One of the things I love most about this corner of Virginia is that you can find genuinely memorable experiences here that you can’t replicate elsewhere — not just beautiful scenery, but the kind of activities that give kids something to talk about years later. The area has everything from an indoor rink where you roller skate for pocket change to America’s oldest continuously operating cave tour.
Below is my personal list of the most unusual, joyful, and fun family adventures within a day trip of the farm. Some are right here in Crozet; others are worth the drive.
Right Here: Crozet
Minutes from the farm
Greenwood Community Center — Roller Skating
865 Greenwood Road · Crozet, VA · Public skating: Saturday nights 6–8pm
⏱ 5 min
This is one of the most delightful finds in the area — and almost nobody from outside the community knows about it. The Greenwood Community Center, an 18-acre park just minutes from the farm, is home to the only roller-skating rink in the county, and it has been a beloved local institution since the center opened in 1950. The original grand auditorium was built with a wood-floored roller-skating rink, and it still holds skate nights every Saturday evening from 6 to 8 pm. Admission is just $3 to rent skates or $2 if you bring your own. This is genuinely one of the most fun and unexpected things you can do on a Saturday night in the area — family-friendly, buzzing with community energy, and a reminder that some of the best entertainment in America is hiding in small-town community centers.
⭐ Sarah’s Note Check before you go — Saturday night skate sessions fill up, and the community uses the space for events too. Worth calling ahead or checking the Albemarle County Parks calendar. Bring socks!
Wildrock
Near Crozet • By reservation only
⏱ 10 min
Wildrock is a one-of-a-kind outdoor nature discovery and play space that is unlike anything you’ll find in most parts of the country. Designed to get kids (and adults) genuinely immersed in unstructured outdoor exploration, it’s a beautiful, intentional space in a natural setting. Reservations are required — it’s not a drop-in experience — but that also means it never feels crowded, and the experience is all the more special for it.
Blue Ridge Tunnel — Walk Through History
Near Crozet, VA · Seasonal — summer through fall harvest
⏱ 15 min
The Blue Ridge Tunnel is one of the most unique and memorable short walks in Virginia — and almost nobody outside the area knows it exists. Built between 1850 and 1858 under the direction of the great engineer Claudius Crozet (the man the town is named after), it was hand-carved through solid granite by Irish and enslaved laborers over eight years at a cost of tremendous human effort. At 4,237 feet long, it was the longest tunnel in North America when it was completed. Walking through it today is genuinely thrilling: the tunnel is arrow-straight, so you enter one end and see a perfect circle of daylight at the other end — a half-mile away — growing slowly larger as you walk. The stone walls are rough-hewn. The air is cool and still. Water drips. It is completely, perfectly dark in the middle, which is why you bring headlamps — and why children are absolutely delighted by it.
The trail to the tunnel entrance is flat and easy — 0.4 miles from the parking area — and the tunnel walk itself is 1.1 miles end to end. Return the same way or loop back via the upper trail. Total time: about 90 minutes. Free, open year-round, and one of the best things within 15 minutes of the farm.
🔦 Essential Tips. Every person needs a headlamp or phone torch — it is completely dark in the middle, and the effect is spectacular. The Farm has a flashlight you can take with you, but you will probably want your cell phones charged up for its flashlight, too. Wear shoes you don’t mind getting slightly damp. Children aged 4 and up handle this walk easily and tend to love it intensely. The tunnel stays a cool 54°F year-round, making it a perfect summer activity.
Chiles Peach Orchard
Near Crozet, VA • Seasonal — summer through fall harvest
⏱ 10 min
One of the most beloved family outings in the area, especially from summer through early fall. Pick your own strawberries, peaches, apples, and other fruit depending on the season, then reward yourselves at the bakery and ice cream counter. The views from the orchard looking out over the Blue Ridge Mountains are spectacular, and the whole experience has the kind of unhurried, hands-in-the-dirt charm that kids carry with them. The peach ice cream in August is not to be missed.
Greenwood Gourmet Grocery — Picnic Supplies
6701 Rockfish Gap Turnpike · Crozet, VA · Wed–Sun
⏱ 5 min
Before any big day out — Monticello, a hike, a winery visit, or a drive over the mountain — stop at Greenwood Gourmet Grocery and let them make you lunch. The sandwiches are exceptional, the cheeses and local provisions are the real thing, and arriving at any beautiful outdoor spot with a Greenwood picnic basket is a very different experience than drive-through fast food. This is how you do it right. The Farm has a picnic basket in the front hall you can borrrow.
