Local Events · Updated September 24, 2026
Things to Do in Hampton Roads This Weekend and Beyond
From the oceanfront boardwalk to downtown Norfolk, there is always something happening in our corner of Virginia. Here is my hand-picked list of what is coming up across Virginia Beach, Norfolk, Chesapeake, Portsmouth, and Suffolk. Every date, time, and location below is verified, so you can plan your weekend without the guesswork.
Looking for things to do in Virginia Beach this weekend, or a family-friendly festival for the whole crew? This is the page to bookmark. I grew up here, so I treat the events calendar like I treat the neighborhoods: I will point you to the good stuff and skip the fluff.
These are the upcoming festivals, farmers markets, concerts, and military base events that are open to the public right now. I only list events I can confirm, and I refresh this page every month so it stays current. This weekend alone you have the Neptune Festival Boardwalk Weekend at the oceanfront and the Hunt Club Farm fall season kicking off in Virginia Beach, so if you are hunting for things to do in Hampton Roads this weekend, you are in the right place. See something you like, and bring the family.
Military & Base Events
Open-to-the-public events on and around our military installations.
Oct
24
Naval Station Norfolk Fleet Fest
Sat, Oct 24, 2026 · 10am-5pm · Free and open to the public
Naval Station Norfolk (enter via Gate 2), Norfolk
U.S. Navy warship tours, static aircraft displays, live entertainment, military demonstrations, STEM exhibits, a children’s play area, local vendors, and food on the world’s largest naval station. A great way to get an up-close look at the Navy family in Hampton Roads.
Event detailsVirginia Beach
Oceanfront festivals, boardwalk art, holiday lights, and farm-season favorites.
Sep
25-27
Neptune Festival Boardwalk Weekend
Fri-Sun, Sept 25-27, 2026 · Free · Fri noon-11pm, Sat 10am-11pm, Sun 10am-6pm
Virginia Beach Oceanfront boardwalk (1st-35th Streets)
The 52nd annual Neptune Festival brings live music, arts and crafters, a kids’ Poseidon’s Playground at 17th Street Park, and the International Sandsculpting Championship (Sept 25-Oct 4) with the Land of Sand tent between 6th and 8th Streets, entry at 7th. The biggest weekend of the year at the oceanfront, and it is free to walk the whole thing.
Event detailsSep 26-
Nov 1
Hunt Club Farm Fall Harvest Festival
Sat, Sept 26 - Sun, Nov 1, 2026
Hunt Club Farm, 2388 London Bridge Rd, Virginia Beach
Pumpkin patch, farm tours, pony rides, and carnival rides at a longtime Virginia Beach farm staple. A classic fall outing for the kids (and the kid in you).
Oct
2-4
Fil Fest USA
Fri-Sun, Oct 2-4, 2026 · Free
Rudee Loop, Virginia Beach Oceanfront
A free, family-friendly celebration of Filipino and Filipino-American culture with live music, cultural performances, dance, food, and vendors at Rudee Loop.
Oct
8
Bands in the Sand
Thu, Oct 8, 2026 · Free · Doors 5pm, show 6pm
14th Street Stage, Virginia Beach Oceanfront
A free beachfront concert series on the 14th Street stage. Bring a chair, grab something to eat nearby, and enjoy live local music with the sound of the Atlantic behind the band. This date is the season finale.
Oct
9-11
Virginia MOCA Boardwalk Art Show
Fri-Sun, Oct 9-11, 2026 · Free
Virginia Beach Oceanfront boardwalk
The 70th annual edition of one of the nation’s oldest and largest juried fine art shows, with artists selling paintings, sculpture, photography, and handcrafted jewelry right on the boardwalk. Free to walk, and a wonderful reason to park the car and spend the day at the oceanfront.
Event detailsOct
24
Town and Treat at Town Center
Sat, Oct 24, 2026 · 11am-2pm · Free
Town Center, Virginia Beach
The Central Business District Association hosts Town and Treat at Town Center, a free family-friendly Halloween celebration with participating shops, restaurants, and businesses along the walkable plaza. A safe, easy way to get the kids in the Halloween spirit.
