TheWestchesterCannabis Club

Westchester towns

Westchester is the commuter belt: Hudson rivertowns from Yonkers up through Tarrytown and Sleepy Hollow, the Long Island Sound shore from Rye to Mamaroneck, central anchors like White Plains and Scarsdale, and the quiet horse-country towns of Bedford and Pound Ridge in the north.

By sub-region

Browse towns by area

Each grouping pulls together the places that share a culture, a transit corridor, or an editorial register.

All places

Every town, alphabetical

The full towns index — every place we currently cover, in alphabetical order.

Bedford

Northern Westchester

The I-684 corridor's landscape anchor, Bedford Village's green, and horse country that runs to the Connecticut line.

Bronxville

Central Westchester

A one-square-mile village on the Harlem Line, a Sarah Lawrence campus up the hill, and one of Westchester's densest walking-village footprints.

Chappaqua

Northern Westchester

A Harlem Line village with a compact downtown, a longer commute north of the I-287 line, and a quiet-affluent weekday rhythm.

Croton-on-Hudson

Rivertowns

Croton Point Park, the Croton Dam, and a Hudson Line terminus that marks the northern edge of close-in Westchester.

Dobbs Ferry

Rivertowns

Rivertowns dining density, the Old Croton Aqueduct on its spine, and a village that punches above its size on the restaurant map.

Hastings-on-Hudson

Rivertowns

The southernmost Rivertown, a tight downtown, and a Hudson Line commute under 30 minutes to Grand Central.

Irvington

Rivertowns

The quietest of the Rivertown anchors, Sunnyside on its southern edge and a Main Street that reads as village-scale Hudson Line.

Larchmont

Sound Shore

The quietest Sound Shore village, the Manor Park shoreline, and a Metro-North stop 30 minutes from Grand Central.

Mamaroneck

Sound Shore

Harbor Island Park, the Mamaroneck Avenue restaurant spine, and a walkable village that trades on the Long Island Sound.

Mount Kisco

Northern Westchester

The I-684 corridor's commercial hub, the only city in the town system, and a dispensary footprint ahead of its village neighbors.

Mount Vernon

Central Westchester

The Bronx-adjacent southern gateway, dense residential blocks, and a cannabis retail footprint opening on the same cadence as Yonkers.

New Rochelle

Sound Shore

The largest Sound Shore city, a downtown rebuild still underway, and the densest dispensary footprint in southeastern Westchester.

Ossining

Rivertowns

The Croton Aqueduct's double-arch weir, a working waterfront, and a dispensary footprint that tracks ahead of its Rivertown neighbors.

Peekskill

Rivertowns

The northern-Westchester Hudson terminus, an arts district, the Paramount Hudson Valley, and a dispensary scene that's opened faster than points south.

Pleasantville

Central Westchester

The Jacob Burns Film Center anchor, a walkable downtown, and the Harlem Line village that punches above its size.

Port Chester

Sound Shore

The Capitol Theatre, a dense restaurant row, and the Sound Shore's most walkable night-out footprint.

Pound Ridge

Northern Westchester

The rural northeastern corner, the Westchester Wilderness Walk, and a town footprint that reads closer to Connecticut than to the Sound Shore.

Rye

Sound Shore

Playland, the Rye Town Park beach, and the southeastern anchor of the Sound Shore's quiet-affluent rhythm.

Scarsdale

Central Westchester

The Harlem Line's affluent-suburb anchor, a village center with a short restaurant roster, and a weeknight dinner rhythm set by the 7:14 off-peak.

Sleepy Hollow

Rivertowns

Kykuit, the Old Dutch Church, and an October calendar that doubles attendance across the Rivertowns.

Tarrytown

Rivertowns

The Rivertown anchor, Tarrytown Music Hall, Historic Hudson Valley, and the main street restaurants that pair with a cannabis-aware evening.

White Plains

Central Westchester

The county seat, the commercial core, the Westchester mall anchor, and the central dispensary footprint for the I-287 corridor.

Yonkers

Central Westchester

Westchester's largest city, the waterfront rebuild along Main Street, and the densest licensed cannabis footprint in the county.