🌿 RelaxedWeekend · from Washington, DC
Sandy Shores & Colonial Charm
Escape the capital for a leisurely coastal retreat where pristine beaches and charming colonial architecture blend into the perfect weekend revival.
Day 1 — Sandy Point State ParkDay 2 — Colonial Beach
Day 1 — Sandy Point State Park
Day 1 — Sandy Point State Park
🚗 1 hr 26 min driving📍 5 stops
🌅
Morning
🚗
Drive
Washington, DC → Sandy Point State Park
1 hr 3 min
Sandy Point State Park
★ Reviews →Escape to pristine beaches and calm bay waters perfect for swimming, picnicking, and watching the Chesapeake Bay's gentle sunset reflections.
~2 hrs📍 See location
🍽️
Lunch
🍽️ Lunch~1 hr
Libbey's Coastal Kitchen and Cocktails
A Chincoteague, VA waterfront restaurant with a menu built around local clams, oysters, and blue crab. One of the best tables on Virginia's Eastern Shore, with the island's famous ponies as a backdrop.
4 options · tap to switch
☀️
Afternoon
🚗
Drive
Sandy Point State Park → Great Frogs Winery
14 min
Great Frogs Winery
★ Reviews →Sample estate wines on the sun-drenched terrace overlooking vineyard rows, then explore the tasting room's small-batch selections. Pair your pours with local cheese and charcuterie while soaking in pastoral views.
~1.5 hrs📍 See location
🌙
Evening
🚗
Drive
Great Frogs Winery → Cantler's Riverside Inn
9 min
Cantler's Riverside Inn
★ Reviews →Savor fresh seafood while relaxing on the water's edge at this laid-back riverside institution that epitomizes Chesapeake Bay charm.
~1 hr📍 See location
🛏️
Hyatt Place Kent Narrows & Marina
A waterfront Hyatt Place on the Kent Narrows, with boat slips visible from the breakfast room and working watermen's boats heading out at dawn — Chester River and Eastern Shore crabbing culture surrounds you. Close to Sandy Point State Park and the Bay Bridge.
Day 2 — Colonial Beach
Day 2 — Colonial Beach
🚗 3 hr 36 min driving📍 4 stops
🌅
Morning
🚗
Drive
Sandy Point State Park → Colonial Beach
1 hr 50 min
Colonial Beach
★ Reviews →Stroll the quiet boardwalk, dig your toes into sandy shores, and embrace the nostalgic, small-town beach vibe just an hour from DC.
~1 hr📍 See location
🍽️
Lunch
🍽️ Lunch~1 hr
Wilkerson's Seafood Restaurant
A Virginia waterfront seafood institution near the Chesapeake — fresh catches and no-frills preparation that puts the focus entirely on the fish. A reliable stop for serious seafood.
4 options · tap to switch
☀️
Afternoon
🚗
Drive
Colonial Beach → Ingleside Vineyards
12 min
Ingleside Vineyards
★ Reviews →Taste crisp whites and full-bodied reds in the historic tasting room, then wander the grounds past flowering gardens. Settle into Adirondack chairs with your glass to watch the Blue Ridge Mountains shift with afternoon light.
~1.5 hrs📍 See location
🌙
Evening
🚗
Drive
Ingleside Vineyards → Dockside Restaurant & Tiki Bar
10 min
🍽️ Dinner~1 hr
Dockside Restaurant & Tiki Bar
Kick back with tropical cocktails and waterfront views in a barefoot-casual atmosphere that transports you to an island getaway without leaving the Chesapeake region.
4 options · tap to switch
🚗
Drive
Dockside Restaurant & Tiki Bar → Washington, DC
1 hr 24 min
← All Washington trips
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