Chesapeake! Where to Find Santa in Chesapeake, VA

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Where To Find SANTA in Chesapeake VA

Santa is a very busy guy this time of year.

With that in mind, we have a list for you to make it easier to track him down for those memorable holiday meetings, and of course, family photographs!

All of these events in Chesapeake (and many more) can be found on our Website Calendar. If you have a Santa appearance to add to this FREE Listing please SUBMIT IT HERE.

Don't miss our other BIG LISTS of Seasonal Fun including Where to Find Santa in Hampton Roads (all cities), Dining with Santa, Holiday Parades, Holiday Performances, Hampton Roads Lights Displays and more!

Featured Listings:





Dates: Saturday, November 9 through Monday, December 24, 2019. Santa's Hours: Monday - Saturday: 10am - 9pm. Sunday: 12pm - 5:30pm. Please note that Santa takes a break to feed the reindeer from 1pm to 2pm and 5pm to 6pm on Monday thru Saturday, and from 3pm to 4pm on Sunday. Extended hours on 12/22 11am-8mp, 12/23 9am-10pm, and 12/24 8am-6pm. Pet photos - bring your furry friends for photos with Santa Monday evenings: November 11, 18 and 25, and December 2, 9 and 16, from 6pm to 9pm. Sensory Santa on December 8 from 9-11am (RSVP required).
Where: Greenbrier Mall, 1401 Greenbrier Parkway South, Chesapeake, VA 23320 
What: Visit with Santa! 
Cost: Free to visit with Santa, photo packages available for purchase

Decorating Cookies Workshop with Santa Sessions

Date: Sunday, November 17, 2019 from 12:30-4:30pm. Rescheduled to November 21, 2019 from 4-7pm
Where: Journey Through Life Photography Volvo Parkway, Chesapeake, Virginia 23320
What: Can you smell the sweetness of Christmas Cookies in the bake shop? It can't get better than baking in the cookie shop WITH Santa. Must Book your session to attend.
Cost: 2 different Photo Session options available starting at $100/seat.


Dates: Santa arrives Friday, November 29, 2019. November 29: 9am-8:30pm. November 30: 11am-8:30pm. December 2-13: Monday-Thursday 11am-8pm, Friday & Saturday 11am-8:30pm. Sunday December 15: from 12-5pm. December 16-21: 10am-8:30pm. Sunday, December 22, from 12-5pm. Monday, December 23 from 9am-8:30pm. Tuesday, December 24 from 9am-5pm.
Special Events: Breakfast with Santa is Saturday, December 14th, at 8am. Pet night is Sunday, December 15 from 6-8pm.
Where: Chesapeake Square Mall, 4200 Portsmouth Blvd, Chesapeake VA
What: Visit with Santa!


Merry Market at Central Library

Date: Saturday, November 23, 2019 from 10am-4pm
Where: Chesapeake Central Library, 298 Cedar Road, Chesapeake Virginia 23322
What: Be merry! Be bright! Join us as artisans, crafters and innovators gather at the Merry Market. Featuring: Santa, Mrs. Claus, music, science, crafts, stories and a gingerbread house contest. 


Dates: November 23-24, 2019. Saturday 10am-5pm, Sunday 11am-4pm. Santa Claus visits 12-3pm both days.
Where: Chesapeake Conference Center, 700 Conference Center Dr, Chesapeake VA
What: Over 90 crafters to shop from for handmade gifts and decorations! We welcome your little ones to visit us in our Winter Wonderland room where they will be able to make crafts that they can take home. Kids Run Trains will also be on hand to demonstrate their awesome trains. Of course we'll have SANTA CLAUS visits from 12-3pm on both Saturday and Sunday (Parents, bring your camera!). Chessie, the Parks, Recreation and Tourism mascot, will also be around and available for pictures on both days. Concessions will be available for purchase.
Cost: Free admission

Poinsettia Tours at White's Garden Center

Dates: November 23-24, 2019. Saturday 10am to 4pm, Sunday 12pm to 4pm.
Where: White's Nursery & Garden Center 3133 Old Mill Rd, Chesapeake, Virginia 23323  
What: Santa will make an appearance from 12pm to 4pm on both days).  Sunday November 18 there will be a Special Appearance by the Hurrah Players from 1 - 2pm.
Cost: Free admission


Dates: Sunday, December 1, 2019, 11am-3pm
Where: Chesapeake City Park, 900 City Park Drive, Chesapeake, VA
What: Come out to Chesapeake City Park & have lunch and get your picture taken with Santa. (All Children and Pets Welcome) There will be BBQ, hamburgers, hot dogs chili and more. Don’t forget to save room for dessert; homemade goodies will be on hand too! All donations will go to Bay Beagle Rescue Fund, to help provide medical care and save more dogs! We will also have adoptable dogs on site just in time for the Holidays!
Cost: Food fees. All proceeds go to the Bay Beagle Rescue Medical Fund!


