November in the Hudson Valley = cozy brilliance. ✨🕯️🦃
From dazzling holiday light shows in Rhinebeck and artisanal craft fairs in Poughkeepsie, to hands-on art workshops in Millbrook and festive markets all around, this month overflows with creative energy and seasonal charm. Here’s your guide to the top gatherings in Dutchess County, just in time for the pre-holiday season!
Curator’s Tour
Saturday, November 1
Innisfree Garden, Millbrook
Join landscape curator Kate Kerin on a tour exploring the beauty and natural significance of Innisfree Garden. Learn the story of how this historical landmark came to be, and gather inspiration for your own garden from Innisfree’s design strategies and maintenance practices.
innisfreegarden.org
Stormville Flea Market
Saturday, November 1
Stormville Airport Flea Market, Hopewell Junction
Start your holiday gift shopping early at the Stormville Flea Market! Explore tons of vendors and find unique gifts that your friends and family will love. Whether you’re looking for antiques, new merchandise, or arts and crafts, this flea market has got what you need.
stormvilleairportfleamarkets.com
Pine Plains Festival of Shorts
November 1 – 2
Stissing Center, Pine Plains 
Experience the inaugural Pine Plains Festival of Shorts, a two-night showcase of local films, filmmaker Q&A’s, and community storytelling—supporting Stissing Center’s cinema revival.
thestissingcenter.org
Beacon Bonfire and Music Festival
Wednesday, November 5-9
Main Street, Beacon 
This joyful gathering transforms Beacon into a stage for music, art, and imagination. Musicians, dancers, and dreamers showcase their talent while the warmth of the bonfire draws community together for connection and inspiration.
beaconbonfire.com
Charcuterie Board Workshop
Thursday, November 6
Millbrook Vineyards and Winery, Millbrook
Elevate your entertaining skills just in time for the holidays with Boards by Kae at Millbrook Winery. Enjoy wine and artistry as you build your own charcuterie board with fresh meats and cheeses provided by Millbrook Winery.
millbrookwine.com
Sandipity/Words of Beauty Workshop
November 6, 13, 20
Mad Rose Gallery, Millerton
Join Mad Rose Gallery for a creative workshop with artist Fedora Maier, using the magic of lightboxes and sand to create beautiful imagery. All equipment will be provided, get help and drawing suggestions from Maier, and create a unique three-part image for gifting and display.
madrosegallery.com
Salon Hang Exhibit and Fundraiser Opening Reception
Friday, November 7
The Millbrook Library, Millbrook
Celebrate Millbrook and surrounding communities at The Millbrook Library’s Salon Hang Exhibit, where local, professional and beginner artists are invited to share their artwork in this exhibit that runs from Nov. 7th – Nov. 29th during regular library hours.
millbrooklibrary.org
Ben Goldsmith in Conversation with Dr. Joshua R. Ginsberg
Saturday, November 8
Manor House at Troutbeck, Amenia
Join environmentalist Ben Goldsmith and Dr. Joshua Ginsberg at Troutbeck for a compelling conversation on rewilding, restoration, and reimagining humanity’s relationship with the natural world.
troutbeck.com
Book Signing
Saturday, November 8
Oblong Books, Millerton
Join culinary talents Clare de Boer, Jess Shadbolt, and Annie Shi of restaurants such as King, Jupiter, Lei, and Stissing House at Oblong in Millerton for a signing of The King Cookbook—a celebration of elegant, seasonal cooking.
oblongbooks.com
Tarte: A Not-So-Late-Nite Show
Sunday, November 9
C. Cassis, Rhinebeck
Hosted by Ashley Molesso and Gentle Mothh, get ready for a night filled with readings and performances by featured artists such as Lex Powell, Joss Lake, Stephanie Taylor, Kaytlin Bailey.
cassis.com
Latin Jazz Meets Opera
Sunday, November 9
Stissing Center, Pine Plains
Enjoy this joyful fusion of latin jazz, ballroom dance, and classical opera at Stissing Center. Featuring Christopher Sanchez, who effortlessly blends Caribbean rhythm and operatic flair.
thestissingcenter.org
The Orchestra Now Presents: “Jurassic Park” in Concert
Saturday, November 15
Fisher Center at Bard College, Annandale-on-Hudson
Experience Jurassic Park like never before! Projected in HD with TŌN performing John Williams’ iconic score live. A breathtaking fusion of film, music, and cinematic adventure that roars to life.
