Winter Book Sale | Chestertown | February 20-21, 2026
- Town of Chester Municipal Center (across from Tops) 6307 U.S. 9 Chestertown, NY, 12817 United States (map)
Winter Book Sale: Friends of the Chestertown Library
A community favorite for readers, families, and bargain hunters alike.
Peruse thousands of gently used books at the Friends of the Town of Chester Library’s Winter Book Sale.
If your idea of a perfect winter day includes browsing tables of gently used books, chatting with neighbors, and supporting a great local cause, the Friends of the Chestertown Library Winter Book Sale deserves a spot on your February calendar.
Taking place on Friday, February 20, from 9 am to 3 pm, and on Saturday, February 21, from 9 am to 2 pm, this popular community event offers big literary rewards at wallet-friendly prices.
When and where to shop.
The sale will be held on the second floor of the Town of Chester Municipal Center, located at 6307 Route 9 in Chestertown, directly across from Tops. The central location and easy parking make it simple to stop in—whether you plan to browse for an hour or make a quick book-buying pit stop between errands.
A bargain hunters paradise at the Winter Book Sale.
Incredible bargains on donated books.
Shoppers will find most books priced between 50 cents and $1, making this one of the best book bargains in the Adirondacks.
Importantly, all items for sale are donated, meaning the Friends are not selling the library’s circulating collection. Instead, community members contribute books, puzzles, and DVDs they’ve loved and are ready to pass along—giving these stories a second (or third) life.
Categories typically include:
Something for everyone at the Winter Book Sale.
Children’s books and young adult titles
Popular authors and best sellers
Romance and westerns
Cookbooks and crafts
Mystery
Science fiction
History, travel, and military topics
DVDs and puzzles
Families looking to stock home libraries, teachers hunting for classroom reads, and avid readers eager to explore new genres will all find something to take home.
Why this sale matters.
Every purchase directly supports the work of the Friends of the Library, a dedicated volunteer group committed to strengthening the Town of Chester Public Library and its programs. Over the years, the Friends have played a vital role in the library’s success and reach throughout the community.
Their efforts have helped:
Secure grant funding and host major fundraisers, including an annual wine tasting and book sales
Sponsor Dolly Parton’s Imagination Library, providing free books to preschool-aged children
Support Kindergarten Roundup and the Summer Reading Program
Provide books for children attending the annual Rotary Holiday Party
Pay for website hosting and manage the library’s website
Maintain a unique collection of rare, handmade books
In short, every 50-cent paperback and $1 hardcover adds up to meaningful community impact.
Support a valuable community resource, the public library.
A welcoming event for all ages.
The Winter Book Sale appeals to a wide audience—from serious readers hunting for hidden gems to families introducing kids to the joy of choosing their own books. Prices remain intentionally low to keep the event accessible and inclusive, reinforcing the Friends’ mission of literacy and community support.
Learn more before you go.
For updates, additional details, or last-minute announcements, readers should visit the Town of Chester Public Library website or check the library and Friends group on Facebook.
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