What to Do, Eat & Explore This Week in New Kent, Charles City & the Peninsula Wine Trail
Your weekly roundup of the best things to do, places to eat, and adventures to take in New Kent - Charles City - James City - Williamsburg - Toano. Updated every week with fresh picks from across Shannon's full service area.
"This week we are heading east on I-64 into Virginia wine country -- New Kent, Charles City, James City County, and Williamsburg. This is the part of my service area that feels like a vacation destination, and honestly, it is. The wineries along the Pamunkey River, the Virginia Capital Trail winding through plantation country, the living history of Colonial Williamsburg and Jamestown, the James River views from Route 5 -- it is all here, and it is all beautiful in July. For military families stationed at Joint Base Langley-Eustis on the Peninsula, this is your backyard. For everyone else, it is worth the drive."
-- Shannon Russell, MRP
Welcome to edition seven of the Weekly Local Picks. We started in the Greater Richmond Metro, crossed to the Peninsula and Virginia wine country, headed north through Hanover and Ashland, went south through the Tri-Cities and Amelia, explored Goochland and King William's rural heartland, and spent last week in Chesterfield and the Southside. This week we are exploring New Kent, Charles City, and the Peninsula Wine Trail -- the historic corridor between Richmond and Williamsburg that is home to some of the most beautiful wineries, historic plantations, and outdoor recreation in all of Virginia. Whether you are stationed at Joint Base Langley-Eustis, house-hunting in New Kent's growing subdivisions, or just looking for a weekend escape that feels like a genuine vacation, here is what is worth your time this week.
Things to Do This Week
Colonial Williamsburg - Summer Living History Programs
Colonial Williamsburg is in full summer swing with daily living history programs, trades demonstrations, costumed interpreters, and the immersive 18th-century experience that makes this one of the most visited destinations in Virginia. July is a great time to visit because the gardens are at their peak, the outdoor programs are running on a full schedule, and there are often special summer evening events like ghost tours and militia musters. For families new to the area, this is the essential Virginia experience.
Plan Your VisitSaude Creek Vineyards - Summer Tasting Hours
Saude Creek Vineyards sits on a stunning property overlooking the Pamunkey River in the heart of New Kent County, and summer is the absolute best time to visit. The vineyard grounds are lush and green, the outdoor tasting patio has sweeping river views, and the winery regularly hosts live music on weekend afternoons. Their Viognier and Norton are standout Virginia wines, and the relaxed countryside setting makes it a perfect afternoon outing.
Visit Saude CreekJamestown Settlement - Summer Programs
Jamestown Settlement brings the story of America's first permanent English colony to life with indoor gallery exhibits, outdoor living history in a re-created Paspahegh town and 1607 fort, and replica ships docked on the James River. Summer programming includes special demonstrations and interactive activities for families and kids. The museum setting on the river is beautiful, and the combination of indoor exhibits and outdoor living history means you can spend a full day here.
Learn MoreNew Kent County Summer Farmers Market
The New Kent County Farmers Market runs every Saturday morning at the historic courthouse circle, with local growers, bakers, and artisans setting up under the oak trees in one of the most charming small-town market settings in Virginia. You will find fresh summer produce -- tomatoes, corn, peaches, melons -- plus local honey, farm eggs, baked goods, and handmade crafts. The courthouse circle is one of the most photographed spots in New Kent.
Market DetailsLocal Eateries
The dining scene along the I-64 corridor between Richmond and Williamsburg is as diverse as the communities it serves. In Williamsburg, you will find nationally recognized restaurants. In New Kent and Charles City, the food scene is more intimate -- winery tasting rooms with river-view small plates, local pubs in historic buildings, and country restaurants feeding the community for generations.
Food For Thought
Food For Thought is a Williamsburg institution with a jaw-dropping 4.6-star rating from nearly 6,000 reviews -- one of the highest-rated restaurants in all of Virginia. The menu is a creative journey through New American cuisine with global influences, and the atmosphere is warm, inviting, and filled with the kind of positive energy that makes a meal feel like an event. The restaurant also has a book-store-within-a-restaurant concept that makes it uniquely Williamsburg.
