What to Do, Eat & Explore This Week on the Peninsula & Virginia Wine Country
Your weekly roundup of the best things to do, places to eat, and adventures to take in Newport News · Williamsburg · New Kent · Charles City · West Point. Updated every week with fresh picks from across Shannon's full service area.
"This week, we are crossing the bridge to the Peninsula — Newport News, Williamsburg, James City County — and looping through New Kent and Charles City wine country along the way. There is a lot happening with Juneteenth celebrations, Father's Day events, and some of the best wineries and breweries in the state. I love this part of the service area because it has that perfect blend of history, water, and small-town charm."
— Shannon Russell, MRP
Welcome to edition two of the Weekly Local Picks. Last week we kicked things off in the Greater Richmond Metro — Richmond, Henrico, and Chesterfield. This week, we are heading east along I-64 to explore the Virginia Peninsula. Whether you just PCS'd to Fort Eustis, you are house-hunting in York County, or you have lived in Newport News your whole life, here is what is worth your time this week.
Things to Do This Week
Juneteenth Celebration at Jamestown Settlement
Jamestown Settlement hosts a meaningful Juneteenth commemoration featuring a documentary screening and discussion exploring the history and legacy of emancipation in Virginia. It is a powerful way to honor the day with your family while experiencing one of the most important historical sites in the country. The settlement's outdoor living-history areas are also open, so you can make a full afternoon of it.
Event DetailsJuneteenth at Colonial Williamsburg
Colonial Williamsburg offers a multi-day Juneteenth observance with special programming, conversations, and free admission on Friday, June 19. The historic area comes alive with stories and perspectives that bring this important chapter of American history to life. If you have been meaning to visit Colonial Williamsburg, this is the week — the special programming adds a layer you will not find any other time of year.
Plan Your VisitProject: Five Forty Seven — The Longest Day of Play
A community-wide celebration of summer with free recreational activities, games, and family fun spread across James City County. It is the kind of day that reminds you why living on the Peninsula is so great — get outside, explore new parks, and meet your neighbors.
Details & LocationsWest Point Farmers Market
A charming waterfront farmers market at the confluence of the Pamunkey and Mattaponi rivers. Local growers bring fresh seasonal produce, baked goods, and handmade items. West Point's small-town riverfront setting makes this market feel like a true community gathering — bring the kids, grab some strawberries, and enjoy the view.
Market InfoLocal Eateries
The Peninsula does not get enough credit for its food scene. Between Newport News, Hampton, and Williamsburg, there are some genuinely excellent local restaurants that fly under the radar. Here are a few favorites worth your time this week.
Circa 1918 Kitchen + Bar
A beloved Newport News gem tucked into the charming streets of Historic Hilton Village. Circa 1918 serves creative American cuisine with seasonal ingredients in a warm, inviting atmosphere. The menu changes regularly, but the quality never does — this is the kind of neighborhood restaurant that keeps regulars coming back week after week.
View MenuFarmer's Table
A true hidden gem that locals swear by. Farmer's Table focuses on fresh, locally sourced ingredients, and it shows in every dish. The specialty burgers are outstanding, and the milkshakes have developed a cult following. It is casual, unpretentious, and exactly the kind of place you want in your neighborhood.
Find ThemAmiraj ~ Modern Indian Kitchen
A standout in the Williamsburg dining scene, Amiraj brings modern Indian cuisine to the Peninsula with bold flavors and beautifully presented dishes. From butter chicken to creative vegetarian options, this is a go-to for anyone craving something beyond the usual Williamsburg fare. The lunch buffet is a particularly great deal.
See MenuRockefellers
A Williamsburg staple on Francis Street, Rockefellers is the kind of spot where locals and visitors mix comfortably. Fresh seafood, classic American dishes, and a relaxed atmosphere make it perfect for a weeknight dinner or a weekend outing with friends. The downtown Williamsburg location means you can stroll the historic streets before or after.
Learn MoreTradition Brewing Company
Tradition Brewing has become a cornerstone of the Newport News community since opening its doors. The spacious taproom and outdoor beer garden are perfect for warm summer evenings, and the brewery has built a loyal following with consistently excellent, approachable craft beers. They are celebrating their 10th Anniversary later this month (June 26–28) — mark your calendar for that. This week, though, the big draw is their Father's Day Celebration on Sunday, June 21, from noon to 4 p.m. Expect special releases, food, and a great family-friendly vibe.
Father's Day heads-up: Tradition is throwing a celebration on Sunday, June 21, from 12–4 p.m. Bring Dad, grab a flight, and raise a glass to the man. Their 10th Anniversary bash is June 26–28 — even bigger.
Visit WebsiteWhile you are in Newport News, check out Coastal Fermentory for small-batch wild ales and experimental brews. For a full Peninsula beer crawl, head across to Hampton to visit Oozlefinch Beers & Blending at Fort Monroe — they are doing some of the most creative sour and wild ale work in Virginia.