Event detailsOct
30-31
Wicked 10K Weekend
Fri, Oct 30 & Sat, Oct 31, 2026 · Registration required
Virginia Beach Convention Center, 1000 19th St, Virginia Beach
Hampton Roads’ biggest Halloween race and party. Friday is the Monster Mile costume run at the Convention Center, and Saturday morning the 10K and 5K start on 19th Street and finish at the boardwalk, with a costume contest, spooky course entertainment, and a beachfront post-race party. Come in costume: it is half the fun.
Event detailsNov
6-8
Virginia Beach Jeep Fest
Fri-Sun, Nov 6-8, 2026
Virginia Beach Oceanfront
A fall weekend celebrating everything Jeep at the oceanfront, listed on the city’s official Beach Events calendar. Expect rows of rigs, vendors, and a lively crowd along Atlantic Avenue.
Nov 20-
Jan 3
Holiday Trail of Lights
Fri, Nov 20, 2026 - Sun, Jan 3, 2027 · Tickets $19-$22 adults, $12-$15 kids
Virginia Aquarium & Marine Science Center, General Booth Blvd, Virginia Beach
The longtime oceanfront holiday light show moves to a new walkable trail this year, stretching between the Virginia Aquarium’s North and South buildings. Seven themed areas of lights, sound, and movement make it a great after-dark outing for the family.
Dec
5
BayPort Credit Union Holiday Parade at the Beach
Sat, Dec 5, 2026 · 5:30-7:30pm · Free
Atlantic Avenue, 15th-25th Streets, Virginia Beach Oceanfront
The oceanfront kicks off December with giant balloons, marching bands, lighted floats, horses, fire trucks, and Santa himself rolling up Atlantic Avenue from 15th to 25th Street. Free to watch, and a tradition worth bundling up for.
Event detailsNorfolk
Downtown waterfront events at Town Point Park and park festivals beyond.
Oct
3
Virginia’s Children’s Festival
Sat, Oct 3, 2026 · 10am-3pm
Town Point Park, Downtown Norfolk
A long-running festival built for kids, with 100+ interactive activities, entertainment, and hands-on fun along the downtown waterfront. One of the most family-friendly days on the Norfolk calendar.
Event detailsOct
3-4
Chesapeake Bay Art Association Fall Festival
Sat & Sun, Oct 3-4, 2026 · 10am-5pm · Free
Lakewood Park, Norfolk
A free community art show at Lakewood Park, with paintings, photography, and handmade crafts from local artists in a leafy park setting. A low-key, family-friendly way to browse original work and meet the people who make it.
Event detailsOct
17-18
Fall Town Point Virginia Wine Festival
Sat & Sun, Oct 17-18, 2026 · 11am-6pm
Town Point Park, Downtown Norfolk
The 38th annual Fall Wine Festival features 25+ Virginia wineries and 200+ wines along the waterfront. An adult-friendly day of local pours, food, and live music.
Event detailsOct
17-18
Stockley Gardens Fall Arts Festival
Sat & Sun, Oct 17-18, 2026 · Sat 10am-5pm, Sun noon-5pm · Free
Stockley Gardens Park, Ghent, Norfolk
A Ghent tradition held beneath the oaks at Stockley Gardens, with juried artists, live music, and activities for the kids. Free to browse, and one of Norfolk’s favorite fall gatherings.
Dec
5
Holiday Yule Log Bonfire & Market
Sat, Dec 5, 2026 · Downtown Norfolk waterfront
Town Point Park, Downtown Norfolk
Norfolk Festevents wraps its waterfront season with a traditional Yule Log bonfire and holiday market at Town Point Park. A cozy way to start December with the Elizabeth River as the backdrop.
Event detailsChesapeake
A waterfront wine fest and the city’s farm season.
Oct
10
Chesapeake Virginia Wine Festival
Sat, Oct 10, 2026 · Noon-6pm · 21+ event
Chesapeake City Park, 900 City Park Dr, Chesapeake
More than 20 Virginia wineries pour samples under the trees at Chesapeake City Park, with live music and food vendors. A relaxed, adults-only fall afternoon, so line up a sitter and enjoy the day.
