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.

Last verified · By Terry TreXler · Your Hampton Roads hometown agent

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 details

Virginia 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 details

Sep 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 details

Oct

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 details

Oct

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 details

Nov

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.

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Norfolk

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 details

Oct

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 details

Oct

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 details

Oct

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 details

Chesapeake

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 details

Portsmouth

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 details

Oct

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.

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Newport 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 details

Oct

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 details

Regional 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 details

Weekly & 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