Holiday Shopping Pop-Ups and Special Events in Litchfield

Holiday shopping in Litchfield has always been a treat for those who believe enjoying the spirit of the season and good cheer is best done in a historic and pretty small town filled with sophisticated shops, fine dining, and lots of fine lifestyle amenities.

Leave the bright lights of the malls and big box stores to others this season and discover the shops of Litchfield – as well as these special holiday traditions and events.

Prime Finds Home for the Holidays Pop-Up Shop, Nov. 18 – 30

The Prime Finds Home for the Holidays pop-up shop is a highly-anticipated Litchfield tradition for savvy shoppers.

Open from Nov. 18 to Dec. 30 this year, the shop is packed with “treasures” that include including antiques, vintage, used and new furniture, home and holiday goods and décor – all of it donated, and all of it offered at prices considered very reasonable.

This is the place to go to find unique and stylish holiday gifts – for yourself included – because the donated items tend to be as fine as the fine homes in and around Litchfield they come from.

This year like last, the Home for the Holidays shop will be in Pilgrim Hall at Lourdes of Litchfield. (83 Montfort Rd.)

Proceeds benefit Prime Time House, which provides a supportive environment that helps northwestern Connecticut residents with mental illness lead independent and productive lives while reaching their highest potential.

For additional information on the Home for the Holidays pop-up shop, see the website.

Holiday Shopping Litchfield 2023


Shop Small Weekend, Nov. 24 – 27

Holiday Shopping Litchfield 2023Shopping at participating retail shops in Litchfield from Black Friday through Cyber Monday means you can collect stamps on a special Shop Small® Passport for a chance to win a gift basket full of local goods.

Pick up a Passport at any participating retail store Nov. 24 – 27 and then collect one stamp at each participating business with a purchase. The more places you shop, the more raffles you get to enter.

Stamped Passports must be brought to The Spa at Litchfield Hills, the 2023 Shop Small® Ambassador, located at 407A Bantam Rd., by 7 p.m. Nov. 28 to be entered in the raffles. Raffle winners will be drawn Nov. 29 and contacted by phone.

Participating Retail Stores:

Holiday Shopping Litchfield 2023


Holiday Hoopla: Crafts & Vendors at Bantam Firehouse, Nov. 25

Holiday Shopping Litchfield 2023

Ladies Event at Ace Hardware of Litchfield, Dec. 1

Holiday Shopping Litchfield 2023Ace Hardware is holding a two-part Ladies Event Dec. 1, an early session from 8 – 10 a.m., and “the main event” from 5 – 8, when the store will be reserved for ladies night shoppers only.

There will be store-wide sales, demos, raffles, a prize wheel, swag bags, freebies and more.  The morning session includes a coffee bar and small bites by Toast & Co., while the evening session features cocktails and bites, as well as local vendors.

See the Ace Hardware of Litchfield Instagram feed for details. The store is located at 348 Bantam Rd.


The Silly Sprout

holiday shopping Litchfield CT 2023This holiday season will be the last one for Litchfield’s hometown toy shop, The Silly Sprout.

“It is with heavy hearts and after almost 10 years of serving Litchfield County, we have made the difficult decision to close The Silly Sprout,” a Facebook post said in announcing the news. “Jessica has planted new roots in Vermont and Sara is moving onto a new venture. Thank you for all of the support, smiles and stories throughout the years. We will carry those moments with us forever.”
The Silly Sprout brightened the sad news with a vow to make this holiday shopping season one to remember for parents and families, and will remain open through Christmas Eve, Dec. 24. Shop hours are Wednesday – Saturday 9:30-5, and Sundays 9-3. Inquiries may be emailed to [email protected] 
“We plan on giving you the best Holiday shopping season and have new products arriving daily! We even have our complimentary holiday gift wrap ready to go!” The Silly Sprout said in a followup post.
The address is 503 Bantam Rd. (Route 202)


The White Memorial Conservation Center Gift Shop

Holiday Shopping Litchfield 2023The gift shop at White Memorial’s Nature Museum is one of Litchfield’s hidden gems. It’s not big – a nook in the entry area – but it’s stuffed with local handmade items, and lots of gifts for kids of all ages, including books and plenty of holiday appropriate and holiday themed items.

All profits from purchases go back into the mission of White Memorial, which oversees 4,000 acres of nature preserves – with 40 miles of trails – whose beauty is open to all who visit.

The museum and gift shop are located at 80 Whitehall Rd. Hours are Tuesday through Saturday, 9 – 5, and Sunday, noon  – 5. For info: (860) 567-0857.



Litchfield Hills Farm-Fresh Market

Holiday Shopping Litchfield 2023The Litchfield Hills Farm-Fresh Market, now in its indoor season at Litchfield Community Center, is the place to go for everything you need for holiday tables – and for edible holiday gifts. After all, local honey, maple syrup, granola, and coffee beans make great stocking-stuffers.

The Saturday morning market runs from 10 a.m. to 1 p.m. and the remaining dates before Christmas are Nov. 18, and Dec. 2, 9, 16, and 23. The community center is located at 421 Bantam Rd.

Note: Check back, as we’ll add more pop-ups and special events as details are announced.