Burchette Homes illustrated calendar cover for Hampton Roads annual events in 2026 and 2027

Hampton Roads Annual Festivals & Events: 2026–2027 Dates

October 14, 2026•11 min read

Annual festivals, races and seasonal traditions offer another way to explore Hampton Roads. This selected guide covers Virginia Beach, Chesapeake, Norfolk, Hampton, Newport News, Suffolk and Portsmouth, with links to official organizers and city resources.

Dates checked October 14, 2026. The year labels refer to each annual edition. We show exact dates only when an official source publishes them. Many 2026 dates have passed, and several 2027 schedules have not been announced. A holiday season that begins in 2026 and ends in January 2027 remains the 2026 edition.

These are published schedule records, not a claim that every advertised activity took place. Review the organizer’s current programme, admission details, venue and road closures before planning a visit. Burchette Homes is an independent real estate resource and is not an event organizer or sponsor.

Announced 2027 Dates

Events without an exact 2027 announcement are labeled in their city sections below; annual recurrence is not used to predict dates.

Chesapeake Annual Festivals and Events

Chesapeake Jubilee

Chesapeake’s annual May fair includes carnival rides, food and entertainment at City Park. Review the official festival programme for ticketing, daily hours and any weather adjustments before arranging a visit.

Location: Chesapeake City Park,900 City Park Drive, Chesapeake

Chesapeake Virginia Wine Festival

This annual wine event at Chesapeake City Park features tastings, vendors and music while raising funds for local charities. Check the organizer’s page for ticket options and updated attendance information.

Location: Chesapeake City Park,900 City Park Drive, Chesapeake

Battle of Great Bridge Reenactment and Colonial Market Fair

This annual historical programme offers Revolutionary War living history and reenactment at Battlefield Park South. The museum and City publish dated schedules; check daily activities and the visitor route before traveling.

Location: Battlefield Park South,120 Reservation Road, Chesapeake; nearby museum at 1775 Historic Way

Chesapeake Rotary Christmas Parade

Chesapeake’s annual Rotary parade follows a Great Bridge route toward City Hall, with holiday performances and community entries. Check the organizer’s route, road closures and staging time before heading to spectator areas.

Location: Great Bridge route: Mount Pleasant Road/Battlefield Boulevard to City Hall on Cedar Road

Hampton Annual Festivals and Events

Blackbeard Pirate Festival

Downtown Hampton’s waterfront becomes a setting for pirate reenactments, period vendors, music and children’s activities. The festival explores stories of Blackbeard and eighteenth-century Hampton beside Mill Point Park.

Location: Mill Point Park and Downtown Hampton

Hampton Jazz & Music Festival

Three nights of jazz, R&B and gospel bring music fans to Hampton Coliseum. Follow the organizer’s announcements for each year’s performers, tickets and arena information.

Location: Hampton Coliseum, 1000 Coliseum Drive, Hampton

Crabtown Seafood Shellabration

Seafood vendors, music, exhibitors and waterfront activities celebrate Hampton’s working seafood heritage. Mill Point Park and the surrounding downtown waterfront provide the setting for this annual summer gathering.

Location: Mill Point Park and Downtown Hampton waterfront

Newport News Annual Festivals and Events

Newport News One City Marathon

This point-to-point road race connects Newport News Park with downtown and a finish celebration in The Yard District. The wider race weekend also offers shorter-distance events and spectator activities.

Location: Starts at Newport News Park; finishes in Downtown Newport News / The Yard District

Fall-O-Ween Festival

Autumn programming at Newport News Park combines seasonal activities, pumpkin art, craft vendors, food and entertainment. Check the City’s event notice for weather updates before arranging a visit.

Location: Newport News Park, 13560 Jefferson Avenue, Newport News

October 3 was advertised; Sunday October 4 was explicitly canceled. The event page also carries a general cancellation notice, so this record does not confirm that Saturday took place.

Celebration in Lights

A drive through Newport News Park brings visitors past illuminated holiday scenes and animated displays. This seasonal City tradition offers an evening outing; check current vehicle admission and operating details.

Location: Newport News Park, 13560 Jefferson Avenue, Newport News

Norfolk Annual Festivals and Events

Virginia International Tattoo

The Tattoo combines military bands, pipes and drums, dance and ceremonial performance at Scope Arena. Its published April 2027 dates make this a concrete option for planning an arts visit to downtown Norfolk.

Location: Scope Arena, 201 E. Brambleton Avenue, Norfolk

Norfolk Harborfest

Harborfest brings maritime programming, the Parade of Sail and live music to Norfolk's downtown waterfront. It offers a useful occasion to explore the riverfront; confirm the next published schedule before planning a visit.

Location: Town Point Park, Downtown Norfolk Waterfront

Norfolk Waterfront Jazz Festival

Norfolk's recurring jazz festival features smooth-jazz performances across a two-day program. The 2026 edition was scheduled at Scope Arena after a weather-related relocation, making the organizer's current venue notice especially important when planning.

