Restaurant · Chesapeake
Winston's Cafe
$$
Why Scout picked it
Winston's Cafe is suitable for an evening meal or drinks with live music, costing around $20-40 per person. It can serve as a relaxed dinner spot or a casual hangout for cocktails.
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Tours near Winston's Cafe
Bookable experiences within about 15 miles of Winston's Cafe.
Sunset Dolphin Kayak Tours
4.8 (514)2 hr14.7 mi awayFrom $68
See details for Sunset Dolphin Kayak Tours
Small Group Dolphin Kayak Eco-Tour
4.8 (391)2 hr14.8 mi awayFrom $68
See details for Small Group Dolphin Kayak Eco-Tour
Virginia Beach Boardwalk History Tour
4.0 (1)1 hr14.8 mi awayFrom $20
See details for Virginia Beach Boardwalk History Tour
Owl Creek Landing Forest Adventure Experience Ticket
2.0 (1)1.5 hr13.6 mi awayFrom $23
See details for Owl Creek Landing Forest Adventure Experience Ticket
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While you're nearby
Scout verified August 2026
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Where to stay
Hotels near Winston's Cafe
Find a place to stay within a short drive of Winston's Cafe.
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