, with reports that the slice of carrot cake they give you is as big as your head.

Torrington to Norfolk Through People's State Forest -- 58 miles

This drive passes through many lovely small towns and the adjacent Peoples State Forest and American Legion State Forest. Also near this drive is Lake McDonough, a scenic, unspoiled public recreation area.

CT State Fall Foliage - Fall View from the Patio of a Vineyard - Photo Credit Kim Tyler & CT Office of Tourism

Points of Interest:

Side Trips:

  • Warner Theater in Torrington. Leaf-peaking is a daytime activity, obviously, but if you are staying in the Litchfield Hills of a long weekend, find out what’s going on at this historic theater.
  • Infinity Music Hall in Norfolk. Echoing the comment above, if your trip through the beautiful towns and farms of Litchfield keeps you overnight, the Infinity Music Hall is a dynamic place that brings in lots of interesting, national-caliber entertainment.


  • Thorncrest Farm & Milk House Chocolates in Goshen is on the state’s Chocolate Trail. Calling itself The Home of Single Cow Origin Chocolates, Thorncrest serves chocolate in all the divine ways we have come to know and love.
  • Jerram Winery in New Hartford is on Connecticut Wine Trail of wineries and vineyards that open their doors to tours, tastings, and sometimes classes and celebrations.

Waterbury Area Loop -- 42 miles

This loop is good for people with limited time to spend. With only short stops for viewing the scenery, the trip should take less than two hours. Black Rock Park offers excellent hiking, scenic views, and Indian legends. People with more time to spend should visit Waterbury's Mattatuck Museum, with exhibits chronicling the industrial and cultural history of the Naugatuck Valley.

Nearby Points of Interest:

Mystic / Eastern Region

Last Green Valley Scenic Byway -- 35 miles

The Last Green Valley is the 35-town National Heritage Corridor in northeastern Connecticut. It is a pristine and quiet spot of pretty town greens, country roads, wildlife preserves, unusual farms (alpaca, bison), wooded walking paths, calm waterways for paddling, history museums, towns with galleries and good food. Star gazing is popular; the last Green Valley is one of the few places on the Eastern Seaboard with little nighttime light interference. .

Fall Foliage in CT - Kids in a Corn Maze in Mystic's Last Green Valley - Photo Credit Farmers Cow

Nearby Points of Interest:

  • The general scope of this drive is from Norwich to Woodstock, following Route 169, with plenty of side trips for nature viewing, shopping, walking, and dining. Norwich is an old city on three rivers. People who love interesting Colonial architecture should walk past the homes, schoolhouse, shops, and taverns on the Benedict Arnold walking trail. .
  • Connecticut Audubon’s Grassland Bird Conservation Center at 218 Day Road in Pomfret Center. Walk from dawn to dark, year-round, at the Bafflin Sanctuary or the Trail Wood Sanctuary. It’s all about the birds.
  • Brooklyn and the Brooklyn Green Historic District. This classic Connecticut town green is a beauty. Most buildings in the district date from 1750 to 1850.
  • Taylor Brook Winery on Route 171 in Woodstock welcomes guests Fridays through Sundays for tastings, self-guided vineyard tours, picnicking on the property, and a chance to buy cheese, sausage, crackers, dips, and other treats to enjoy with your wine.

Side Trips:

  • Driving west out of Brooklyn on Route 6 takes you to the James. L. Goodwin State Forest in Hampton, where you can take a walk on the many trails around Pine Acres Lake or visit a native plant wildlife garden.
  • Alpaca Obsession in the town of Moosup raise alpacas and angora rabbits and sells related products. Be sure to call ahead before visiting.

Dining and Shopping:

  • Woodstock is stocked with shopping that you won’t find in a big-box store. Pop in at any of these spots: Garden Gate Florist Gift Shop (antiques, jewelry, plants); Periwinkles at Garden Gate (gift shop); Scranton's Shops (antiques in a historic blacksmith shop).
  • Sweet Peas Fine Foods; Farm Market on Providence Road in the Baker’s Dozen complex in Brooklyn serves upscale take-out food, prepared meals, salad bar, quick cuisine, Venda Raviloli products, bakery goods, cheese. Perfect for a healthy and delicious picnic.
  • The Stomping Ground on Main Street in Putnam is a friendly local hangout with good lunches and dinner, live music nightly except Mondays and Tuesdays, and open mic nights.

Mystic and Old Mystic Via River Road -- 6 miles

This drive along the tidal Mystic River, with its marsh meadows and waterfowl, is beautiful all year. From River Road, views of Mystic Seaport on the opposite bank of the river convey a shipbuilding community in the early 1800s. Downtown Mystic is a delightful place to explore.

Nearby Points of Interest:

  • Mystic Seaport, 75 Greenmanville Avenue, Mystic (860-572-5315). Marvelous living history museum and re-creates a 1830-period New England ship building village similar to historic towns of this area. Lots of season special events celebrating coastal New England history and culture. Great fun for adults and kids.
  • Mystic Aquarium and Institute for Exploration, 55 Coogan Blvd., Mystic (860-572-5955). Wonderful aquarium includes Beluga whale exhibit and Titanic exhibit developed with help by Dr. Robert Ballard, discoverer of the sunken ship.

Norwich-Woodstock Turnpike -- 32 miles

This route runs from Canterbury to Woodstock in the northeastern part of Connecticut known as the Quiet Corner. About 190 pre-1855 homes survive along the highway, as well as historic churches and farms. The highway winds through the towns of Lisbon, Canterbury, Brooklyn, Pomfret, and Woodstock, an architectural feast surrounding a traditional town green.

