October 2026.

1776: Harvest on the Homestead

Mercersburg, PA · Free

2026 CrabDaddy Bus Trip $99pp -on Oct. 10th, Departing Hampton Roads

Jarvisburg, NC

2026 CrabDaddy Bus Trip Oct. 10th $99 Departing Hampton Roads

Jarvisburg, NC

A Vintage Affair Grape Stomp Festival

Franklin, TN · $75

ABBA covered by Waterloo | Texas Wine | Anna, TX

Anna, TX

An Evening Under the Chandeliers: Saturday Five-Course Dinner

Spokane, WA

Art and Wine Stroll benefitting MillHouse McKinney

McKinney, TX · $38

Asian Food Festival

Ashland, VA · Free

Auburn Wine, Ale And Food Festival

Auburn, CA · $75

Austinfeelgoodmarket ATX Fall Market At Violet Crown Coffee & Wine

Austin, TX · Free

Autumn Reggae Wine & Music Festival 2026 | Linganore Winecellars

Mount Airy, MD · $35

Autumn wine tasting with Jason from Lanterna - D.C.

Washington, DC · Free

Banned Book Swap & Sip + Bookstore Pop-up @ Princess & Bear Wines

Seattle, WA · Free

BarDog Pop-Up Tasting Event

Ankeny, IA · $10

Bommarito Norton Wine Experience

New Haven, MO

California Olive and Arts Festival

Stockton, CA · $15

Carsonia Craft Beer & Wine Amusement 2026

Reading, PA · $50

Charlottesville Wine Tasting Experience | Small Group + Transit Included

Charlottesville, VA

Chat & Chew

Philadelphia, PA · $13

Chicken Biryani Cooking Class with Fast & Curryous

Richland, WA · $130

City Vino & The Confident Rooster Society and Wine Improv

Fredericksburg, VA · Free

Columbus Day Weekend with Dirtroad Ruckus

King Ferry, NY · Free

Come for the Wine, Stay for the Connection

Redwood City, CA · $75

Crazy Wine Down

Mineral Wells, TX

DFW Italian Festival

Irving, TX · Free

Detroit Wine Experience | Prosecco & Pancakes

Detroit, MI

Downtown Racine Fall Wine Walk

Racine, WI · $40

Estate Reserve Tour

Alexandria Bay, NY

Every Day Italian

Boca Raton, FL

Extended Hours @ STEM

Shelby, NC · Free

Fall Sip & Flow

Madison Heights, MI · $25

Fall Value Festival - 15 Wines Open, Up to 40% Off!

McLean, VA · Free

Fall at Woodfeather Farm: 4 Saturdays, 4 Experiences, 1 Season

Lewisburg, TN

Fallbrook Wine Fest

Fallbrook, CA · $79

Free Solubrae NA Wine Tasting - BOTH SHOPS

Nashville, TN · Free

Garlic and Wine Virginia Festival

Amherst, VA

Geyserville Harvest Wine & Marketplace

Geyserville, CA

Girls Gone Wine

Gibsonia, PA · $89

Grape Stomp 2026

Pahrump, NV · $5

Hale Harvest Festival

Hale, MO · $25

Hallo-wine and Booos- Wine,Beer and Cider Tasting

Princeton, WI

Hallowine Festival

Johnstown, CO · $40

Hands-on Winemaking Experience (MACON)

