Shopping & Services > Local Stores & Shops

Local Stores & Shops in Chester, Vermont

We're a small town that values the uniqueness of our local businesses and stores, which are part of the community fabric that contributes to the high quality of life in Chester. From practical stores featuring everything one needs to live in Vermont to shops featuring one-of-a-kind handmade gifts, Chester's shopping scene is diverse with items not found elsewhere. If you're here to sample all the Vermont craft beer and delectable cheeses, we have you covered there too! 

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Food & Wine


Lisai's Chester Market

Serving the Chester Community since 1993! Lisai’s Chester Market is a full service grocery store featuring custom cut meats, fresh vegetables, interesting wines, craft beers, a fresh salad bar and local products. We make sandwiches to order and offer a delicious array of hot homemade foods

Address:  526 Depot St., Chester, VT | Google Maps
Phone: (802) 875-4715


Meditrina Wine, Beer, & Cheese

Meditrina is a fine wine, craft beer and cheese shop located in the heart of Chester on the village green. Follow us on Instagram and Facebook to stay up-to-date on our free in-store wine/craft beer tasting, wine and craft beer dinners and other special events.

Address:  295 Main St., Chester, VT | Google Maps
Phone: (802) 875-WINE(9463)



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Stone House Kettle Corn Company

The Stone House Kettle Corn Company, located in the historic Stone Village in Chester VT. We offer fresh made traditional kettle corn, as well as a variety of “specialty” kettle corn flavors and unique homemade sweets depending on the holiday season.

Address:  166 North Street, Chester, VT | Google Maps
Phone: (508) 988-5614 or (207) 423-5312

Home, Hardware, & Agriculture


The Bliss Farm

Operating today in our 3rd generation and 77th year. Today we offer top quality hay, straw, shavings, new and used farm equipment, haying supplies and other agriculture services. We pride ourselves on old fashioned service where hard work, handshakes, and smiles still go a long way.

Address:   74 High St., Chester, VT | Google Maps
Phone: (802) 875-2031


Chester-Andover Family Center Thrift Shop

The Chester-Andover Family Center is a non-profit charitable organization. We make a difference in our community by providing resources for financial assistance, nutritional food, affordable clothing and household goods. These programs are supported by Thrift Shop Sales and donations. Stop in and browse our clothing, household goods and collectables.

Address:  908 VT-103, Chester, VT | Google Maps
Phone: (802) 875-3236


Chester Hardware

As much a general store as hardware store, we offer a wide variety of household goods. We feature Benjamin Moore paint, housewares, toys and supplies for plumbing, electrical, pet, sporting goods and outdoor living. Please come see us for all your projects!

Address:  21 Main St., Chester, VT | Google Maps
Phone: (802) 875-2693



A Chester original farm and hardware store. From grain and supplies to pet and garden needs. Nothing fancy, just a nice step back in time.

Address:  54 Grain Store Rd., Chester, VT | Google Maps
Phone: (802) 875-2333


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Vermont Hardwoods

Hardwood has long been the choice for beautiful and durable flooring. We make it the old-fashioned -way-from full thickness, local materials in a variety of materials to fit any décor and budget.

Address: 386 Depot St., Chester, VT | Google Maps
Phone: (802) 875-2550

Craft supplies, Gifts, Books, & Toys


The Hugging Bear Shoppe

Top of the list Vermont shopping destination and Victorian family bed & breakfast Inn welcomes all ages since 1982! Thousands of teddy bears and animal “friends.” Everything from high end collectables to the basic cuddly. You get friends for life here! Across from Village Green.See ‘Hotels & Restaurants’.  

Address:  244 Main St., Chester, VT | Google Maps
Phone: (802) 875-2412


Phoenix Books Misty Valley

With new books and unique gifts for all ages, we invite you to shop and read local. Ask about our customer loyalty program and speedy special orders. We love our customers!

Address:  58 Common St., Chester, VT | Google Maps
Phone: (802) 875-3400


Sage Jewelry and Gifts

Sage Jewelry & Gifts features handcrafted jewelry made on site, a creative selection of American and fair-trade gifts with the only jewelry repair service in Chester. 

Address: 78 The Common, Chester, VT | Google Maps
Phone: (802) 875-7243   


Six Loose Ladies

A yarn shop with a sense of humor, a flair for service and an ambiance that invites you to linger.

Address: 287 Main Street, Chester
Phone: (802) 875-5607   


Smokeshire 3630

Inspired design to share and experience. Simon Pearce glass, Hugh Pennell custom furniture, Andrew Pearce bowls, Farmhouse Pottery, linens, woolens, pewter, jewelry, local artisans and more. Open 7 days a week 10 am – 5 pm.

Address: 3630 VT Route 103, Chester, VT | Google Maps
Phone: (802) 875-3109

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Map of CHESTER Shops