Chester, Vermont
1 cannabis dispensary in Chester, VT
Chester VT has one CCB-licensed adult-use dispensary: Down to the Roots at 7 Pineview Dr — the closest shop to Okemo Mountain (16 mi north via Route 103).
In short
Chester, Vermont (Windsor County, ZIP 05143) has one CCB-licensed adult-use cannabis dispensary: Down to the Roots at 7 Pineview Drive (downtotherootsvt.com; 802-875-9333). A post-and-beam barn dispensary opened September 13, 2023 by owners Andi Goldman, Meredith Milliken, and Scott Blair. Hours: Monday–Tuesday 11:00 AM–6:00 PM, Wednesday closed, Thursday–Friday 11:00 AM–7:00 PM, Saturday 9:00 AM–6:00 PM, Sunday 10:00 AM–4:30 PM. Discounts: 15% senior (65+)/veteran (daily), 10% Vermont & New Hampshire resident and Okemo employee, 20% Vermont medical card (14% out-of-state). Vermont cannabis tax in Chester is 20% total (14% excise + 6% state sales; Chester has not adopted a local option sales tax). Chester sits at the Route 11 / Route 103 junction in southern Vermont — Down to the Roots is the closest legal dispensary to Okemo Mountain in Ludlow (~16 miles north on Route 103). No dispensary operates in Ludlow itself. Springfield VT (15 min east on Route 11) has two dispensaries: The Buddega (10 Clinton St; Mon–Sat 10–7, Sun 10–4) and TMM Dispensary (35A Chester Rd; weekdays 9–6, weekends 10–5). S.278 (July 1, 2026): possession limit 2 oz flower / 10 g concentrate.
About Chester
The cannabis scene
Chester is a southern Vermont village at the junction of Route 11 and Route 103 in Windsor County — a classic New England town with a National Register historic district, a Stone Village, and a Main Street anchored by antique shops, galleries, and restaurants. The town has roughly 3,100 residents and serves as a four-season destination: a ski-country gateway in winter (Okemo Mountain is 16 miles north via Route 103) and a covered-bridge, leaf-peeping hub in fall.
One CCB-licensed adult-use cannabis dispensary serves Chester: Down to the Roots at 7 Pineview Drive, opened September 13, 2023. It operates from a restored post-and-beam barn and is the only licensed cannabis shop in Windsor County's southern tier — and the closest dispensary to Okemo Mountain, which has no licensed shop in Ludlow itself.
Vermont cannabis tax in Chester is 20% (14% excise + 6% state sales). Chester has not adopted a 1% local option sales tax, so it stays at the Vermont base rate. Confirm at purchase.
Getting around
Chester is easily reached from I-91 via Route 11: take Exit 7 (Springfield) and head west on Route 11 for about 8 miles (roughly 15 minutes). Down to the Roots is at 7 Pineview Drive — a short distance off Route 11 / 103 in Chester. From Ludlow and Okemo Mountain, take Route 103 south about 13 miles from Ludlow village (about 16 from the Okemo base area), a 20-minute drive into Chester. Parking is available on-site.
All 1 dispensary
Every CCB-licensed shop in Chester
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Chester dispensary map
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