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If you're cruising down the Atlantic ICW this fall, Chesapeake, Virginia, is more than just a convenient stop — it's a destination worth savoring. From culinary delights to colorful foliage, here are three reasons to drop anchor and explore this scenic city before continuing your journey south.
1. Chesapeake Restaurant Week (October 13–19, 2025)
This week only, restaurants across Chesapeake are serving up special prix fixe menus starting at just $15. From casual bites to chef-inspired dinners, it's the perfect way to sample the city's growing culinary scene. Browse participating restaurants and menus at https://www.visitchesapeake.com/restaurants/restaurant-week/
2. Fall Foliage in Full Color
Mid-October marks peak leaf season, and Chesapeake's parks and waterways offer a front-row seat to the show. Paddle the Dismal Swamp Canal, stroll the Oak Grove Lake Trail, or hike through Northwest River Park for vibrant autumn views and peaceful outdoor exploration. Learn more at https://www.visitchesapeake.com/blog/post/fall-foliage-in-chesapeake-virginia/
3. Seasonal Festivals and Family Fun
Fall brings a full calendar of events—from pumpkin picking and farmers markets to haunted trails and harvest festivals. Whether you're stretching your legs or stocking up on local goods, there's plenty to enjoy before getting back underway.
Dockage Options
Boaters will find convenient options, including full-service facilities at Atlantic Yacht Basin and two free tie-ups at Great Bridge Dock #1 and Great Bridge Dock #2—all within easy reach of restaurants, shops, and parks.
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