ton.bard.edu
Sugar Skull: A Dio de los Muertos Musical
Saturday, November 15
Stissing Center, Pine Plains
Experience SUGAR SKULL!, a bilingual musical bursting with rhythm, color, and folklore that brings Mexico’s Día de Muertos traditions to life for audiences of all ages.
thestissingcenter.org
Community Quilting Workshop
Saturday, November 15
The Wassaic Firehouse, Wassaic
Join artist Natalie Baxter for a free hands-on quilting workshop with all materials provided. Create a quilt square for a collaborative community quilt, later raffled to benefit the Wassaic Fire Company.
wassaicproject.org
Coming Home: The Guggenheim Grotto Back in Ireland
Saturday, November 15
Stissing Center, Pine Plains
Celebrate music, memory, and friendship as Director Will Chase premieres Coming Home: The Guggenheim Grotto Back in Ireland, followed by an intimate acoustic performance.
thestissingcenter.org
Olana’s November Third Thursday; Celebrating Indigenous Creativity
Thursday, November 21
Olana State Historic Site, Hudson
Join Olana for a special Third Thursday celebrating Indigenous artistry and storytelling! Enjoy hands-on workshops and a live reading by acclaimed author Carole Lindstrom, honoring Native traditions and creativity.
olana.org
Call for Artists: Holiday Salon
November 21 – December 31
Mad Rose Gallery, Millerton
Submit your artwork at Mad Rose Gallery for consideration in their Holiday Salon! Any style and form of artwork is acceptable; painting, crafts, photography, sculpture, or works on paper. Present your own unique, original artwork to the gallery – an ideal opportunity to offer special pieces for holiday gifting!
madrosegallery.com
Wicked: For Good Showing at the Moviehouse
Friday, November 21
The Moviehouse, Millerton
Watch the second adaptation of Wicked at the Millerton Moviehouse on the day it opens! Experience movie magic at this cozy local theater, where you can grab snacks and drinks from the lounge before immersing yourself in the Ozian musical world.
themoviehouse.net
Germania of Poughkeepsie’s Annual Christkindlmarkt
November 21 – 22
Germania of Poughkeepsie
Find beautiful, unique holiday gifts for your loved ones at Germania of Poughkeepsie’s two-day holiday market, Christkindlmarkt! Browse local craft vendors, try authentic German foods, and stick around for caroling!
germaniapok.com
Farm & Friends Market
November 22 – 23
Fox Trot Farm & Flowers, Stanfordville
Farm & Friends Market is a collaborative, warm and cozy, pre-holiday season gathering that blends the charm of a winter market with the connection and quality of a local food & makers fair. The market highlights quality, local (primarily land & food based) products that are both special and useful – whether for a holiday table, a host gift, or a special something to stock in the pantry.
foxtrotfarmflowers.com
Thanksgiving Day Buffet
November 27
The Grove at Red Hook Golf Club, Red Hook
Pull up a chair at The Grove at Red Hook Golf Club and enjoy a traditional Thanksgiving feast of turkey, mashed potatoes, ham, vegetables – the works! Give thanks with the rest of your community on Thanksgiving Day; seatings at 12:00 pm and 3:00 pm.
thegroveatredhook.com
The Wonderland of Lights; Drive-Thru Light Show
November 28 – 30
Dutchess County Fairgrounds, Rhinebeck
Experience the magic at the 5th Annual Wonderland of Lights in Rhinebeck, featuring hundreds of dazzling displays, holiday cheer, and family fun benefiting Make-A-Wish Hudson Valley.
thewonderlandoflights.com
Holiday Craft Fair at Dutchess Community College
November 29 – 30
Dutchess Community College, Poughkeepsie
Discover handcrafted gifts from talented makers; fine art, ceramics, jewelry, woodwork, textiles, and more at this vibrant holiday market celebrating creativity, craftsmanship, and community!
quailhollow.com
Hudson Valley Art Market
November 28 – 30
Locust Grove Estate, Poughkeepsie
Join the 11th annual Hudson Valley Art Market and explore fine art, handcrafted goods, and small-batch creations from local artists and makers. Shop small and get great unique gifts this holiday season.
hudsonvalleyartmarket.com