Plus, get personalized recommendations for quick winter getaways near you!
Winter may be here, but the fun doesn’t slow down in Woodbury. From family outings to seasonal events and easy day trips, there’s plenty around town to keep your calendar full. Just remember to double-check hours, weather updates and ticket details before heading out. And if you want even more local winter ideas, keep scrolling — you’ll find a way to get personalized suggestions based on what you love to do.
Address: 1 Independence Way, Danbury, CT 06810Phone: (203) 794-1704Details: With two indoor rinks open seven days a week, Danbury Ice Arena is a reliable winter option for casual skaters and hockey fans alike. In addition to daily public skate sessions, the arena hosts Friday night DJ Skate events with music and light effects. Check availability and reserve a skating session online.
Address: 80 Whitehall Rd, Litchfield, CT 06759Phone: (860) 567-0857Details: White Memorial Conservation Center combines a natural history museum with miles of trails across a 4,000-acre preserve. Winter visitors can enjoy peaceful walks, wildlife viewing and picnic areas, and dogs are allowed on leash. See the website for trail conditions and visitor information.
Address: 738 Main St S, Woodbury, CT 06798Phone: (203) 405-3811Details: This community-centered brewery pairs small-batch beers with live music, a full bar and an on-site mobile kitchen. Indoor seating, casual games and a family-friendly atmosphere make it a popular winter gathering spot. Visit the brewery’s website for current taproom and kitchen hours.
Address: 122 S Pomperaug Ave, Woodbury, CT 06798Phone: (203) 910-9948Details: The Golden Button hosts hands-on arts and crafts workshops along with private parties and special events. Classes are suitable for a range of ages and experience levels. Browse upcoming classes and workshops on the studio’s booking page.
Address: 5 Prindle Ln, Danbury, CT 06811Phone: (203) 942-2585Details: Thrillz combines physical challenges and digital experiences with indoor zip lines, obstacle courses, VR rides and pinball machines. It’s designed for high-energy fun regardless of the weather. View current pricing and ticket options before planning your visit.
Address: 13 Stony Hill Rd, Bethel, CT 06801Phone: (203) 744-4653Details: The Cave transforms indoor entertainment into a glow-filled experience with mini golf, laser tag, bumper cars, axe throwing and multi-level arcades. The space is built for group outings, parties and all-ages fun. Explore attractions and booking options on the venue’s website.
Address: 99 Powder Hill Rd, Middlefield, CT 06455Phone: (866) 860-0208Details: Powder Ridge offers a mix of winter activities, from skiing and tubing to a supervised snow play area designed especially for kids. Snow play sessions are available on weekends and require advance passes. Learn more and purchase winter passes online.
Address: 20 Elm St, New Milford, CT 06776Phone: (860) 350-6863Details: This professional theater company presents seasonal productions in an intimate setting just off New Milford’s town green. The winter lineup includes “The Shark Is Broken,” a behind-the-scenes look at the rocky relationship between the stars of “Jaws” and the mechanical issues they experienced on-set. The show runs Feb. 19 through Mar. 14, 2026; secure seats in advance by purchasing tickets online.
Want ideas that fit your family and your budget? Enter your ZIP code and preferences — kid-friendly, outdoor, educational and more — for winter getaway recommendations made for you.
This content is brought to our community in partnership with T-Mobile.