View MenuSecond Street American Bistro
Second Street American Bistro has earned a devoted following with a 4.6-star rating and a menu that balances elevated comfort food with creative seasonal specials. The setting on Second Street in Williamsburg's New Town district is polished but relaxed, and the outdoor patio is wonderful in summer. The craft cocktail program is excellent, and the menu changes with the seasons -- which means July brings the best of Virginia's summer produce into every dish.
See MenuUpper Shirley Vineyards
Upper Shirley Vineyards is not just a winery -- it is a dining destination with sweeping views of the James River and the historic Shirley Plantation grounds. The vineyard's tasting room serves an excellent selection of small plates and wine-friendly bites alongside their estate-grown wines, and the setting on the bluff overlooking the river is one of the most beautiful places to eat in all of Virginia. The drive out Route 5 through Charles City County is half the experience.
Plan a VisitStrantz Pub
Tucked into the Providence Forge area of New Kent, Strantz Pub has become a popular gathering spot for locals and visitors alike. The menu covers classic pub fare with some elevated surprises, and the atmosphere is the kind of unpretentious, welcoming vibe that makes you want to stay for another round. After a day of wine tasting on the New Kent wine trail, Strantz Pub is a great place to land for dinner.
Visit WebsiteBillsburg Brewery
Billsburg Brewery sits on the shores of Lake Matoaka in Williamsburg, and it might be the most scenic craft brewery in the region. The taproom and outdoor patio overlook the lake, with paddleboard and kayak rentals steps away. The beer lineup is consistently excellent, with a rotating selection of IPAs, lagers, stouts, and seasonal experiments. Billsburg has earned a 4.6-star rating and a reputation as the essential Williamsburg brewery experience.
Billsburg is open daily with extended summer hours. The brewery frequently hosts food trucks, live music, and community events on the lakefront patio. Kayak and paddleboard rentals are available on-site through the marina. Check their social media for this week's food truck schedule.
Visit WebsiteThe Williamsburg craft beer scene has grown into a legitimate destination. Beyond Billsburg, you will find Alewerks Brewing Company (a longtime Williamsburg favorite with a 4.5-star rating and a massive beer garden), Precarious Beer Project (a brewpub on historic Duke of Gloucester Street), and Strangeways Brewing. You can build an entire brewery walking or biking tour without leaving Williamsburg.
Saude Creek Vineyards
Saude Creek Vineyards is the crown jewel of New Kent's wine country -- a family-owned vineyard on the Pamunkey River that has earned a reputation as one of the most beautiful winery settings in Virginia. The tasting room offers estate-grown wines with a focus on Virginia varietals that thrive in the Tidewater terroir, and the sweeping river views from the patio are genuinely breathtaking. In summer, the vineyard grounds are spectacular, with live music on weekends and a relaxed, welcoming atmosphere.
Saude Creek is open Wednesday through Sunday, 11:00 AM-6:00 PM. Summer weekends feature live music on the patio, and the winery frequently hosts food trucks and special events. Check their website for this week's entertainment schedule.
Plan Your VisitNew Kent County is a true wine destination with four wineries on the Virginia Peninsula Wine Trail. Alongside Saude Creek, you will find New Kent Winery (a stunning 17,000-square-foot tasting room), Jolene Family Winery (a warm family-owned vineyard near Quinton), and Gauthier Vineyard (a woman and veteran-owned vineyard with live piano performances). Just across the county line in Charles City, Upper Shirley Vineyards offers a tasting room with panoramic James River views. You can comfortably tour three wineries in an afternoon.
Outdoor Adventures
New Kent, Charles City, and James City County are an outdoor paradise that most people only experience from the interstate. The Virginia Capital Trail runs right through the heart of this region, connecting the wineries, plantations, river access points, and conservation areas into one of the best outdoor corridors in Virginia.
