Holiday Events in Hampton Roads

Can you believe the holidays are right around the corner? This is my favorite time of the year. My birthday is at the beginning of September, then comes fall with Halloween, Thanksgiving, and then Christmas. My favorite part about this time of year is enjoying all the local holiday events in Hampton Roads. Here is a list of the best holiday events in Hampton Roads.


Holiday Events in Hampton Roads



September 18, 2020- October 31, 2020- Frightmare

Address: 1905 South Military Highway, Chesapeake Crossing Center Chesapeake, VA 23320


Frightmare is a haunted Halloween event in Chesapeake. Due to the intensity of this event, anyone under the age of 13 needs adult supervision and must sign a waiver to attend.


September 19, 2020 – October 31, 2020- Fall Fest

Address: 225 Sign Pine Rd, Chesapeake, VA 23322


Fall fest is here at Greenbrier Farms! Pick your own pumpkins at the pumpkin patch, enjoy a hayride, or let the kids enjoy farm animals.


September 25, 2020- October 31, 2020 – Haunted Hunt Club Farms

Address: 2388 London Bridge Rd, Virginia Beach, VA 23456


Haunted Hunt Club Farm has 3 haunted mazes including Field of Screams, Village of the Dead, and a Haunted Hayride.

This year all tickets must be purchased in advance on their website.


September 25, 2020 – October 31, 2020- A Haunting at Greenbrier Farms

 Address: 225 Sign Pine Rd, Chesapeake, VA 23322


A Haunting at Greenbrier Farms features 6 haunted attractions. Prepare yourself for the scares. You only wait in one line before entering all the attractions back to back.

Tickets will be available at the gate.


TBD- Busch Gardens Hallo-Scream

Address: 1 Busch Gardens Boulevard Williamsburg, VA 23185


Our favorite Halloween tradition is Hallo-Scream. Unfortunately, as of now, they haven’t announced whether or not they will be having it this year. They have tons of haunted mazes, scare zones, and some of the roller coasters are normally open.

Busch Gardens has changed their capacity and you do have to reserve your days and times online, so if they do have Hallo-Scream I’m sure this policy will stand.


Haunted House event


September 28, 2020- October 31, 2020- Harvest Fair

Address: 2388 London Bridge Rd, Virginia Beach, VA 23456


Hunt Club’s annual fall harvest fair is a family-friendly event that offers a petting farm, pony rides, and a pumpkin patch. Make sure to pick out the best pumpkins for carving.


Tickets are available online.


October 3, 2020 – Oktoberfest

Address: Back Bay’s Farmhouse Brewing -1805 Kempsville Rd, Virginia Beach, VA


Celebrate Oktoberfest at Back Bay’s Farmhouse. Enjoy German-inspired live music, food trucks, and specialty beer releases. Dirndls and lederhosen encouraged! 

If you are planning on going all out and wearing a dirndl or lederhosen, check out Echos of Time. They are a costume and vintage clothing shop that lets you buy or rent their items.


Hampton Roads Holiday Events


*CANCELLED* October 17, 2020 – October 18, 2020 – Fall Wine Festival

Address: Town Point Park, Downtown Norfolk, Waterfront, Virginia


The town point wine festival has been named one of the 10 best wine travel destinations in the world! It will showcase 30 wineries and over 200 of the Commonwealth’s finest wines. There will be live music and food to enjoy while sipping wine.


Tickets are available online.



*SOLD OUT* October 17, 2020 – Colonial Virginia Haunted Wine Trail

Address: Depends on the departure city. (Check website)


Depart from Virginia Beach, Hampton, or Williamsburg and climb aboard a luxury coach where you will be served snacks and Virginia wines. You will be driven to the Historic Triangle of Colonial Virginia, one of the most haunted areas in the United States.

Tour Bacon’s Castle and enjoy dinner at Surry Seafood Company. You will also be able to climb aboard the river cruise Ghost Tour on the James River.


Tickets available online.



November 14, 2020 – NoCo Holiday Wine Festival

Address: Hanks Filling Station, 4301 Colley Ave, Norfolk, VA


The 2nd annual North Colley Holiday wine fest will have plenty of wines from 10 countries to taste and enjoy. Tickets are $25 and include admission, a souvenir wine glass, and tasting privileges.



November 13, 2020 – January 02, 2020 – Dominion Energy Garden of Lights

Address: 6700 Azalea Garden Rd, Norfolk, VA 23518


One of our favorite Christmas traditions is driving through the lights at Botanical Gardens. It’s gorgeous! Turn on the Christmas radio station in the car and enjoy driving through the beautiful lights.


Tickets must be bought online.


Hampton Roads Holiday Events


November 20, 2020 – January 3, 2020 – BayPort Credit Union Holiday Lights Merry Mile

Address: 215 Atlantic Ave, Virginia Beach, Va 23451


Another way to celebrate the holidays is to drive through the lights at the oceanfront. Tons of gorgeous lights to see while listening to a Christmas soundtrack that goes along with the display.


As of now, the entrance fee is cash only.



Unfortunately, this year some of the events we love have been canceled. I will keep this post updated as new events are announced or canceled. What are your favorite Holiday Events in Hampton Roads?


Holiday Events Events in hampton roads


  1. Morgan Weate
    September 19, 2020 / 5:41 pm

    I am so excited to do Frightmare and the Christmas lights at the Oceanfront!! I also love just being able to drive through the neighborhoods and see all the beautiful decorations set up by people!

    • hharris11
      September 19, 2020 / 5:43 pm

      Oh yes! I forgot about driving through neighborhoods. That’s so fun.

  2. September 23, 2020 / 12:47 pm

    I am so excited about the holidays, too. More than ever. I am inspired to look into all of the fin things happening in our city. I love your list, wish I were there.

    • hharris11
      September 24, 2020 / 6:13 pm

      I’m glad this inspired you to explore your city during the holidays! It will definitely bring out the holiday cheer.

  3. September 24, 2020 / 12:58 am

    Happy Belated Birthday! These look like so much fun. I’m so not ready for the holiday – not sure how we got back here so quickly. This does remind me I need to start planning things with the family, just not sure what that will look like this year.

    • hharris11
      September 24, 2020 / 6:15 pm

      Thanks so much, Therese! I’m ready for the holidays, but not ready if that makes sense. haha Its my favorite time of the year but I haven’t had the time to plan and get ready for them yet.

  4. September 24, 2020 / 2:14 pm

    Where we live is sorely lacking these exciting events. Sounds like a lot of fun. I do love an magical light tour, especially in gardens.

    • hharris11
      September 24, 2020 / 6:16 pm

      Oh no! I’m sorry to hear that. That stinks. The garden lights are of our favorite things to do.

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