These 97 activities are worth leaving the house for.
Ask me what you're after.
October 17 (This weekend) +3
Arts Mid-Hudson, Inc. · Poughkeepsie
Explore the creative spaces of eastern Dutchess County during this self-guided driving tour. Local artists across many disciplines open their studios to the public for two weekends of discovery.
October 23 at 4pm
Tenmile Distillery · Wassaic
Whisky historian Tom Bouldin leads a behind-the-scenes walk through Tenmile's full history and every step of the whisky-making process, from grain to copper still.
October 24 at 10:30am (Next weekend)
Innisfree Garden · Millbrook • $35
Slow down and soak up the woods on a guided sensory immersion through Innisfree Garden's 185-acre landscape. Certified forest therapy guide Fru Molnar leads soft invitations to pause, breathe, and reconnect with nature at an unhurried pace.
October 30 at 5pm
Tenmile Distillery · Wassaic
Go behind the copper stills with Shane Fraser, Tenmile's Master Distiller, for a technical deep dive into how their whiskey, gin, and vodka actually get made. Geek out, then taste the results.
October 31 at 1:30pm
Innisfree Garden · Millbrook
Wander a world-renowned garden that feels like stepping through a portal to another era. Landscape curator Kate Kerin leads this final 2026 tour through flowing Asian-inspired vignettes, serene ponds, and artfully placed stones that seem to shift with every step.
November 1 at 1:30pm
Innisfree Garden · Millbrook • $35
Decode the secrets hidden in every tree and stone on a guided walk with forest ecologist Tom Wessels. Learn to read past land use and coevolved relationships woven through Innisfree's woodland.
Browse Dutchess County neighborhood by neighborhood, get ideas just for you, or ask me anything.
97 activities · Page 1 / 2
Fri, Oct 16 · 12:00 PM
Mount Gulian Historic Site · Beacon
Fri, Oct 16 · 12:00 PM
Mount Gulian Historic Site · Beacon
$15
Fri, Oct 16 · 10:00 AM
Dia Beacon · Beacon
Free
Sat, Oct 17 · 1:00 PM
Van Wyck Homestead Museum · Fishkill
Sat, Oct 17 · 1:00 PM
Van Wyck Homestead Museum · Fishkill
Sat, Oct 17 · 9:00 AM
Walkway Over the Hudson State Historic Park · Highland
Sun, Oct 18 · 7:30 AM
Dutchess County Agricultural Society Inc. | Dutchess County Fairgrounds · Rhinebeck Village
Sun, Oct 18 · 12:00 PM
Bannerman Castle · Beacon
$45
Sun, Nov 1 · 11:00 AM
Mills Mansion · Staatsburg
$10
Sun, Nov 1 · 8:30 AM
Innisfree Garden · Millbrook
$35
Sat, Nov 14 · 8:00 AM
Innisfree Garden · Millbrook
Thu, Dec 10 · 12:00 PM
Mount Gulian Historic Site · Beacon
$15
Thu, Dec 31 · 8:30 AM
Beacon Historical Society · Beacon
Wilderstein Historic Site · Rhinebeck
Bannerman Castle · Beacon
Friends Oblong Meeting House and Cemetary · Pawling
Free
Bannerman Castle · Beacon
Vanderbilt Mansion Gardens · Hyde Park
Poughkeepsie Public Library District - Adriance Memorial Library · Poughkeepsie
Bard College · Annandale-On-Hudson
Bannerman Castle · Beacon
Bannerman Castle · Beacon
Staatsburg · Staatsburg
Bannerman Castle · Beacon
Bannerman Castle · Beacon
Bannerman Castle · Beacon
$60
Mount Gulian Historic Site · Beacon
Howland Cultural Center · Beacon
Van Wyck Homestead Museum · Fishkill
Bannerman Castle · Beacon
Walkway Over the Hudson State Historic Park · Highland
Old Rhinebeck Aerodrome · Red Hook
The Culinary Institute of America · Hyde Park
Bannerman Castle · Beacon
Hyde Park
Fishkill
Fishkill
Beacon
Free
Wappingers Falls
Poughkeepsie
Amenia
Stanfordville
Hyde Park
Tivoli
Fishkill
Hyde Park
Free
Hyde Park
Poughkeepsie
Beacon
Amenia
Rhinebeck Village
Fishkill
Poughkeepsie
I go through what's actually on nearby and keep only the ones worth the trip. Nobody pays to be on this list.
Finished events drop off the list. Check the listing for times and booking details before heading out.
Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.
You can browse these pages without an account. Sign in to save activities and help me learn your taste, so future suggestions have a better starting point.
Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.