Tag: Olde Towne Portsmouth

Snow Wonders

Snow will fall from the sky, music will fill the air, and we hope that it brings nostalgic memories of the past. Enjoy this magical holiday experience!
Join us on the Middle Street Mall outside the Children’s Museum of Virginia for this free seasonal event.

Olde Towne Holiday Music Festival

The Olde Towne Holiday Music Festival began in 1998 and has become the signature holiday event for the City of Portsmouth. In 2022, this special day of music and friendship takes place on Saturday December 10th, from 11 AM until 5 PM. You’ll find even more music in restaurants, bars, and churches after the festival officially ends. The Farmer’s Market opens at 10 AM. So, spend the day and enjoy the sounds of the holiday season and support the local shops and restaurants.


11:00 AM
Soul Intent – High and Court Streets
Churchland High School Performing Arts Dancers – High and Washington Streets
Brighton Elementary School Chorus – Portsmouth Welcome Center
Parkview Elementary School – Middle Street Mall

11:30 AM
Douglas Park Elementary School – High and Washington Streets
Churchland Elementary School Chorus – Portsmouth Welcome Center
Churchland Academy Chorus – Middle Street Mall

12:00 PM
Tidewater Concert Band – High and Court Streets
Amy Kaus (until 2 PM) – Market Street General Store
All City Performing Arts Ensemble (Middle School) – High and Washington Streets
Waterview Elementary Chorus – Portsmouth Welcome Center
Victory Elementary School Chorus – Middle Street Mall

12:30 PM
2nd Wynd – High and Court Streets (until 1:30 PM)
Celtic Fiddle Music at Winter Wonderland – Portsmouth Art and Cultural Center (until 4 PM) – $3 admission
Simonsdale Elementary School – High and Washington Streets
Churchland Primary & Intermediate Chorus – Portsmouth Welcome Center
Hodges Manor Elementary School Chorus – Middle Street Mall

1:00 PM
Southside Community Concert Band – Monumental United Methodist Church
Lakeview Elementary School Chorus – High and Washington Streets
Cradock Elementary School Chorus – Portsmouth Welcome Center
Westhaven Elementary School Chorus – Middle Street Mall

1:30 PM
Tidewater Concert Band – High and Court Streets
I.C. Norcom High School Choir – High and Washington Streets

2:00 PM
Brasswind – High and Court Streets
Effigies – Roger Browns
Manor High School Chorus – High and Washington Streets

2:30 PM
Churchland High School Chorus – High and Washington Streets

3:00 PM
Chris Cushna Piano – The Book Club

3:30 PM
Holiday Wind Ensemble – Anderson Wright
AA Batteries – Stellar Wine
Tidewater Winds Holiday Concert _ Monumental United Methodist Church

4:00 PM
Mike Caggiano Piano – The Book Club

Doorway Singers – 11 AM – 3PM
Colonial Carolers – 11 AM – 5 PM
Holiday Brass Quintet – 3:30 PM – 5 PM
James Wood – Violin 2 PM – 5 PM


Holiday Sing Along – Portsmouth Art & Cultural Center 5:30 PM – Free
Caroling Through Olde Towne with Father Christmas – Middle St Mall 6:00 PM – Tickets $25 – Purchase Now


Roaming Christmas characters for kids – 12 PM – 2 PM
Children’s Bounce House – 11 AM – 3 PM
Marshmallow roasting on the street corners – Portsmouth Fire Department – 11 AM – 3 PM
Holiday Homes Tour – Historic Olde Towne Neighborhood – 1 PM – 6 PM – Tickets $15 – Purchase Now
Winter Wonderland: The Coleman Collection – Portsmouth Art & Cultural Center – 12 PM – 8 PM – $3
The Coleman Collection Nativity Scene – Monumental United Methodist Church – 11 AM – 5 PM – Free
Children’s Christmas Shoppe – Trinity Church- Reservations Required 9 AM – 4 PM
Make and Take – Painted Glass Ornaments – Portsmouth Art & Cultural Center Annex – Free with admission to Winter Wonderland
Snow Wonders – Middle Street Mall – 6 PM – Free

Winter Wonderland (The Coleman Nursery Collection)

Winter Wonderland: The Coleman Nursery Collection offers a nostalgic, holiday-themed visual treat for young and old alike. Come visit the animated scenes of Christmas trees and lights, ice skaters, children sledding, little people, children from around the world, a Victorian chalet, caroling villagers and more.
The display opens on Friday, November 25th, in conjunction with our Snow Wonders celebration, a weekend filled with Olde Towne Santa, festive music, holiday crafts and fun-filled activities.
Winter Wonderland: The Coleman Nursery Collection continues through December 31. The schedule for those five weeks is: Thursdays through Saturdays, 12 p.m.-8 p.m.; Sundays, 10 a.m.-5 p.m.; Christmas eve & New Years Eve, 10 a.m.-2 p.m.
Come share the wonder of the holidays with your family with a visit to Winter Wonderland: The Coleman Nursery Collection.
Admission is $3 per person.
We’re excited to have a great lineup of holiday programming at the Portsmouth Art and Cultural Center during the exhibit:
Visits with Santa:
Nov 25-26 | 3-8pm
Fridays, Dec 2-23 | 5-8pm
Saturdays, Dec 3-17 | 3-8pm
Sundays, Nov 27-Dec 18 | 1-5pm
Art Programs:
Origami Ornaments
Nov 26 & Dec 3 | 3:30-7:30pm
Painted Glass Ornaments
Dec 10 | 3:30-7:30pm
Fluid Art Cards
Dec 17 | 3:30pm-7:30pm
Music Programs:
The Doorway Singers
Nov 26 | 12:30-2:30pm
Holiday Sing Along
Nov 26, Dec 3, Dec 10, Dec 17 | 5-7pm
Swing Time Jazz Band
Dec 3 | 12:30-3:30pm
Celtic Fiddle Music
Dec 10 | 12:30-3:30pm
Brass Quintet
Dec 17 | 12:30-2:30pm