Location: 2026: Scope Arena, 201 E. Brambleton Avenue, Norfolk; 2027 venue not announced on reviewed sources

Town Point Virginia Fall Wine Festival

This autumn festival gathers Virginia wineries at Town Point Park beside the Elizabeth River. The waterfront setting offers an event-focused way to explore downtown Norfolk; check the organizer's ticket options and tasting rules.

Location: Town Point Park, Downtown Norfolk Waterfront

Portsmouth Annual Festivals and Events

Umoja Festival

Umoja celebrates African-American culture with music, food and an arts-and-crafts marketplace on Portsmouth's downtown waterfront. Its program brings several musical traditions together; use the official festival page for the next announced schedule.

Location: Festival Park, Downtown Portsmouth waterfront

Seawall Art Show

The Seawall Art Show turns a stretch of High Street into an outdoor art display with works for sale, student artwork, entertainment and food. Check the organizer's next announcement before planning a Portsmouth visit.

Location: High Street between Crawford and Court Streets, Olde Towne Portsmouth

Olde Towne Ghost Walk

Costumed storytellers lead this annual walk through Olde Towne, presenting local ghost legends as theatrical tales. It offers an evening view of Portsmouth's historic streets; check timed-ticket details and walking instructions with the Civic League.

Location: Olde Towne Portsmouth; tours begin and end at Trinity Episcopal Church, 500 Court Street

Olde Towne Holiday Music Festival

Holiday music fills Olde Towne with strolling carolers, performance stops and seasonal activities. The city has published its December 2026 date, providing a timely reason to explore High Street while checking the final program.

Location: Olde Towne Portsmouth, including High Street and the Middle Street Mall area

Suffolk Annual Festivals and Events

Suffolk Virginia Authors Festival

Readers and writers gather for author conversations, book signings, readings and moderated panels. The indoor festival at Suffolk’s riverfront conference center provides a literary outing across multiple genres.

Location: Suffolk Conference Center at Hilton Garden Inn Suffolk Riverfront, 100 East Constance Road, Suffolk

Suffolk Earth & Arts Festival

Artists, crafters, growers and environmental groups join music and food in downtown Suffolk. Keep Suffolk Beautiful and Suffolk Art League organize a spring festival focused on creative work and environmental stewardship.

Location: Historic Downtown Suffolk / North Main Street

Taste of Suffolk Downtown Street Festival

Downtown restaurants share food alongside street vendors, live music and children’s activities around Main and Washington streets. The annual festival offers a way to sample Suffolk’s dining scene in one outing.

Location: Downtown Suffolk, Main Street and Washington Street

Suffolk Peanut Fest

Suffolk’s peanut-themed festival combines concerts, amusement rides, contests and vendor browsing at the executive airport grounds. Review the organizer’s annual program for the activities, entry details and weather updates.

Location: Suffolk Executive Airport, 1410 Airport Road, Suffolk

Virginia Beach Annual Festivals and Events

Yuengling Shamrock Marathon Weekend

An Oceanfront running weekend combines a marathon, half marathon and 8K with an expo and finish-line celebrations. Use the official schedule for race start points and expo hours before planning a visit.

Location: Virginia Beach Oceanfront; expo at Virginia Beach Convention Center

Virginia Beach Funk Fest Beach Party

A two-evening funk music festival brings stage performances to the beach, with general admission and optional preferred viewing. Check the official lineup, venue and entry rules for the year you plan to attend.

Location: On the beach at 32nd Street, Virginia Beach

Neptune Festival Boardwalk Weekend

Neptune’s annual Boardwalk Weekend centers on live music, art and special events at the Oceanfront. Review organizer updates closely: the 2026 programme changed for weather, moving selected activities to the Convention Center.

Location: Virginia Beach Oceanfront parks and Virginia Beach Convention Center; 2026 weather-modified programme

The organizer revised the 2026 programme for weather. Friday Boardwalk activities were canceled or changed, and selected activities moved to the Convention Center; the dates above follow the newer schedule.

Holiday Parade at the Beach

The annual Oceanfront parade combines lighted floats, performing groups and marching bands along Atlantic Avenue. Consult the organizer’s route and timing information, and plan parking before joining the holiday crowds.

Location: Atlantic Avenue between 15th and 25th Streets, Virginia Beach

Planning Questions

Are all of next year’s dates confirmed?

No. Only exact 2027 dates supported by an official announcement appear in the announced list. The remaining events link to the reviewed official resource and are labeled as not yet announced.

Does a past 2026 date mean the event took place exactly as scheduled?

No. “Date has passed” identifies a published date that is earlier than this review. Weather or other organizer changes can alter the programme; specific changes found in the reviewed sources are noted.

How can I combine a visit with a home tour?

Send us the home link or exact address and two possible tour times. Event traffic can affect travel time. A tour request remains pending until the team and listing side or seller confirm.

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Burchette Homes — Powered by Swell Realty Co. Equal Housing Opportunity. Event names and source links identify independent public resources and do not imply affiliation or endorsement.

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