Virginia Capital Trail
New Kent / Charles City to RichmondA 52-mile dedicated paved pedestrian and bicycle trail connecting Richmond to Williamsburg through some of the most beautiful historic countryside in Virginia. The trail passes through New Kent and Charles City counties with stunning James River views, farmland, forests, and access to historic plantation sites and wineries along the way.
Learn MoreChickahominy Riverfront Park
New Kent / James City CountyA 140-acre waterfront park on the Chickahominy River with camping, fishing piers, kayak and canoe rentals, a swimming pool, splash pad, playground, and direct access to the Virginia Capital Trail. This is a complete family outdoor destination.
Cumberland Marsh Natural Area Preserve
New Kent CountyA 1,000-acre protected marsh and forest preserve along the Pamunkey River managed by the Virginia Department of Conservation and Recreation. The preserve is a haven for birdwatchers, with herons, egrets, bald eagles, and migratory waterfowl throughout the summer.
Historic Route 5 Plantation Drive
Charles City CountyRoute 5 between Richmond and Williamsburg is one of the most scenic and historically rich drives in all of America. Passing through centuries-old plantation estates -- Berkeley, Shirley, Westover -- with the James River on one side and rolling farmland on the other.
Freedom Park Interpretive Center
James City CountyA 600-acre park with hiking and biking trails, a working 18th-century farm and grist mill, and the Freedom Park Interpretive Center tracing the journey of enslaved and free African Americans in the region.
New Kent Forestry Center and Wahrani Trails
New Kent CountyA network of hiking and mountain biking trails through mixed hardwood forest at the New Kent Forestry Center. The Wahrani Trails section is particularly beautiful in mid-summer, with dense canopy cover keeping the trails cool and shaded even on hot July afternoons.
Learn MoreMilitary Family Events and Resources
This week's featured area covers the Peninsula corridor from New Kent to Williamsburg -- home to Joint Base Langley-Eustis, one of the largest and most important military installations in Virginia. For military families stationed on the Peninsula, the communities of New Kent, James City County, and Williamsburg offer outstanding quality of life -- excellent schools, easy base access, and the historic and outdoor amenities that make this part of Virginia special. As a Navy veteran's wife and certified Military Relocation Professional, I help military families relocating to the Peninsula find the right community every summer during PCS season.
USO Paint and Sip -- Fort Eustis
The USO Mid-Atlantic team is hosting a Paint and Sip evening for military spouses and families at the Fort Eustis USO. This is a relaxed, creative evening designed to help military families unwind, connect, and build community. All materials are provided, and the event is free for military families.
RSVP at USOUSO Book Club -- Fort Eustis
The USO Book Club at Fort Eustis meets monthly for military-affiliated readers to discuss a chosen book in a relaxed, welcoming setting. Coffee and light refreshments are provided. New members are always welcome.
Book Club DetailsMWR Kids Bowl Free -- Fort Eustis
The MWR Kids Bowl Free program at Fort Eustis gives military kids a fun, air-conditioned indoor activity during the hottest part of summer. Kids bowl free (shoe rental included), and parents can join in for a minimal fee.
MWR CalendarTeam Red White and Blue -- Peninsula Chapter
Team RWB's Peninsula chapter connects veterans, active duty service members, and military families through group runs, walks, hikes, and social events across the Hampton Roads area. The summer schedule includes morning runs along the Virginia Capital Trail and evening socials at Peninsula breweries.
Find an EventNewport News, Hampton & the Lower Peninsula
This week's edition is live — explore Buckroe Beach, the Mariners' Museum, Fort Monroe history, Tradition Brewing, Newport News Park, and military family events at Joint Base Langley-Eustis. Read the full guide now.
Read This Week's Picks
Shannon Russell
Military Relocation Professional (MRP) and 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 home.
Whether you are exploring New Kent, Williamsburg, or any community along the I-64 corridor, I know these areas inside and out -- from the wineries to the trails to the neighborhoods that military families love.