Chesapeake Christmas Events

The Churchland Rotary Christmas Parade at Western Branch, brought by Chick-fil-A Portsmouth Blvd

Western Branch High School 21 Nov 2026

2026 Chesapeake Rotary Christmas Parade

Chesapeake, Virginia 5 Dec 2026

It’s beginning to look a lot like Christmas

225 Sign Pine Rd, Chesapeake, VA 28 Nov 2026

Summit Pointe Christmas Tree Lighting

555 Belaire Avenue, Chesapeake, VA, United States, Virginia 23320 21 Nov 2026

Christmas stories with Santa

225 Sign Pine Rd, Chesapeake, VA 11 Dec 2026

Pictures with Santa w/ special guest Mrs. Claus

237 Hanbury Rd E, Chesapeake, VA 23322 6 Dec 2026

Santa Mini Sessions 2026

Chesapeake, Virginia 22 Nov 2026

Friday Farmers Market - November 6 Edition

70 Knells Ridge Blvd., Chesapeake, VA, United States, Virginia 23320 6 Nov 2026

Winter Wine Tasting

600 Belaire Ave, Chesapeake, VA, United States, Virginia 23320 12 Dec 2026

Paws, Claus, & Cocoa with Santa

225 Sign Pine Rd, Chesapeake, VA 13 Dec 2026

SWE Breakfast w/Santa

4410 Airline Blvd, Chesapeake, VA 12 Dec 2026

Sant's Workshop Vendor Event at Greenbrier Mall

Greenbrier Mall 19 Dec 2026

Zukekia Court #35 Feztival of Trees

Zulekia Court 35 13 Nov 2026

Dollywood Thanksgiving Fundraiser

The Garage Brewery 15 Nov 2026

A Walk Through Bethlehem

3320 S. Battlefield Blvd. , Chesapeake, VA, United States, Virginia 23322 11 Dec 2026

Christmas Sun Porch Minis

Bedford St, Chesapeake, VA, United States, 23322 14 Nov 2026

Fall Cookie Decorating Class

200 Preservation Reach, Chesapeake, VA 23320 14 Nov 2026

Winter Market At Vintage Vibe

232 Centerville Turnpike N , Chesapeake, VA, United States, Virginia 23320 21 Nov 2026

Christmas Tree Farm Minis

Historic Greenbrier Farms 8 Nov 2026

2026 Chesapeake Christmas Arts, Crafts, Food & Gift Festival

The Signet Center 18 Dec 2026

Movie Night with Santa Vic

1201 Club House Dr 18 Dec 2026

Christmas Cookie Decorating Class @ Studly Brewing

Studly Brewing 10 Dec 2026

Christmas Market

1116 Hillwell Rd, Chesapeake, VA, United States, Virginia 23322 6 Dec 2026

Tree Lighting Celebration

1001 Poindexter Street, Chesapeake, VA, United States, Virginia 23324 18 Nov 2026

Kids Night Out: Polar Express

2605 Moses Grandy Trail, Suite E, Chesapeake, VA, United States, Virginia 23323 4 Dec 2026

Noel We Sing

Great Bridge Presbyterian Church 13 Dec 2026

Sis, Let’s Have Brunch! - Holiday Edition

Curvy Suite 19 Dec 2026

Bourbon & Bites: Bourbon Social Club - Ugly Holiday Sweater Party

1296 S Battlefield Blvd 13 Dec 2026

Shoe box filling day

525 Kempsville Rd, Chesapeake, VA 17 Nov 2026

Christmas in the Greenhouse!

Fair Weather Farms 21 Nov 2026

Christmas Movie Night w/ Santa

Cedar Rd Cheasapeake Virginia 18 Dec 2026

Cooking Class: Holiday Cookies and Desserts

1296 S Battlefield Blvd 16 Dec 2026

Breakfast with Santa & Team Chesapeake 🎅🎄

St Paul's United Methodist Church 12 Dec 2026

VA - Chesapeake Christmas Pageant

Holiday Inn Express & Suites Chesapeake (Chesapeake, VA) 20 Dec 2026

Merry Market

Chesapeake Public Library 14 Nov 2026

Affordable, Sustainable Holidays: Kids Clothing & Toy Swap

641 Woodlake Drive, Chesapeake, VA 23320 5 Dec 2026

Whoville Christmas Shopping Event

Greenbrier Mall 12 Dec 2026

Happy Holidays Music Bingo 🎵🎄

1011 Eden Way N, Chesapeake, VA 17 Dec 2026

River Boyz at Buckets Bar and Grill Christmas Party!

Buckets Bar and Grill 19 Dec 2026

Holiday Glass Tree Workshop

Vintage Vibe Home 3 Dec 2026

2nd Grade Winter Concert🎄

2448 Shipyard Road, Chesapeake, VA 10 Dec 2026

Holiday Gift Design Party

Evolve Imagery 12 Dec 2026