Nearby Points of Interest:

  • Creamery Brook Bison, Brooklyn (860-779-0837). How often can you meet a bison? Farm welcomes visitors for special seasonal events and fun. Great for kids and families.
  • Connecticut Audubon Society Center, Pomfret (860-928-4948). Spend some time outdoors with Audubon -- it wants you to meet the wilderness.

North Stonington to Sterling on Route 49 -- 22 miles

Along this state scenic highway, travelers can see dramatic vistas from large hilltop farms. Three of those farms have been used by the same families continuously for almost 300 years. This route runs for 18 miles north to the Sterling Hill National Register Historic district. Offering views of fields and farms, it's a great way for visitors to nearby Mystic in southeastern Connecticut and to extend their trip to northeastern Connecticut.

Nearby Points of Interest:

  • Pachaug State Forest, Voluntown (860-376-4075). The Pachaug State Forest offers trails for hikers, snowmobilers, and horseback riders.

New Haven Region

Essex to Guilford CT Shoreline loop drive -- 35 miles

This shoreline loop drive moves through the beautiful towns of Essex, Old Saybrook, Guilford, and Deep River, with stops at a marsh wildlife area and an ocean side state park. 35 miles. .

Connecticut Fall Foliage Trail from Essex to Guilford, CT - Photo Credit Friends of Edgewood Park

Nearby Points of Interest:

  • Essex Steam Train and Riverboat, One Railroad Avenue, Essex. Enjoy a lazy ride up the lower Connecticut River in the lavish, antique railroad cars, then shift to a Mississippi-style river boat to complete your journey on the water.
  • Hammonasset Beach State Park, 1288 Boston Post Road, Madison. Connecticut's largest shoreline park with lots of smooth beach for swimming and sunning, along with a fun boardwalk.
  • Bishop's Orchards, 1355 Boston Post Road, Guilford. Fun place to get out of the car, stretch, buy apples and pumpkins and autumn treats. Great for kids and families.

Side Trips:

  • On the way from Essex to Old Saybrook, you can take a short side trip eastward on Route 95 across the Connecticut River to Old Lyme and visit the Florence Griswold Museum at 96 Lyme Street. This marvelous house operated in the early 1900s as a boarding house for a summer colony of New York artists, and it’s a hot spot for American Impressionism. You will see lots of art and beautiful gardens.
  • When you reach Hammonasset Beach State Park, swing northward on Route 450 for a stop in nearby Madison. There you will find a great bookstore, R.J. Julia Booksellers. Excellent book selection, gifts, kids activities, and special events.


  • Penny Lane Pub at 150 Main Street in Old Saybrook is an English style pub and restaurant with a friendly, neighborhood atmosphere. Located on the state’s Signature Cocktail Trail.
  • Bufalina at 1070 Boston Post Road in Guilford serves authentic Neapolitan pizza from a wood fired brick oven. Located on the state’s Pizza Trail.
  • Chamard Vineyards at 115 Cow Hill Road in Clinton has a very French-inspired bistro that serves lunch and dinner. Live music is presented on Friday through Saturday in the tasting room. Located on the state’s Wine Trail.
  • The Wharf Restaurant at Madison Beach Hotel at 94 West Wharf Road in Madison serves fresh and locally sourced foods that spotlight the flavors of the Atlantic Northeast and New England. Eat in the dining room or on the year-round porch.

Shoreline and Country Roads of Guilford, Durham, Madison CT -- 57 miles

This drive takes you from the Long Island Sound shore and inland among salt marshes, classic town greens, sunflowers and a fine farm stand. If you're coming from the New York/ New Haven area, take exit 53 off I-95 north. If you are coming from New York City, consider taking the Hutchinson River Parkway to the scenic Merritt Parkway (Route 15) as a substitute for I-95.

Connecticut Fall Foliage - Shoreline and Country Foliage Drives - Photo Credit CT Audubon Greenwich

Side Trips:

  • About 4.5 miles east of Branford on Route 146, you might enjoy at small side trip to see shoreline where ferries depart for the Thimble Island Cruises. Simply take a right turn at Take It for Granite Antiquities at 409 Leetes Island Road (which crosses Route 146) and head south on Thimble Island Road toward the village of Stony Creek. After a breath of sea air or an island cruise, return to Route 146 via Thimble Island Road.
  • The Guilford green is a nice place to see a classic Connecticut town center. And the Guilford Art Center at 411 Church Street in Guilford may have something arty going on for your entertainment.
  • Durham is the northern terminus of the loop, and from here, the directions below take you back southward. For a short trip for pick-your-own apples, sunflowers, baked goods, and a great farm stand, head a little north out of Durham along routes 17 to 147 to Lyman Orchards at 32 Reeds Gap Road in Middlefield.
  • The shoreline is not the best place to see foliage, but if you love ocean beaches, you might want to swing over for a stop at Hammonnassett Beach State Park in Madison. Truly one of the state’s finest oceanside parks, with walk and a nature center.

Hartford/Central Region

Talcott Mountain State Park and Heublein Tower -- 7 miles

Talcott Mountin State Park is home to a wide variety of plants and animals. Distinct geographical formations date back to ancient times. It also is home to Gilbert Heublien's unique summer estate, dating to 1914, which is open to the public.

Nearby Points of Interest:

  • Talcott Mountain State Park, 57 Gun Mill Road, Bloomfield (860-242-1158)
  • Penwood State Park, 57 Gun Mill Road, Bloomfield (860-242-1158)
  • Heublein Tower, Summit Ridge Drive, Bloomfield (860-242-1158). Gilbert Heublein was a German hotelier and restaurateur in Hartford and a developer of gourmet food. He built the Tower in 1914 as a summer vacation home for his family. The tower is open only in summer, but the property is accessible year-round for hiking and wildlife viewing.