Why people come
Raise a glass to adventure in Kent County, Maryland!
Uncork the Charm: Explore Kent County’s Wineries
Raise a glass to adventure in Kent County, Maryland, where rolling vineyards, rustic charm, and bold flavors await! Start your tasting journey at Crow Vineyard & Winery, a stunning farm winery where vines meet views. Savor award-winning wines crafted from estate-grown grapes and immerse yourself in the laid-back elegance of this family-run gem—don’t miss their seasonal festivals and farm-to-table events!
Next, head to Lands Point Winery and Vineyards, a hidden treasure offering handcrafted wines in a picturesque setting. Sip on small-batch vintages while soaking in live music, waterfront breezes, and a warm, welcoming atmosphere that captures the spirit of the Chesapeake.
Round out your tour in charming Chestertown at Casa Carmen Wines, where thoughtful craftsmanship and inviting ambiance come together. Enjoy unique blends and vermouth in a cozy tasting room that’s perfect for relaxing with friends or discovering a new favorite bottle. Visit kentcounty.com/visitors for more information.
Come thirsty—Kent County is pouring perfection!
How it feels
Vibes are what a place feels like rather than what it holds. 5 picked for this destination, and each one is a way on to everywhere else that shares it.
Sip & Savor
Uncork exquisite flavors at Kent County's renowned wineries, where each sip tells a story of the land. As the season turns, immerse yourself in farm-to-table events and wine tastings that celebrate local craftsmanship.
Small-Town Charm
Stroll through Kent County's quaint towns filled with independent boutiques and seasonal festivals that bring the community together. While summer warmth lingers, discover the warm hospitality and unique local experiences that define this charming destination.
Nature Escape
Reconnect with nature as you explore Kent County's serene landscapes and tranquil waterways. Before the leaves change, embark on peaceful walks or scenic drives that showcase the region's natural beauty.
Arts & Soul
Discover the creative heartbeat of Kent County, where local art galleries and cultural events celebrate the region's artistic spirit. As cooler days roll in, enjoy art walks and showcases that highlight the talent of local artists.
Hidden Gems
Uncover the hidden treasures of Kent County, where unique local attractions and charming sites await your discovery. At the tail end of summer, venture off the beaten path to experience authentic community culture and remarkable finds.
What’s here
15 things to do within reach. Every one is a filter in search, so each is a way on to everywhere else that has it.
Finding your way
400 High St 3rd Floor, Chestertown, MD 21620
Everything you’re requesting 0
The official visitor guide — free, mailed to you by the destination's own tourism office. No booking, no cost.
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