Windsor County VT Dispensaries: Complete Guide (2026)

Windsor County runs from the Connecticut River border with New Hampshire across the Green Mountains, encompassing Vermont's constitutional birthplace in Windsor, the ski corridors to Killington and Okemo, and the I-91 arterial that connects the Massachusetts border to central Vermont. It is also, as of mid-2026, Vermont's second most dispensary-rich county — 12 CCB-licensed adult-use shops across seven towns, behind only Chittenden County (the Burlington metro) — connected by three distinct travel corridors.

TL;DR: 12 Windsor County dispensaries, two tax tiers (20% or 21%), three geographic clusters. Pick by corridor: I-91 travelers use the map below to stop at Exit 7 (Springfield), 9 (Windsor), or 10–11 (White River Junction). Route 4 skiers stop at Woodstock or Bridgewater. Okemo visitors use Plymouth or Chester.

All 12 shops at a glance

White River Junction — the Dartmouth gateway (3 shops)

White River Junction sits at the I-91 / I-89 confluence in Hartford, the largest dispensary cluster in Windsor County. The strategic fact: Hanover, NH (Dartmouth College) is 10–15 minutes east across the Connecticut River's Ledyard Bridge, and New Hampshire has no recreational cannabis program. White River Junction's three dispensaries are the nearest legal option for tens of thousands of Dartmouth students, faculty, and Upper Valley NH residents.

The three shops collectively cover every practical need. The Tea House at 50 Woodstock Rd opens at 7:00 AM Monday through Saturday — the earliest morning open of any dispensary in Windsor County and among the earliest statewide. Minority and woman-owned by Miriam El Guemri, it holds dual medical and adult-use licenses, runs medical delivery routes on Tuesdays and Fridays, offers a 10% veteran discount, and has won Vermont's Best for three consecutive years (2023–2025). If you need cannabis before the workday or before an early drive, The Tea House is your option.

Five Seasons Cannabis Co. at 52 Bridge St stays open until 9:00 PM Monday through Saturday — the latest close in the county. Locally owned by Brian Morris, Cyrus "Preach" Mitchell, and Joe Caramante, it carries its own in-house cultivation brand, Strange Kloudz, grown in Bradford, VT. If you're arriving late from a ski day, a Dartmouth event, or a long drive north on I-91, Five Seasons is the shop that will still be open.

The Hidden Grove at 230 S Main St Suite 1 (inside White River Growpro) is closed Sundays but offers the region's most compelling discount: 15.8% off for medical cannabis card holders from any U.S. state, current or expired. Out-of-state medical card holders almost never see discounts in Vermont retail — The Hidden Grove is an exception. The shop also carries cannabis clones.

All three WRJ shops carry Vermont's 21% cannabis tax (Hartford adopted its 1% local option tax effective July 1, 2025). They are within one mile of each other and of the I-91 exits. See the full White River Junction near-me guide for directions and deeper profiles.

Windsor — Vermont's constitutional birthplace (2 shops)

Windsor, at I-91 Exit 9, is where Vermont's constitution was signed on July 8, 1777, at the Old Constitution House. The town also houses the American Precision Museum and the Cornish-Windsor Covered Bridge — the longest two-span covered bridge in the world, connecting Vermont to Cornish, NH. Like WRJ, Windsor's dispensaries serve NH border crossers; unlike WRJ, Windsor charges 20% tax (no local option tax, one point less than WRJ).

Stone Leaf Cannabis at 71 Artisans Way is built around genetics. Co-founder Nick Castro brings more than 20 years of cannabis breeding experience; he has developed over 40 proprietary strains not found at any other Vermont dispensary. The cultivation operation in Marshfield, VT uses Korean Natural Farming — a soil biology-focused system that feeds plants with fermented teas brewed from local plants rather than synthetic nutrients. The shop's extraction program uses only solventless methods (no butane or propane; water hash and rosin only), and a 500 kW solar project in Springfield powers the facilities. If the strain itself matters to you — the genetics, the growing method, the specific phenotype — Stone Leaf is among the most transparent and distinctive operations in Vermont. Open daily 10 AM–6 PM.

DePot Shop at 25 Depot Ave carries one commitment that sets it apart from every other shop in Windsor County: every cannabis product on the shelf comes exclusively from within Vermont. No out-of-state wholesale fills the menu. The shop is associated with Depot Cultivators, its in-house cultivation partner, and brings in carefully selected products from other Vermont farms. Payment is cash only (on-site ATMs available). The loyalty program — Loyalty Weednesdays — lets members earn points on every purchase and redeem them every Wednesday for up to 10% off the regular menu. Open daily 10 AM–6 PM.

See the Windsor near-me guide for full details on both shops and directions from I-91 Exit 9.

Woodstock and Bridgewater — Route 4 ski corridor (3 shops)

Route 4 connects White River Junction west to Woodstock (13 miles), Bridgewater (22 miles), and Killington (38 miles). Three Windsor County dispensaries sit along this corridor.

