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Connecticut Fall Foliage Driving Tours

Featuring Connecticut Routes 1, 7, 9, 15 and 169


City Meets Country on Route 15

Scenic Pond Little Boy & Girl Carrying Apples Merritt Parkway - Route 15


Since 1934, drivers have enjoyed the Merritt Parkway’s (Route 15) lush greenery in the summer and breathtaking colors during the fall. Drive up this historic highway, named a National Scenic Byway, and discover the area’s charming farm towns, rich culture and exciting metropolitan centers.

Begin in Greenwich and take exit 28/Round Hill Road to the Audubon Center. Explore the 295-acre sanctuary with seven miles of trails to enjoy the flora and fauna.

Back on the Merritt, take exit 35/High Ridge Road and turn left onto Route 137 North. Stop by the Stamford Historical Society and Stamford Museum & Nature Center, then visit the Bartlett Arboretum, the perfect spot for fall foliage, featuring 91 acres of trails, award-winning trees, gardens and greenhouses.

Back on the Merritt, take exit 36/Route 106 North heading toward the classic New England town of New Canaan. Veer onto Route 124 by turning right onto Elm Street, then left on Main Street, which bends into Oenoke Road. Explore the New Canaan Historical Society.

Head south on Route 124 to Route 106 North. When Route 106 splits, turn right and stop to view the current exhibit at the Silvermine Guild Arts Center.

Take exit 45 off the Merritt onto Route 58 North to Easton. Take in the picturesque Aspetuck Reservoir en route to Aspetuck Apple Barn for autumnal foods and flowers. Turn back onto Route 58 heading south and take a left onto Center Road. Take a left onto Route 59. Stop at Silverman's Farm, a pick your own orchard with apples and peaches, as well as pumpkins, seasonal foods, flowers, cider and aviary.

For information on additional activities and attractions in Coastal Fairfield, visit



Seaside Escapes on Route 1

Thimble Island Cruise Henry Whitfield House R.J. Julia Booksellers


Explore Route 1’s scenic beach villages, featuring lively Main Streets and historic landmarks against a backdrop of the season’s bold reds, oranges and yellows.

Start by exploring downtown Branford’s shops and restaurants, then follow the scenic Route 146 to Stony Creek, winding around the harbor to the Thimble Islands. Climb aboard one of the Thimble Island cruise boats (Islander, Sea Mist, Volsunga IV) for a narrated foliage cruise around these legendary pirate hideouts, now stunning private vacation homes.

Travel east on Route 1 to the historic shoreline town of Guilford. Stop at Bishop’s Orchards, where you can pick your own apples and pumpkins, then sample the on-site winery’s award-winning apple wines and browse the market’s gourmet offerings.

Continue to Guilford’s truly grand town green, one of the largest in New England. Stroll the shaded block for prime window-shopping along the charming storefronts.

Nearby, the Henry Whitfield House is New England’s oldest stone house (circa 1639) and is listed on the National Register of Historic Places. Explore the three floors of 17th- to 19th-century furnishings.

In Madison, visit Hammonasset Beach State Park. Connecticut’s largest shoreline park offers a boardwalk, camping, boating and fishing, as well as a year-round nature center.

Stroll the downtown area, which features shops, restaurants, Madison Art Cinemas, and the popular R.J. Julia Booksellers, where renowned authors come to speak about their books.

For information on additional activities and attractions in the Greater New Haven region, go to



River Rambles on Route 9

RiverQuest at Connecticut River Museum Essex Steam Train Gillette Castle


With a scenic river, dense forests and picturesque small towns laden with history, it’s no wonder why the Nature Conservancy has named the lower Connecticut River Valley “one of the last great places.” Drive up Route 9 and witness its beauty for yourself.

Learn about the river’s heritage at the Connecticut River Museum (exit 3) in Essex. Take a ride on the nearby Essex Steam Train to take in great views of the fall foliage from a restored railcar.

Pick apples and the perfect pumpkin at Scott’s Connecticut Valley Orchards (exit 5) in Deep River, then explore Gillette Castle (exit 6 or 7) in East Haddam, the unique home of eccentric actor William Gillette (a.k.a. Sherlock Holmes).

