Grape Expectations: Brampton 1860 Anything But Thanksgiving

Schedule

Mon Nov 17 2025 at 06:00 pm to 08:00 pm

UTC-05:00

Location

25227 Chestertown Rd | Chestertown, MD

Advertisement
Join us for a playful evening, where fine wine and delicious bites unite celebrating a November menu that's Anything But Thanksgiving!
About this Event

"Grape Expectations: A Feast Worthy of Fiction, Free of Tradition" At Brampton 1860, “Anything but Thanksgiving” offers a playful escape from the expected. Each course is a character, every wine a subplot, and the pumpkin roll a sweet epilogue. Join us for a spirited evening of bold bites, curated pairings, and historic charm.

Our theme for the evening is "Anything but Thanksgiving", our playful twist on fall dining—where our 5-course small-plate menu, celebrates the season without the tradition and each course is expertly paired with bold wine. Monica Connors, WSET ® Level 3 and Regional Sales Director at DMV Distributing, LLC. will be guiding us through the pairing. Note: the exact wine pairings will be added to the menu soon.

Elevate your experience with an overnight stay and enjoy a 15% savings off your room rate for the night of the dinner along with a delicious breakfast the next morning before you depart*. Just 90 minutes from Baltimore, Philadelphia and Washington DC, in historic Chestertown, MD. 5-course small-plate and wine pairing for $65 per person, add $10 gratuity plus tax.** (To avoid platform fees, call the inn to purchase your tickets 410-778-1860.)

The evening has limited seating to preserve the exclusive atmosphere of our historic inn. Reserve your spot today.

*Savings on Best Available Rate the night of the dinner in select rooms/cottages. New reservations only. Can not be combined with other rate types and packages. To book with a room, visit BramptonInn.com and select the Grape Expectations Rate for November 17 or call (410) 778-1860.

**If you experience a wine you love, we'll have it available for sale by the bottle after the event with quantity discounts!

Follow us on Facebook, Instagram, Eventbrite or sign up for our monthly newsletter, to find out about other events offered.


Event Photos
Advertisement

Where is it happening?

25227 Chestertown Rd, 25227 Chestertown Road, Chestertown, United States

Event Location & Nearby Stays:

Tickets

USD 86.79

Icon
Know what’s Happening Next — before everyone else does.
Brampton Inn

Host or Publisher Brampton Inn

Ask AI if this event suits you:

Discover More Events in Chestertown

Kids' Nights: Music Exploration Night (Ages 2-11)
Fri, 21 Nov at 06:00 pm Kids' Nights: Music Exploration Night (Ages 2-11)

151 Dixon Drive Suite 4, Chestertown, MD, United States, Maryland 21620

KIDS
Slack Tide Studio Sessions - FREE Community Open-Mic Night
Fri, 21 Nov at 06:00 pm Slack Tide Studio Sessions - FREE Community Open-Mic Night

932 Washington Avenue, Chestertown, MD, United States, Maryland 21620

OPEN-MIC ART
Extended Warm Vin+Yin: Thanksgiving Edition
Thu, 27 Nov at 08:00 am Extended Warm Vin+Yin: Thanksgiving Edition

932 Washington Avenue, Chestertown, MD, United States, Maryland 21620

WORKSHOPS THANKSGIVING
Ken Miller Performing at Riley's Mill Ale Works
Fri, 28 Nov at 07:00 pm Ken Miller Performing at Riley's Mill Ale Works

Riley's Mill Ale Works

ENTERTAINMENT PERFORMANCES
Grape Expectations: Brampton 1860 Anything But Thanksgiving
Mon, 17 Nov at 06:00 pm Grape Expectations: Brampton 1860 Anything But Thanksgiving

25227 Chestertown Rd

THANKSGIVING WORKSHOPS
Extended Warm Vin+Yin: Thanksgiving Edition
Thu, 27 Nov at 08:00 am Extended Warm Vin+Yin: Thanksgiving Edition

932 Washington Avenue, Chestertown, MD, United States, Maryland 21620

WORKSHOPS THANKSGIVING
Wicked Strong: Pop-Up Heated Power Yoga
Fri, 28 Nov at 07:00 pm Wicked Strong: Pop-Up Heated Power Yoga

932 Washington Avenue, Chestertown, MD, United States, Maryland 21620

POP-UPS HEALTH-WELLNESS

What's Happening Next in Chestertown?

Discover Chestertown Events