Weekend Getaways
Westchester Weekend Getaways — Day Trips & Overnights
Westchester's weekend geography punches above its size: Hudson-facing river towns (Tarrytown, Sleepy Hollow, Irvington), the Bedford/Pound Ridge horse country, and day-trip access to the Hudson Valley, Connecticut shoreline, and Hamptons. This pillar covers the weekend-template side: which Westchester weekends work without leaving the county, and which routes make sense for day trips or overnights further afield.
FeaturedWestchester Weekend Getaways, Local & Beyond3 min readRead →Dispensaries in Yonkers, NY: Seven Licensed Shops, Most of Them on Central Park Avenue5 min readRead →Thanksgiving Weekend in Westchester: A Plan for a House Full of Guests5 min readRead →Westchester's October: The Legend, the Blaze and the Crowds3 min readRead →Westchester Historic Village Weekend, Tarrytown to Piermont via Sleepy Hollow, and the Cannabis Rules4 min readRead →Westchester Cold-Weather Getaway, Late-Fall Through Winter, and the Cannabis Rules4 min readRead →Peekskill and Croton-on-Hudson Weekend Cannabis2 min readRead →Bedford and Pound Ridge Country-Weekend Cannabis2 min readRead →Sleepy Hollow and Tarrytown Weekend Cannabis Getaway2 min readRead →
In the queue
- Tarrytown + Sleepy Hollow cannabis weekendComing soon
- Bedford / Pound Ridge horse-country weekendComing soon
- Day trips from Westchester — Hudson Valley routesComing soon
- Connecticut shoreline day trip from WestchesterComing soon
- Westchester + Manhattan evening — reverse-commute editionComing soon
- Westchester hotel weekends worth bookingComing soon