Plan an outing at the internationally acclaimed Goodspeed Opera House (exit 7) to see “La Cage Aux Folles” (through September 10) or “A Wonderful Life” (September 18 – November 29). Across the river from Goodspeed, in Haddam, climb aboard RiverQuest for a narrated cruise of the lower Connecticut River and spectacular foliage views.

Continue to Middletown’s Main Street (exit 15), named one of “America’s most romantic Main Streets” by the National Trust for Historic Preservation. Browse the shops and choose from a variety of ethnic cuisine. Indulge in handmade confections at Tschudin Chocolates & Confections. If you have kids in tow, turn onto Washington Street and stop at Kidcity Children’s Museum, where interactive exhibits encourage kids ages one through eight to play “pretend.”

For information on additional activities and attractions in the River Valley region, go to



Alive with Color on Route 7

Litchfield Hills Foliage Country Market Farm with Fall Foliage


Named by National Geographic Traveler as one of the most scenic driving destinations in the country, the Litchfield Hills are a top choice for leaf peeping. Stretching up western Connecticut, Route 7 offers art, history and plenty of opportunities to get back to nature.

Begin your tour on Route 7 in Ridgefield. Veer onto Route 35 to visit Ridgefield’s National Historic District with its mansion-sized homes, shops and museums. Along Main Street is the Aldrich Museum of Contemporary Art, featuring changing exhibits by cutting-edge artists from around the world, and the Keeler Tavern (1772), where guides in Colonial garb present collections of furniture, art, decorative objects, tools and the British cannonball embedded in the corner post.

Continue on Route 7 to Danbury’s Main Street. Visit the Danbury Museum & Historical Society, which includes a tour of the 1785 Rider House, the 1790 John Dodd Hat Shop and the Marian Anderson Studio.

Follow the Housatonic River along Route 7 through New Milford to the picture-perfect village of Kent, awarded the #1 Fall Foliage Town in New England by Yankee Magazine. Along the way is Bull’s Bridge, one of two covered bridges in Connecticut open to auto traffic. The center of Kent has many exciting antiques shops, art galleries and fine dining. Next, stop at the Connecticut Antique Machinery Association Museum, boasting the largest display of steam and gas tractors in the state. Kent Falls State Park features Connecticut’s highest waterfall and a scenic path leading to the summit.

Follow the Housatonic River along Route 7 to West Cornwall. Take a ride through the classic red covered bridge on Route 128 to the storybook village center, featuring whimsical shops and craft galleries.

For information on additional activities and attractions in the Litchfield Hills, go to



Back in Time on Route 169

Vineyard Balancing on Stone Wall Enjoying Mums


Named a National Scenic Byway of America, Route 169 winds through history, passing Colonial homesteads, stonewalls, charming inns and B&Bs and untouched farm land in classic New England towns.

Start at Brooklyn’s green. Located on the National Register of Historic Places, it is home to a number of structures dating back to the 18th and 19th centuries that are linked to the country’s history.

Travel north to the award-winning Sharpe Hill Vineyard and Winery in Pomfret, then refuel at the Vanilla Bean Café, which serves up comfort foods and live music in a 19th-century barn.

Continue to Scranton’s Shops in South Woodstock, where unique arts, crafts and antiques created by more than 65 local artisans are housed in an early New England blacksmith shop setting.

Wind down at the Inn at Woodstock Hill. Situated on Plaine Hill, this 1816 inn overlooks Mystic Country’s Quiet Corner and offers stunning views of the foliage.

On September 26, stop by the Woodstock Fairgrounds for Celebrating Agriculture, an event that showcases the benefits agriculture provides to the region. Roseland Cottage’s annual Fine Arts & Crafts Festival, one of the leading juried fine arts and crafts shows in New England, takes place on October 17 and 18. See the wares including jewelry, woodworking, pottery, clothing and metalwork, from 175 artisans.

For information on additional activities and attractions in Mystic Country, go to


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