Explore Fairfield County :: Sherman


“Explore Fairfield County” is an informational series that provides a glimpse into the wonderful towns and cities in Fairfield County. Fairfield County is diverse in that it includes big cities, small suburbs, beaches, farms, and busy highways. It covers a large geographic area and, because of this, it has a lot to offer families! To help you get the most out of Fairfield County, our contributors have shared the top things they love about each local area. To read more in this series, click here.Sherman

Sherman, CT is the northernmost town in Fairfield County. It also has the smallest population, which hovered at 3,581 on the 2010 census. Established in 1802, Sherman, CT was named after Roger Sherman, famous for being the only person who signed all four founding documents of the United States of America. Formally Algonquian territory, 18th-century colonial settlers purchased the land, along with New Fairfield, CT, in 1729. Its land includes parts of the Appalachian Trail, Candlewood Lake, Squantz Pond, and the Sherman Center. 

Sherman is the only town in Fairfield County to have the 860 area code. It has been named “Best Small Town in Connecticut” three times by Connecticut Magazine. 

I contacted one of my good friends who lives in Sherman to get the inside scoop on all of the “must visit” places there. On a gorgeous autumn afternoon in late September, I took a drive up to Sherman to visit everything for myself.

1. The American Pie Company

If just passing through or staying in Sherman, CT, a stop at The American Pie Company is a must. Since 1993, the American Pie Company has been known for more than just their pies. They provide home-style meals and baked goods from scratch and have a full restaurant on site. While the baked goods include muffins, doughnuts, cookies, and tarts, the pies are their specialty. They are hand-rolled and filled with a variety of items from apple to chocolate cream to strawberry rhubarb. I asked them what their best-sellers are, and they said the homemade frozen chicken pot pies and their peach raspberry pie. Pie is my favorite food, so I had to get one of each. Yum!

2. Sacred Ground Coffee Roasters 

Like most of the moms I know, coffee is life for me many days. I headed over to Sacred Grounds Coffee Roasters to check out their menu. Sacred Grounds Coffee Roasters is a USDA Certified Organic, and Fair Trade Certified wholesale and retail small-batch roastery. They pride themselves on being low impact on the environment and pricing their coffees so that Fair Trade and Organic Coffee can be accessible for all. Their coffee does not disappoint. New protocols have closed the inside to customers, so be sure to order at the window. They offer a variety of ground and whole bean coffee for sale, as well as cups to go. As well as a coffee, I picked up a large double chocolate biscotti made locally by White Silo Farm & Winery.

3. White Silo Farm & Winery

White Silo has been a family-owned farm and winery located in Sherman, CT since 2000. They offer a wide variety of wines for tasting and purchase. For $10/pp, you can sample five of their wines, including Rhubarb, Blackberry, and Raspberry in a souvenir glass. They offer cheese platters and gourmet lunches for purchase that you can enjoy while sitting outside at their terrace gardens taking in the gorgeous views.

In addition, White Silo has rotating artwork for viewing and purchase from local artists. They also host many festivals during the year, including their Hot Chocolate Festival, Blackberry Festival, Raspberry Festival, Beet Festival, and Quince Pear Festival. Provided during these festivals are dishes made with their farm-grown produce for purchase, live music, and winery tours.

4. Happy Acres Farm

Located on Taber Road in Sherman, CT, Happy Acres Farm offers grass-fed beef, eggs, and organic vegetables for purchase. Throughout the year, there are several educational programs. Farm tours are available and need to be scheduled as they are by appointment only. 

5. Sherman Library

The Sherman Library officially opened in the Town Center in 1926 with a membership of just 46 families. By the 1950s, the library had grown to offer a collection of nearly 5000 books. Now the home to over 25,000 books, audiobooks, films, and other materials, the Sherman Library provides over 320 free programs, exhibits, story hours, book discussions, concerts, and collaborative town events each year. The Sherman Library is following all current health and safety protocols and requires all patrons two years of age and older to wear a mask while indoors. They offer various programs free of charge for children of all ages, both during the day for younger children and afterschool programs for the school-aged set. Visit their website for current offerings.

6. The Sherman Players / The Sherman Playhouse

Created by the Evans family in the early 20th Century, the Sherman Playhouse came about from Mrs. Evans’ desire to continue her love of theater after moving to Sherman from Staten Island, NY. The playhouse was a dilapidated church prior to its “resurrection.” The Sherman Players were incorporated in 1949. Since this time, the Players have been putting on various plays, workshops, films, and concerts. Mrs. Evans’ daughter, Betsy Scholze, has remained active in The Sherman Players by serving as President, Treasurer, actress, director, and set designer over the last 50 years. The Sherman Playhouse is open again and after a delay of almost two years. Ticket prices run $24 – $30 a person and $12 – $15 for students. They are following all current health and safety protocols. Please visit their website for more information.

7. The Sherman Historical Society

Since 1975, the Sherman Historical Society has aimed to educate residents and visitors on the history of Sherman, CT from its time as Native American land to the present day. The Historical Society includes the Northrup House Museum. The Northrup family was prominent in Sherman, with David Sr. becoming the first town clerk in 1802. The property was once a working farm but is now home to a permanent exhibit about Roger Sherman and several rotating exhibits. Access to the Mallory Trail, a scenic walking trail, is located on this property. Tours are by appointment only from May through October. The Historical Society has also run children’s programs in previous years, but these programs are currently on hold until further notice. The Old Store Gift Shop and Museum, located across the street, has both historical pictures and goods for sale and unique gifts for all ages. I picked up a little model airplane for my son’s upcoming birthday!

8. The Connecticut Audubon Society – Deer Pond Farm Sanctuary

Obtained by The Connecticut Audubon Society in 2017 from the estate of Kathryn D. Wriston, Deer Pond Farm Sanctuary is over 835 acres of forest, meadows, and wetlands. The property lies in both Sherman, CT and Pawling, NY. Deer Pond Farm has 20 miles of trails and offers small-group outdoor programming following all current health and safety protocols. Group size is limited to 15 participants with a leader and co-leader. Members receive discounts on these programs, and children who are members can attend for free. The Deer Pond Farm Sanctuary is open daily from dawn to dusk. Trails are open to the public and are free to all.

Have you visited Sherman? Do you live here? What do you love about it?

Be sure to read all the posts in our Explore Fairfield County Series by clicking here.


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