Macon, GA · $95

Harvest Party

Lower Lake, CA

Haskell's + Bacchus present...Wine, Spirits & Brews Cruise - OCTOBER 2026

Stillwater, MN

Hunters Moon Wine, Ale & Spirit Stroll

Calvert, TX · $35

InDulge Experiences Presents: The Simple Life Wine & Shopping Tour

West Lafayette, OH · $140

International Cheese & Wine Festival

Oaks, PA · $44

JRW Wine Club Pickup Party

Wimberley, TX

La Cena d’Autunno

Mesa, AZ · $80

Las Vegas Food & Wine Festival

Las Vegas, NV

Mexico Wine Class

Santa Rosa Beach, FL · $70

Mill Valley Western Beer and Wine Festival

Mill Valley, CA

Mini Sea Grape Bonsai Workshop, 10/4

Brooklyn, NY

NIGHT BLOOM MARKET - Evening Market

Tampa, FL · Free

Napa Meets OC Curated Wine Dinner

Dana Point, CA

OUTTHEBOX PRESENTS: WINE & RNB VOL 6 BRUNCH

Queens, NY · $20

October HotSheet Tasting @ Esquin Wine & Spirits

Seattle, WA

Petrykivka in Bloom: Pumpkin, Wine & Ukrainian Folk Art

Pittsburgh, PA · $30

Pioneer Day Parade Watch Party & VIP Experience

Paso Robles, CA

Private Cellar Tasting: The Grapefather's Cellar, Placerville

Placerville, CA

Putts & Pours: Downtown Trenton Wine, Beer, and Mini Golf Walk

Trenton, MO

ROCKY HORROR PILATES SHOW

LAS VEGAS, NV · $65

Reggae In the Vineyards Fest - 2026!!

Somerset, CA · $35

Riverbank Cheese & Wine Festival

Riverbank, CA · $40

Sabor Del Valle Latino Food & Wine Festival, Solvang, CA 2026

Solvang, CA · $85

SanaView Farms Fall Harvest Feast | A Vehicles & Vino™ Experience

Champion, PA · Free

Saturday Tunes at The Gold Room: Conrad

Jacksonville, OR

Seafood & Wine Festival at The Giraffe Winery

Fredericksburg, TX · $35

Shared Tables, Shared Hope: A Benefit for the Christopher Reeve Foundation

Valley Center, CA · $200

Shop Local with the Austin Flea at Mattina Coffee + Wine Bar

Austin, TX · Free

Sip Fest 2026: Harvest Addition

Laurel, MD · $75

Sip Fest 2026: Harvest Edition

Laurel, MD · $75

Social Flights Wine & Whiskey Tasting Event

Washington, DC · $105

Spooktacular Fall Fest

Elk Grove, CA

Staff Picks Wine Tasting

Raleigh, NC

Strada Saturdays

Salt Lake City, UT

Summer Crush Winery – Chef of the World Culinary Social Club

Fort Pierce, FL · $45

Sunset Wine Sail on Biscayne Bay | Miami

Miami, FL

Telaya Wine Co. Silent Disco

Garden City, ID · $25

The 19th Annual Monterey Square Wine and Arts Fair

Wharton, TX

The Art of Sauces (Week 5: Butter Sauces)

Columbus, OH · $95

The Getting Ready Club: The Fall Edit

Minnetrista, MN · $70

TheBigWonderful Wine Fest sponsored by Novel RiNo

Denver, CO

True Crime and Wine: The Grim Sleeper hosted by Red Dirt Cellars

Grapevine, TX · $45

Tunkhannock Rotary Harvest & Wine Festival

Tunkhannock, PA · $70

Twin Forks Wine + Cheese Tasting

HATTIESBURG, MS · Free

Uncorked: AZ

Scottsdale, AZ · $70

Uncorked: Caviar & Italian Bubbles Wine Tasting

Dallas, TX · $95

Uptown Blanco Haunted Wine Walk

Blanco, TX · $50

Vibe, Sip and make Jewelry

Orlando, FL · $25

Villa Grove Wine Walk

Villa Grove, IL · $30

Vino and Vibes

Decatur, GA · $50

Vino in the Village

Pasadena, CA

WALK THE WAREHOUSE

Houston, TX · $25

WALK THE WAREHOUSE --> HOUSTON HEIGHTS

Houston, TX · $25

Wine & Food Holiday Festival

St. Louis, MO

Wine & Wigs Girls Night

Buckley, WA · Free

Wine Club Member Pick & Press

Chesapeake City, MD

Wine Crawl Private Wine Tour is Coming to Nashville- Get on the List!

Nashville, TN

Wine Over Water

Chattanooga, TN · $95

Wine Tasting Fundraiser

Troy, MI · $85

Wine n Games Charlotte

Charlotte, NC

Wine on the River Memphis 2026

Memphis, TN · $59

Woodinville Whiskey Tasting @ Esquin Wine & Spirits

Seattle, WA

Xstatic Live Music @ Las Positas Vineyards Livermore

Livermore, CA