Event detailsPortsmouth
A city park festival and a fall wine fest on the waterfront.
Oct
3
Portsmouth Fall Festival at City Park
Sat, Oct 3, 2026 · 11am-2pm · Free
Portsmouth City Park
Games, crafts, face painting, bounce houses, hayrides, a petting zoo, a hay maze, food trucks, and live entertainment at Portsmouth City Park. Built for families, and free.
Event detailsOct
18
Portsmouth Fall Wine Festival
Sun, Oct 18, 2026 · Noon-6pm
Festival Park, Downtown Portsmouth waterfront
Wine vendors and live entertainment along the downtown Portsmouth waterfront. A relaxed fall afternoon with a harbor view.
Suffolk
A hometown classic at the airport.
Oct
8-11
48th Annual Suffolk Peanut Fest
Thu-Sun, Oct 8-11, 2026 · $10 admission (12 & under free), free parking · Thu 4-10pm, Fri & Sat 10am-10pm
Suffolk Executive Airport, 1410 Airport Rd, Suffolk
The Peanut Fest is one of Hampton Roads’ most anticipated fall traditions, with carnival rides, live music, food, and entertainment at the Suffolk Executive Airport. Thursday, Oct 8, is Carload Night. A hometown favorite for nearly half a century.
Event detailsNewport News & Hampton
Peninsula favorites: a park festival and a historic street fair.
Oct
3-4
Fall-O-Ween Festival
Sat & Sun, Oct 3-4, 2026 · 10am-5pm · Free parking
Newport News Park, 13560 Jefferson Ave, Newport News
Live entertainment, food, and more than 100 craft vendors set up inside Newport News Park. Free parking and a big family crowd make this one of the easiest fall festivals on the Peninsula.
Event detailsOct
10
Historic Phoebus Fall Festival
Sat, Oct 10, 2026 · 10am-6pm · Free street fair
Mellen Street, Historic Phoebus, Hampton
A free street fair down Mellen Street in one of Hampton’s most historic little districts, with vendors, music, and local food. Bring the family, then wander the waterfront a block away.
Event detailsRegional Pick: Williamsburg
About an hour from Virginia Beach, and the closest thing we have to a must-see holiday lights display.
Nov 13-
Jan 3
Christmas Town at Busch Gardens Williamsburg
Select dates, Nov 13, 2026 - Jan 3, 2027 · Ticket required
Busch Gardens Williamsburg, Williamsburg
Christmas Town turns Busch Gardens into the region’s biggest holiday lights destination, with millions of lights, ice shows, a holiday market, and seasonal eats on select nights through early January. Tickets get scarce in December, so plan ahead.
Event detailsWeekly & Ongoing
Farmers Markets Worth the Trip
Local produce, great people, and a direct look at the neighborhoods I love selling in. These markets run on a regular schedule through the fall.
Old Beach Farmers Market
Saturdays, 9am-noon
611 18th St, ViBe District, Virginia Beach
East Beach Farmers Market
Saturdays, 9am-noon · through Nov 21
Bay Oaks Park, 2413 E Ocean View Ave, Norfolk
Chesapeake Farmers Market
Wednesdays & Saturdays, 8am-noon · through December
Chesapeake City Park, 900 City Park Dr, Chesapeake
Virginia Beach Farmers Market
Open daily · Mon-Fri 10am-4pm, Sat 9am-4pm, Sun 10am-4pm
3640 Dam Neck Rd, Virginia Beach
Suffolk Farmers Market
Saturdays, 9am-1pm · through Nov 21
Suffolk Visitor Center Special Events Pavilion, 524 N Main St, Suffolk
Getting to Know the Area?
The best way to fall in love with a place is to live in it. Whether you are relocating with the military, buying your first home, or moving across town, I will help you find the neighborhood that fits your life, so all these events are just a short trip from your front door.
Marine Corps Veteran · 24+ years experience · 1,000+ transactions · Hometown expert