New Kent Winery
Nestled in the rolling countryside between Richmond and Williamsburg, New Kent Winery is a perfect stop on your way to or from the Peninsula. The tasting room is warm and welcoming, with vineyard views that stretch across the gentle Virginia Piedmont. Their wines are crafted from estate-grown grapes and reflect the unique terroir of this part of the state. They offer regular tastings, live music on weekends, and food truck visits throughout the summer. If you are making a wine-country day of it, New Kent Winery and nearby Saudé Creek Vineyards are only about 15 minutes apart — you can easily visit both.
New Kent Winery is open Monday–Thursday and Saturday–Sunday from 11 a.m.–6 p.m., with extended Friday hours until 8 p.m. Check their events calendar for weekend live music and food truck schedules.
Plan Your VisitAlso in New Kent: Jolene Family Winery in Quinton hosts recurring live music and food truck weekends — a more intimate, family-friendly experience with a relaxed countryside feel. And Saudé Creek Vineyards remains a perennial favorite with sweeping Pamunkey River views.
Outdoor Adventures
The Peninsula is an outdoor paradise — state parks, reservoirs, riverfront trails, and some of the best kayaking in the state. If you have been meaning to get outside, this is the week to do it.
Newport News Park
Newport NewsOne of the largest municipal parks on the East Coast at over 8,000 acres. Hiking and mountain biking trails wind through dense forest, the 53-acre reservoir is perfect for fishing and canoeing, and there is even an archery range and one of the best disc golf courses in Virginia. In June the tree canopy is full and the trails are lush — bring bug spray and water.
Learn MoreYork River State Park
James City CountyA stunning 2,500-acre park where fresh and salt water meet along the York River. The trails offer everything from creekside walks to ridge overlooks, and the park runs ranger-led kayak and canoe trips on Taskinas Creek that are worth booking early. Fossil hunters love the creek beds, and the fishing at Woodstock Pond and Croaker Landing is excellent. This is one of the best state parks in the region.
Learn MoreVirginia Capital Trail
Charles City to RichmondA 52-mile dedicated paved trail connecting Richmond to Jamestown through some of Virginia's most historic countryside. In the Charles City and New Kent stretches, the trail passes through farmland, along the James River, and past historic plantations. Whether you bike the full length or just do an out-and-back section, the scenery is beautiful and the trail is well-maintained.
Learn MoreChickahominy Riverfront Park
New Kent / James CityA hidden gem on the Chickahominy River with kayak and canoe launches, fishing piers, hiking trails, and waterfront picnic areas. This is a family favorite for a reason — the river access is easy, the scenery is peaceful, and there are plenty of shaded spots to set up for an afternoon. The park connects to the Virginia Capital Trail for those who want to combine paddling with pedaling.
Military Family Events & Resources
The Peninsula is home to Joint Base Langley-Eustis and Fort Eustis, making it one of the most active military communities in Virginia. As a proud Navy veteran's wife and certified Military Relocation Professional, supporting military families is at the heart of everything I do. Here are this week's picks for service members, veterans, and their families.
Army's Birthday Summer Bash at Fort Eustis
Joint Base Langley-Eustis celebrates the Army's birthday with a Summer Bash at Fort Eustis — a day of family-friendly activities, food, music, and community for military families. If you recently PCS'd to the area, this is a perfect opportunity to meet other families, explore MWR offerings, and start building your community. Check the JBLE-MWR website or the Fort Eustis ACS office for details and times.
JBLE MWR EventsUSO Paint & Sip
The USO of Mid-Atlantic hosts a Paint & Sip evening at the Fort Eustis USO center — a relaxed, social evening designed specifically for military spouses and adult family members. Art supplies and refreshments are provided. It is the kind of low-key community event that can turn a weeknight into something special. Check with the USO Fort Eustis center for registration details.
USO Fort EustisKids Bowl Free — JBLE MWR
The Fort Eustis Bowling Center is running the Kids Bowl Free program this summer, giving military families a affordable way to keep the kids active and entertained. Check with the bowling center or MWR for this week's schedule and availability. It is a small thing, but when you are new to an area and looking for easy family activities, programs like this make a real difference.
MWR ProgramsUSO Hampton Roads — Ongoing Military Family Support
The USO of Mid-Atlantic operates centers at both Fort Eustis and Fort Gregg-Adams (formerly Fort Lee), offering ongoing programs for military families including transition assistance, family events, and connection resources. If you are in the Peninsula area and looking for ways to plug into the military community, the USO is one of the best starting points. Their Coffee Connections Beach Day on June 24 is also worth putting on your calendar.
USO Mid-AtlanticHanover, Mechanicsville & the North of Richmond Corridor
Next week, we are heading north of Richmond to explore Hanover County, Mechanicsville, Beaverdam, and the small-town charm along the Route 301 and Route 1 corridors. Stay tuned.
Shannon Russell
Military Relocation Professional (MRP) & Realtor®
Shannon helps military families, first-time home buyers, and local Virginia sellers navigate real estate transitions with clarity and peace of mind. Having lived all around the Richmond and Hampton Roads areas, she knows the neighborhoods, the communities, and the local spots that make each one feel like home.
Call Shannon today (804) 803-1080 or click "Get in Touch"
Let me help you find your perfect Virginia neighborhood.
Whether you are relocating for the military, buying your first home, or just want to know what's happening around town, I know these communities inside and out.