Buy Tickets

Olde Towne Holiday Market & Tree Lighting

Enjoy a hometown holiday tree lighting complete with decorations, music, the Snow Queen, Father Christmas, and even a little snow! Additionally, the Olde Towne shops will be open late and 20 crafters & authors will be selling their wares. There will also be a free Tidewater Winds Quartet concert, strolling colonial carolers, hot cider, prize drawings, and shuttle rides. You can be sure to get in the holiday spirit right here in Olde Towne!

High Street Corridor 4 – 8 pm
Olde Towne Merchants’ Holiday Open House

Monumental United Methodist Church 4 – 7 pm
Coleman Collection Nativity Scene and hot apple cider

Anderson-Wright Rooms & Gardens 5 – 8 pm
Tango Music & Dancers Hot Apple Cider and Ginger Snaps

Oxford Square Washington & High Street 6:15 – 7:30 pm
Holiday Quintet

Trinity Episcopal Church 7:30 pm
Tidewater Winds Woodwind Quartet Free Concert

Middle Street Mall 4 – 7 pm
Crafters Market with 20 crafters and local authors

Children’s Museum Holiday Member Night 5 – 7 pm
Museum Exhibits available. Enjoy a special holiday-themed Make It, Take It art activity, and a showing of A Charlie Brown Thanksgiving. Reserve your tickets! Members should reserve tickets under Portsmouth Museum Member. You can reserve up to the maximum tickets allowed for your membership level.

Southside Community Band 5 – 5:45 pm
Please bring a new unwrapped toy for Toys for Tots

Holiday Tree Lighting Program 6:30 – 7 pm
The Snow Queen, Father Christmas, the Grinch, the Colonial Carolers, and even a little snow!

Strolling Entertainment 4 – 8 pm
Father Christmas, Rabbi Atschul, and Babu will be sharing songs and stories of Christmas, Hanukkah, and Kwanzaa. The Snow Queen and Snow Sprite will delight children with tales of the South Pole and their encounter with the Sugar Plum Fairy. The Colonial Carolers and the Colonial Kids will fill the business district with songs of the season and holiday cheer!
A strolling violin player will share holiday favorites.
Free rides on the Olde Towne Shuttle so you don’t miss any of the fun!

These Olde Towne shops are open late and decked out for the holidays:

  • Scoops!
  • Olde Towne Arts & Music
  • That Art Store
  • MM Rockin
  • Children’s Museum Gift Shop
  • Portsmouth Welcome Center
  • The Coffee Shoppe
  • Little Shoppes on High
  • Market Street & General Store
  • Sole Right Men’s Fine Footwear
  • Village Thrift
  • Blahzay Boutique
  • Bier Garden Gift Shop
  • Way Back Yonder Antiques
  • Studio CK Salon
  • The Book Club
  • Anderson-Wright Rooms & Gardens
  • Love More
  • Kitchen Koop

Make sure to get a free raffle ticket from each location to be entered in a drawing for one of our great prizes!

Olde Towne Antique & Flea Market

Visit the Olde Towne Antique & Flea Market on the first Saturday of each month, rain or shine, and enjoy the eclectic collection of unique and antique wares. With more than 70 vendors, you will discover a great selection of antique and flea market items of all types – priced to sell! Shop for estate furniture, architectural salvage, china, silverware, art, sports gear, musical instruments, books and ephemera, hand-made crafts and toys, as well as decorative accessories and one-of-a-kind items. A favorite of locals and visitors alike, it is a treasure hunter’s dream come true!
Always Free Admission & Free Parking!
Located inside of 441 Middle St Parking Garage.

A Post Such As Portsmouth – Portsmouth 1781

A Post Such As Portsmouth is a 2-day re-enactment designed to entertain and educate the public of the occupation of Portsmouth by the British forces in 1781. It is open and free to everyone; and it features a variety of civilian and military impressions, as well as members of the Royal Navy. The event takes place March 26-27, 2022 at the corner of High and Court Streets (the old courthouse) in Olde Towne Portsmouth, Virginia.  The event is 9-4 on Saturday and 10:30 – 3 on Sunday.

Click the link and read all about it in the article entited A Post Such As Portsmouth.