Dates: Wednesday, December 4, 2019 from 10:15-11:15am
Where: Greenbrier Library, Chesapeake Virginia 23322
What: Join us for Holiday stories, crafts and pictures with Santa. Fun for all ages with caregivers. No registration required. All ages.
Cost: Free


Dates: Thursday, December 5, 2019 from 6-7pm
Where: Chesapeake Central Library, 298 Cedar Road, Chesapeake Virginia 23322
What: Say hello to Santa and tell him your holiday wishes! Hear stories, dance and sing. Make crafts and bring your camera to take pictures of your little ones with Santa! No registration required. All ages.
Cost: Free

8th Annual Chick-fil-A Christmas Parade

Date: Saturday, December 7, 2019 at 9am
Where: Chesapeake Square Ring Rd, Chesapeake, VA 23321
What: Join us as we participate in the 87th Annual Chick-fil-A Christmas Parade at Chesapeake Square Mall on December 1! The Parade will begin at 9:00 a.m. and end at 10:00 a.m. and features a number of different local groups, bands, and floats. 
Cost: Free

Santa's Workshop at Greenbrier Farm

Dates: Saturday, December 7 & Sundays, December 8 & 15, 2019. 10am-12pm & 1-3pm each day. Reservations required.
Where: Greenbrier Farm 225 Sign Pine Road Chesapeake, Virginia 23322
What: The excitement of the holidays will come alive for 35 lucky children at each sitting. This special event has very limited tickets and it's first come, first serve! Join us in the ole' country farmhouse for Holiday songs, Souvenir Ornament Craft Station, Christmas Stories, Cookie Decorating & Create Your Own Magic Reindeer Food and More!
A photographer will snap one perfect picture of each guest with Santa and email it to you on the spot! This event is sure to welcome the holiday season in with open arms! Come make some farm memories and tell the old jolly fellow what's on your list.
Cost: $23 per child. Please Purchase one ticket per child.  Each Child's Ticket Includes: Admittance to the Ole' Country Farmhouse, Fun Songs & Stories, Ornament Craft with Santa's Elf, Creating Your Own Magic Reindeer Food, Cookie Decorating, A Moment with Santa and a keep-sake picture sent right to your email  


Date: Saturday, December 7, 2019 from 10am-5pm
Where: Major Hillard Library, Chesapeake, VA
What: Greet Santa & the Mrs. Enjoy story time, crafts, music and healthy holiday food preparations that are just in time for the holidays. No registration required.
Cost: Free.

Lunch with Santa at Casa di Constanzo

Date: Saturday, December 7, 2019 from 11am-1pm
Where: Mt. Pleasant Marketplace 1464 Mt. Pleasant Road, Chesapeake, Virginia 23322
What: Hey kids! Join Casa di Canstanzo at 1464 Mt. Pleasant Rd, Chesapeake from 11 a.m. - 1 p.m. on Saturday, Dec. 7 to grab a photo with Santa and tell him what's on your list. Be sure to order some delicious fare from the Casa while you're there with Old St. Nick! Ho Ho Ho!
Cost: Your visit with Santa is free. Lunch menu items available for purchase. Any questions? Call Casa di Contstanzo at (757) 546-9025. We hope to see you there! 


Date: Saturday, December 7, 2019 at 6pm
Where: Parade route begins at Mt. Pleasant Rd. and Battlefield Blvd. and ends in front of City Hall on Cedar Rd.
What: Christmas isn't complete without a hometown parade complete with marching bands, costumed characters, colorful floats, and Santa Claus
Cost: Free


Dates: Tuesday, December 10, 2019 from 6-7pm
Where: Russell Memorial Library, Chesapeake, VA
What: Say hello to Santa and tell him your holiday wishes! Make crafts and bring your camera to take pictures of your little ones with Santa! No registration required
Cost: Free


Dates: Thursday, December 12, 2019 from 6-7pm
Where: Indian River Library, 320 Old Greenbrier Rd, Chesapeake, VA
What: Say hello to Santa and tell him your holiday wishes! Make crafts and bring your camera to take pictures of your little ones with Santa!
Cost: Free.

Christmas on the Farm!

Dates: December 13, 14, 20 & 21, 2019 from 5-8pm
Where: Mount Pleasant Farm, 2201 Mount Pleasant Rd, Chesapeake VA
What: Come Visit Santa, Pony rides, kids barrel train, playground, petting farm, lights around the farm store & barn, hot cocoa, fresh baked goods, personalized gifts, & so much more!!!

Breakfast with Santa

Date: Saturday, December 14, 2019 from 8-11am
Where: Joe's Crab Shack 1568 Crossways Blvd, Chesapeake VA 23320
What: On December 14, 2019 we will be hosting a breakfast with Santa from 8am-11am! This will include a buffet of yummy breakfast food, and fun activities for the kids! Tickets will be available on our website! We can't wait to see you hang out with Santa and his helpers! 

Crafting with Santa at AJ Gators

Date: Saturday, December 14, 2019 from 11am-1pm.
Where: AJ Gators at Mt. Pleasant Marketplace 1464 Mt. Pleasant Road, Chesapeake, Virginia 23322
What: Join AJ Gators at Mt. Pleasant Marketplace for Crafting with Santa! Bring in the kiddos to make and take holiday crafts on Sat., Dec. 14! They can visit with Santa and tell him what they really want for Christmas as he makes his list and checks it twice. For more information, call (757) 482-0096. 

