Lakeside Park - Blanket of Snow
Winter Fun in Chesapeake

Winter Fun in Chesapeake

Whether you’re in town to see Santa or you’re seeking to explore the twinkling lights of the city, Chesapeake is sure to delight winter travelers of all ages. 

Day One 

For an afternoon of frozen fun, grab your skates and head to Chilled Ponds Ice Sports Complex. Those interested in figure skating lessons, mastering hockey skills, or just looking for a place to glide around with friends and family, will all be impressed with this massive complex, which includes two full-sized NHL skating rinks, a pro shop filled with gear, and snack bar to eat and watch games. 

Before bed, warm up with dinner at Winston’s Cafe. As one of the area’s original businesses, you can be sure that you’ll be getting local-approved plates of spectacular dinner dishes like beef tips, steamed shrimp, and BBQ chicken. 

After a full day, check into your room at Hyatt Place Chesapeake/Greenbrier. This award-winning hotel offers free breakfast, free parking, and free WiFi. And, the cozy lobby area and snack bar is the perfect place to lounge for a bit if you do find yourself with any downtime. 

Day Two 

Wake up to an early hotel breakfast before heading to Bells Mill Park for a bit of bird watching. Chesapeake is located within the Atlantic Flyway, making it the winter destination for swans, geese, ducks, and many more migratory species. Open year-round, Bells Mill Park boasts acres of tidal marsh that attract migratory and native bird species alike and make it the perfect place to join in on the Christmas Bird Count. Many species of reptiles, amphibians, crustaceans, and fish also make their home here, so keep an eye out for all the new critter friends you’re sure to make.

With 40 bowling lanes, Bowlero Chesapeake is the perfect refuge from the chilly weather. Enjoy a craft beer or a signature cocktail as you put your bowling skills to the test. The kitchen has plenty of lunch options and if you need a little more competitive action, you can visit the arcade or shoot some pool. 

Before the night comes to a close, take a sunset stroll at Judge Eileen Olds Courtyard Park, where you can find one of the state’s giant LOVE letters installations. Created to promote travel and tourism, the artwork is an extension of the more than 50-year-old Virginia is for Lovers brand. Don’t forget to share your photos on social media using #PeakeLOVE and #LOVEVA. Finally, stop for dinner and drinks at Big Woody’s Bar and Grill.

Day Three

For a beautiful winter hike, spend your morning at Oak Grove Lake Park. Take a relaxing walk around the mostly-shaded 1.5-mile loop that circles the lake. While you’re there, look out for dog-walkers, stroller-pushers, and plenty of people fishing for trout off the dock.  

Baby, it’s cold outside. So why not head indoors for a luxury spa experience? Warm-up beneath blankets on top of a heated table at Natural Elements Spa & Salon. Book a hot stone massage or, for an extra-warm add-on service, ask for a PerfectSense Hand or Foot Paraffin treatment to keep your fingers and toes feeling nice and toasty.

If you’re not warm and relaxed enough, lunch at L&L Hawaiian Barbecue has you covered. The restaurant features traditional Hawaiian lunch plate meals like BBQ Chicken, Short Ribs, or Kalua Pork, all served with white rice and macaroni salad. One of the only four locations on the east coast, you won’t want to miss the opportunity to feast on these tropical classics.

Whether you find yourself outdoors enjoying the weather or indoors warming up with family, we know your trip to Chesapeake will be a wonderful wintry one! 

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