Visit Sherman, CT | Travel Guide & Things to Do
Sherman is a picturesque town in the Litchfield Hills of Connecticut. Although it is the smallest town in Fairfield County, it has previously been nominated as the "Best Small Town in Connecticut." It offers a quiet, rural escape with access to Candlewood Lake, historic sites, and stunning seasonal foliage.
Contents
Get In
By Car
The easiest way to reach Sherman is by car.
- From the West or East: Take I-84 to Danbury, then follow CT-39 North through New Fairfield to reach the town center.
- From the New York Area: Take I-684 North, then switch to Routes 22/37 from Brewster, NY.
- From the North: Take Route 7 South or Route 22 South, then connect to Routes 55/37.
By Plane
Travelers can fly into several airports in the region:
- Stewart International Airport (SWF): Newburgh, NY (approx. 70 mins). Flights to Philadelphia, Orlando, Ft. Lauderdale, Atlanta, and Detroit.
- Tweed New Haven Regional Airport (HVN): New Haven, CT (approx. 90 mins). Domestic regional flights.
- LaGuardia Airport (LGA): Queens, NYC (approx. 90 mins). Major domestic hub.
- Bradley International Airport (BDL): Windsor Locks, CT (approx. 100 mins). The primary airport for the Hartford area.
- JFK Airport (JFK): Brooklyn/Queens, NYC (approx. 100 mins). Major international hub.
- Newark Liberty International Airport (EWR): Newark, NJ (approx. 2 hours).
Get Around
Sherman is a rural community with no public transportation. Visitors will need a private vehicle to navigate the area. The town center is small and walkable, but reaching trails, the lake, or the winery requires driving.
See
As with much of the Litchfield Hills, the autumn season (late September to October) transforms the town into a vibrant display of bright reds, oranges, and yellows.
Located in the center of town, the society operates several historic buildings, including the Northrup House Museum and "The Old Store," which serves as a museum gift shop and information center.
An expansive sanctuary operated by the Connecticut Audubon Society, featuring over 800 acres of forest, meadows, and wetlands with 20 miles of trails for birdwatching and hiking.
Do
Located at the northern tip of Candlewood Lake, this park offers beautiful water views, a beach area for residents/guests, and walking trails.
A historic community theater housed in a former church (circa 1838). They have been presenting plays and musicals since 1926. Check their schedule for seasonal performances.
In addition to Deer Pond Farm, the Appalachian Trail passes through the northern part of Sherman. The Naromi Land Trust also maintains various trails throughout the town for public use.
Buy
Run by the Historical Society, this is the place to find unique local gifts, historical books, and Sherman-themed items.
A country grocery store offering local favorites, everyday essentials, and curated products. A good stop for picnic supplies before heading to the lake or trails.
Eat
A family-style restaurant and bakery with typical American dishes, including burgers, pot pies, fries, and a famous selection of desserts.
A small-batch, organic coffee roastery offering espresso drinks, pastries, and light fare. Known for their "Elevation" and "Awakening" blends.
While primarily a winery, they often offer cheese platters, gourmet box lunches, and food during their frequent seasonal festivals (Asparagus, Raspberry, Blackberry, etc.).
Drink
Address: 32 Route 37 East. A must-visit specialty winery located in an 18th-century dairy barn. They are famous for their fruit wines (Rhubarb, Black Currant, Raspberry) and grape wines. The terrace offers beautiful views of the farm.
The premier spot in town for a high-quality caffeine fix, featuring nitro cold brew and various espresso specialties.
Sleep
There are no hotels located directly within the town limits of Sherman. Visitors typically stay in nearby towns or book private vacation rentals.
- New Milford (South): Offers options like the Homestead Inn or Maple Leaf Motel.
- Danbury (South): Large chain hotels (Hotel Zero Degrees, Courtyard by Marriott) are available about 20-30 minutes away.
- Pawling, NY (West): The Station Inn is a highly-rated option just across the border.
Connect
Located in the town center. The library offers free Wi-Fi throughout the building and even in the parking lot. Public computers are also available for visitors.
Go Next
- New Milford: Just south of Sherman, featuring a vibrant town green, cinema, and more dining options.
- Kent: To the north; famous for Kent Falls State Park and a bustling downtown with art galleries.
- Pawling, NY: To the west; a charming village accessible via Route 55.