Whoville

Festival of Trees

Christkindlmarkt

A Dickens of a Christmas

Festival of Trains

Midnight Madness
St. Michaels will glow with Christmas charm, late-night shopping, live music, and giveaways!

Deck the Town Hall
Celebrate in Galena with Santa, festive treats, and a dazzling light tour!

Crab Basket Tree Lighting
A tree lighting, vendor fair, crafts, and Santa at Fisherman’s Crab Deck!

Candlelight Tour of Historic Homes
Explore historic homes, enjoy caroling, and cider, and shop local crafts in Centreville, 12–4 PM.

Christmas in St. Michaels
Celebrate Christmas with home tours, breakfast with Santa, a boat parade, shopping, and music.

Mistletoe on Main
Holiday fun in Cambridge with Santa, a market, a cocktail crawl, and more!

Jingle Jubilee
Jingle Jubilee at Matapeake Beach offers free entry, gifts, Santa, and hot food from 4–7 PM.
Festive Activities
Don’t miss out on these special holiday activities available for a limited time!
Talk to Rudolph: Be sure to stop by the Talbot Town Shopping Center from November 27 to December 24 and give Rudolph a call! The center is open Monday through Saturday from 10 AM to 9 PM and Sunday from 10 AM to 6 PM.
Winterfest of Lights: Experience the 2024 Winterfest of Lights in Ocean City, MD, at Northside Park from November 21 to December 31, 5:30–9:30 PM. Open Wed-Sun until Dec 22 and daily Dec 23–31.
Train Garden: The Cambridge Rescue Fire Company’s Christmas Train Garden, the nation’s longest-running fire department display, runs December 1–31 (closed Christmas) at 307 Gay St., Cambridge, MD. Hours: Mon–Fri 6–9 PM; Sat–Sun 1–4 PM and 6–9 PM.
The Nutcracker: Eastern Shore Dance Academy presents “The Nutcracker” at Cambridge South Dorchester High School on December 14 at 11 AM and 4 PM. Tickets are available in advance at ESDA or at the door.
Frosty’s Holiday Village: Join For All Seasons for an evening with Frosty on Friday, December 6, 2024, from 5–8 PM at Anchor Church in Easton. Enjoy free holiday fun, including professional photos with Frosty, crafts, cocoa, cider, winter treats, and a showing of Frosty’s Winter Wonderland on the big screen.
Local Parades
Delight in festive holiday parades hosted by nearby towns.
Chestertown Parade
6-8 PM at Fountain Park
Denton Parade
6 PM in Historic Downtown Denton
Berlin Parade
7 PM on S Main Street
Centreville Parade
6:30 PM in Downtown Centreville
Easton Parade
6:30 PM in Downtown Easton
Cambridge Parade
5 PM in Downtown Cambridge
Ocean City Parade
11 AM from Old Landing Rd to 120th St
Rock Hall Parade
6 PM on Main Street
Salisbury Parade
1-3 PM on Mt. Hermon Rd and E Main St
St. Michaels
10:30 AM on Talbot Street 6 PM Boat Parade on St. Michaels Harbor
Hurlock
12-1 PM on Main Street
Holiday Dining or Carryout
If you’re skipping the kitchen this year, check out these local spots for a delicious dine-in or carryout holiday feast.
Hunter’s Tavern –101 E Dover St, Easton, MD
Knoxie’s Table – 180 Pier 1 Rd, Stevensville, MD
Suicide Bridge Restaurant – 6304 Suicide Bridge Rd, Hurlock, MD
Deep Blue – 14028 Augustine Herman Hwy, Galena, MD
Caroline Culinary Arts – 512 Franklin St, Denton, MD
Hyatt Regency – 100 Heron Blvd, Cambridge, MD
Amish Market – 101 Marlboro Ave, Easton, MD
Village Shoppe – 501 S Talbot St, St. Michaels, MD
Piazza Italian Market – 218 N Washington St, Easton, MD
NYE Celebrations
Ring in the New Year with local ball drops, festive events, and celebratory dinners on December 31st!
New Year’s Eve Celebration
Celebrate New Year’s Eve in Downtown Salisbury with live entertainment, activities, and local food!

New Year’s Eve Dinner
Special New Year’s Eve dinner at The Kitchen at the Imperial in Chestertown.

Bistro New Year’s Eve Dinner
Enjoy a 5-course prix fixe menu this New Year’s Eve at the Bistro in St. Michaels.

Peace, Love, and New Year’s Cheer
Ring in the New Year 60’s style at the Cow Barn in Ridgely with DJ Jason, Chef Kneller, and cocktails!

New Year's Eve on the Island
Celebrate New Year’s Eve at Fager’s Island with DJs, champagne, VIP access, and a photo booth!

New Year's Eve Celebration
Celebrate in Berlin with a 6 PM ball drop, music, and fun for all ages—free to attend!

NYE Pot Luck Supper
Bring a dish to share and enjoy live music by Joe Holt at The Mainstay in Rock Hall!

New Year’s Eve Celebration
Celebrate New Year’s Eve in Downtown Salisbury with live entertainment, activities, and local food!