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)


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. Our mission is to “Provide a Helping Hand to Persons and Families in Need,” through our Food Shelf and Financial Assistance Programs. These programs are supported by donations and Thrift Shop Sales. Stop in and browse our affordable clothing, housewares and collectables. Call for hours.

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



Since 1952, a farm hardware store with an extensive inventory of farm, pet, garden, fencing, canning, plumbing, sugaring. Featuring grains from Poulin grain, Nutrena Feeds, Green Mountain Organic Feeds. Featuring pet foods from Fromm, Blue Buffalo, Merricks, Science Diet, Loyall. A unique store with dusty charm and old-fashioned friendly service

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

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 books and unique gifts for all ages, we invite readers to choose local and keep books on The Commons. A destination for visitors and locals alike, renovations have expanded the sales floor and increased our children’s section. Ask about our customer loyalty program and speedy special orders.

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


Sage Jewelry and Gifts & Polish Pottery Gift Shop

Two gift shops in one location! Sage features handcrafted jewelry made on site, as well as American and Fair Trade gift items, including art, slate items, soaps, clothing and more. Polish Pottery gift shop offers a wide selection of quality hand painted pottery imported from Poland. All pottery is microwave, dishwasher and oven safe. 

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


Smokeshire Design

Inspired design to share and experience in a renovated historic general store in the Gassetts, showcasing millwork designs by Hugh Pennell. A beautiful collection by Simon Pearce glass, Andrew Pearce wooden bowls, Clearlake Furniture, Rising Meadow Pottery, jewelry, linens, Irish woolens, pewter, fine art, Hugh’s tables, mirrors, doors and much more. Thursday ~ Sunday 10am – 5 pm.

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

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Map of CHESTER Shops