Cinema Cafe's Annual Santa Tour @ Edinburgh

Date: Saturday, December 14, 2019 from 11am-5pm
Where: Cinema Cafe 1864 Edinburgh Ln. Chesapeake, VA 23322
What: Christmas is right around the corner and you know what that means! It's Cinema Cafe's annual Santa Tour!! Join us at our different locations to take your FREE picture with Santa! Bring with you a brand new unopened toy to donate to WTKR's Holiday Helpers Toy Drive and as thanks we will gift you a free popcorn 


Dates: Saturday, December 14, 2019 from 12-1pm
Where: South Norfolk Library, Chesapeake, VA
What: Say hello to Santa and tell him your holiday wishes! Make crafts and bring your camera to take pictures of your little ones with Santa! No registration required
Cost: Free

MILITARY FAMILIES - Illumination Celebration

Date: Saturday, December 14, 2019 from 5:15-8:30pm
Where: Mariner Community Recreation Center, NSA Hampton Roads Northwest
What: Free Buffet Dinner and Photos with Santa, Tree Lighting, Iceless Skating. 

Santa at Holt Family Lights

Dates: December 14th and 21st, 2019 from 6-8pm (weather permitting)
Where: 705 Tallahassee Dr, Chesapeake VA
What: Holiday Light Display 
Special Events: Holt Family Lights is happy to announce that our two character nights this year will be December 14th and 21st from 6-8pm (weather permitting). Bring your kids to meet Santa, Buddy the Elf, and more! And of course, enjoy the light display and play in the snow

Dinner with Santa

Date: Tuesday, December 17, 2019 from 6-8pm
Where: Chick-fil-A Grassfield, 600 Grassfield Pkwy, Chesapeake, VA
What: Join us for a night of spending time with your Family in the midst of the crazy season, enjoy dinner, writing letters to Santa, and dessert. While supplies last guest will also be able to take home a picture with Santa. We hope you will join us. 

Paint with Santa & Mrs Claus!

Date: Wednesday, December 18, 2019 from 6-8pm
Where: Painting with a Twist 1437 Sam's Dr., #104, Chesapeake, Virginia 23320
What: Come meet Santa and Mrs. Claus and Paint with them at our Annual event! Pick a painting from the selection of 2. We will have laughter and goodies as we celebrate making memories with our family and friends this holiday season! This event is for all ages 
Cost: $37

Santa Visits the Library!

Date: Thursday, December 19, 2019 from 6:30-7:30pm
Where: Cuffee Library, 2726 Border Rd, Chesapeake, VA
What: Santa arrives on Thursday December 19th! Take pictures, make some crafts and enjoy some hot cocoa as we well welcome the jolly visitor and his wife. 

Pet pictures with Santa

Dates: Saturday December 21, 2019 12-3pm.
Where: PetSuites Chesapeake 3333 Taylor Rd., Chesapeake, Virginia 23321
What: Santa photos

Bowl With Santa!

Date: Saturday, December 21, 2019 from 1-3pm
Where: AMF Bowling Co. Western Branch Lanes, 3101 Lynnhurst Blvd, Chesapeake, Virginia 23321
What: Santa Claus is coming to town and making a stop on the lanes! Roll in and bowl with old St. Nick and have some holiday fun on Saturday, December 21, from 1PM - 3PM. 

Live Nativity

Date: Saturday, December 21, 2019 from 6-8pm
Where: Greenbriar Presbyterian Church 1100 Greenbrier Parkway, Chesapeake VA
Where: Visit our Live Nativity and celebrate the Reason for the Season! Enjoy a petting zoo, pony rides, perhaps even a visit from Santa Claus.

Cookies & Cider with Santa at TASTE Greenbrier

Date: Sunday, December 22, 2019 from 12-2pm
Where: TASTE (Chesapeake, VA) 717 Eden Way, Unit 600, Chesapeake, Virginia 23320
What: Visit Santa at TASTE Greenbrier for cookie decorating and hot cider. Bring your camera and snap photos of your family, your kids, or just yourself with jolly Old Saint Nick, and enjoy cookies and cider. Admission is free! While supplies last. Oh, and don't forget to enjoy a delicious lunch and get some Christmas shopping done, too!  

Christmas Eve - Suds & Sausage (Pizza) with Santa

Date: Tuesday, December 24, 2019 from 3-9pm
Where: The Garage Brewery 1011 Eden Way N, Chesapeake, Virginia 23320
What: Christmas Eve - Suds & Sausage With Santa. 



All of these events (and many more) can be found on our Website Calendar. If you have a Santa appearance to add to this FREE Listing please SUBMIT IT HERE.


Looking for Santa in a specific place: We have broken out the lists by city to make finding the right location a little easier:

Santa in Chesapeake, VA                        Santa in Hampton, VA

Santa in Virginia Beach, VA                    Santa in Portsmouth, VA

Santa in Norfolk, VA                                Santa in Newport News, VA

Santa in Suffolk, VA

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