In Woodstock, Vermont's most-visited village, two shops serve the Route 4 tourist market. Sunday Drive at 442 Woodstock Rd, Suite 3A, is a female-owned boutique founded by PJ (Patricia E.) Eames, who joined Vermont's cannabis advisory process in 2019 and helped Woodstock vote to allow cannabis retail. Open Saturday–Tuesday 10 AM–6 PM and Wednesday–Friday 9 AM–7 PM. Sunkissed Farm at 4374 W Woodstock Rd (west of the village, first stop heading west from WRJ) is a cultivator-retailer built around a 29-acre Connecticut River floodplain estate in Windsor, VT — land in continuous agricultural use since 1805. Co-founders Spencer Hayes, Emily Bleeker, and Brad Macrae grow sun-cultivated, living-soil cannabis and sell it on a farm-stand model: inspect and smell the flower before you buy. Open daily 9 AM–7 PM, with a 9 PM Wednesday close — the latest of any Woodstock-area shop. Both Woodstock shops charge 21% tax (Woodstock's 1% local option tax took effect in 2024). See the Woodstock near-me guide for full profiles.

Eight miles west of Woodstock (and 10 miles east of Killington), Woolly Mammoth Cannabis at 102 Mill Rd in Bridgewater occupies a restored old mill building off Route 4. This is the natural stop for Killington visitors arriving from the WRJ / Woodstock direction — and critically, it stays open until 9:00 PM on Fridays and Saturdays, an hour later than most corridor competitors. The concentrate selection, including solventless rosin, is a particular strength. Monday through Thursday and Sunday, hours are 9 AM–7 PM. Bridgewater charges 20% tax (no local option tax).

Plymouth and Chester — Killington and Okemo mountain access (2 shops)

The Route 100 / 103 corridor through Plymouth and Chester serves visitors to two of Vermont's biggest ski mountains: Killington to the north and Okemo to the east of Ludlow.

Green Union at 4738 VT Route 100A in Plymouth is the geographical midpoint between both ski destinations — approximately 10 miles south of Killington and 15 miles north of Okemo. Owner Al Baran named the shop after Plymouth Union, the historic crossroads at the Route 100 / 100A junction. Green Union operates its own in-house grow (First Chair Farms), and the growers themselves work the sales floor — if you want to talk directly with the person who cultivated your flower, this is where to go. Monday through Thursday and Sunday, open 10 AM–7 PM; Friday–Saturday until 8 PM. Plymouth charges 20% tax.

Down to the Roots at 7 Pineview Drive in Chester is 16 miles south of Okemo Mountain via Route 103 — the closest dispensary to Okemo from the south, in a restored post-and-beam barn. Founded September 13, 2023, by Andi Goldman, Meredith Milliken, and Scott Blair. The shop actively serves the ski market with specific discounts: 15% off for seniors (65+) and veterans daily, 10% for Vermont and New Hampshire residents, and 10% for Okemo Mountain employees. The Cannatrol climate-control vault preserves flower freshness. Critical planning note: Down to the Roots is closed on Wednesdays. Hours: Monday–Tuesday 11 AM–6 PM, Thursday–Friday 11 AM–7 PM, Saturday 9 AM–6 PM, Sunday 10 AM–4:30 PM. Chester charges 20% tax. See the Chester near-me guide for full details.

Springfield — I-91 Exit 7 gateway (2 shops)

Springfield is a historic Black River mill town at I-91 Exit 7, about 25 miles south of Windsor and 35 miles south of White River Junction. Two shops serve the town. The Buddega at 10 Clinton St is the first dispensary you reach heading west from the exit into downtown Springfield; it's open Monday through Saturday 10 AM–7 PM and Sunday 10 AM–4 PM. TMM Dispensary at 35A Chester Rd opens at 9 AM weekdays — the earliest weekday open in Springfield — and closes at 6 PM weekdays and 5 PM weekends. Both charge 20% tax (Springfield has not adopted a local option tax). See the Springfield near-me guide for full shop profiles.

Tax rates: where Windsor County splits

Vermont's base cannabis tax is 20%: the 14% state cannabis excise tax plus the 6% state sales tax. Municipalities may optionally add a 1% local option tax. In Windsor County as of mid-2026:

• 21% total — Hartford (White River Junction): 1% LOT adopted, effective July 1, 2025. Woodstock: 1% LOT adopted 2024.
• 20% total — Windsor, Bridgewater, Plymouth, Springfield, Chester: no local option tax adopted.

If price sensitivity matters, the Windsor and Springfield shops offer the same products at 1% less tax than their WRJ and Woodstock counterparts. The difference on a $100 purchase is $1 — a secondary factor, but worth noting for regular shoppers.

See also: Stone Leaf Cannabis full listing — 71 Artisans Way Windsor, 40+ proprietary strains; DePot Shop full listing — 25 Depot Ave Windsor, Vermont-only products, cash-only; The Tea House full listing — 50 Woodstock Rd WRJ, 7 AM Mon–Sat open; Five Seasons Cannabis Co. full listing — 52 Bridge St WRJ, 9 PM Mon–Sat close; The Hidden Grove full listing — 230 S Main St WRJ, 15.8% medical discount; Sunday Drive full listing — 442 Woodstock Rd Woodstock; Sunkissed Farm full listing — 4374 W Woodstock Rd, farm-to-shelf; Woolly Mammoth Cannabis full listing — 102 Mill Rd Bridgewater, Fri–Sat 9 PM; Green Union full listing — 4738 VT Route 100A Plymouth, growers on floor; Down to the Roots full listing — 7 Pineview Dr Chester, Okemo discounts; The Buddega full listing — 10 Clinton St Springfield; TMM Dispensary full listing — 35A Chester Rd Springfield; White River Junction near-me guide; Windsor near-me guide; Woodstock near-me guide; Springfield near-me guide; Chester near-me guide; Addison County guide — Lake Champlain Valley, four shops; Vermont Cannabis Law Changes 2026 (S.278); Vermont Strain Match; full Vermont dispensary directory.