Charlottesville: Unique Experiences
About 20 minutes east
Monticello — Thomas Jefferson’s Home
931 Thomas Jefferson Pkwy · Charlottesville, VA ·
Thomas Jefferson’s stunning hilltop home is one of the genuinely great historic sites in America — and visiting it is a very different experience than reading about it in school. The architecture, the gardens, the sweeping views of the countryside Jefferson gazed at while dreaming up democracy — it’s all there. The tours are excellent and have evolved significantly in recent years to tell a fuller, more honest story of everyone who lived on this mountain. The grounds include beautiful walking trails through the kitchen gardens and orchards. A UNESCO World Heritage Site worth every minute.
IX Art Park & Through the Looking Glass
522 Second St SE · Charlottesville, VA
⏱ 25 min
IX Art Park is a wild and wonderful outdoor public art space unlike anything else in the region — sprawling murals, sculpture, fire art, community gardens, and a creative energy that makes it feel more like a neighborhood in a city you’ve never been to than anything in a small Southern town. The Through the Looking Glass art experience inside the park is genuinely unique: an immersive installation environment that takes visitors into a world that feels both fantastical and playful, perfect for kids and adults who enjoy having their sense of reality gently scrambled. Worth building an afternoon around — especially paired with a visit to the Downtown Mall nearby.
💡 What to Know: IX Art Park is free and accessible. Check ahead for Through the Looking Glass hours and ticketing — it’s ticketed separately and popular on weekends.
Movies Under the Stars: Two Drive-Ins
30–50 min from the farm
Goochland Drive-In Theater
4344 Old Fredericksburg Rd • Hadensville, VA • Open March–November
One of America’s top-rated drive-in theaters, located right off I-64 between Charlottesville and Richmond. The Goochland Drive-In is a modern facility paying genuine homage to the classic drive-in experience: first-run current releases on a proper big screen, double features, classic American concessions at incredibly affordable prices ($4.85 for a burger, $3 for a fountain drink), and a family atmosphere that’s been drawing hundreds of cars every weekend for years. Tickets are priced by the carload, which makes it a remarkable deal for families. Arrive early for a centered spot, tune your radio to the posted FM frequency, and settle in. The ice cream trailer is a major bonus. Operates Thursday through Sunday in season.
🎟 Tips Schedules are posted 4–7 days in advance on the website, with tickets going on sale Monday evenings. Arrive early — the lot fills up fast on summer weekends. No outside food or beverages.
Hull’s Drive-In — America’s Nonprofit Movie Theater
2367 N. Lee Hwy • Lexington, VA • Thurs–Sun, mid-March through October • Gates at 7pm
⏱ 45–50 min southwest
Hull’s Drive-In is genuinely one of America’s most remarkable places to see a movie — and the story behind it is as good as any film showing on its screen. Located north of Lexington, it opened in 1950 and ran for nearly 50 years until its owner passed away in 1998. Facing closure, a group of devoted community members formed “Hull’s Angels” — a non-profit — and raised $75,000 from 600 donors to buy and reopen it. Today Hull’s is the first community-owned, non-profit drive-in theater in America. It shows current family-friendly double features Thursday through Sunday from mid-March through October, at $10/car for a single feature or $20/car for a double. The concession stand is famous for its hot dogs, hamburgers, and hot buttered popcorn. Sitting under the stars with the Valley all around you, watching a movie with 300 other cars, is an experience that genuinely does not exist anywhere else.
⭐ Worth It. The double feature is the move. Gate opens at 7 pm, movie starts at dusk — plan to arrive at 7 to get a good spot and time for concessions. Lawn chairs beside the car or a blanket in the truck bed is the classic approach. Ask me about folding chairs before you go!
Worth the Drive: Day Trip Adventures
45 min – 1 hr 15 min from the farm
Grand Caverns — America’s Oldest Show Cave
5 Grand Caverns Drive • Grottoes, VA • Daily, 9am–5pm (Apr–Oct), 10am–4pm (Nov–Mar)
⏱ ~50 min west
Grand Caverns in Grottoes, Virginia, holds a distinction that few places in America can claim: it is the oldest continuously operating show cave in the United States, having been open for public tours since 1806. Over 200 years of visitors, including Civil War soldiers who left their signatures on the cave walls during the 1860s, have passed through its remarkable chambers. The cave earned its “Grand” name honestly — the formations are spectacular, with an unusual abundance of shield formations (rare disc-like structures that form against gravity) that have made it a National Natural Landmark. 70-minute guided walking tours are offered daily, suitable for families with children ages 3 and up. The cave maintains a cool 54°F year-round, making it a perfect summer escape from summer heat as well as an all-season attraction.
Beyond the cave, the park offers hiking trails, a riverside walk, mini golf, a playground, picnic shelters, and spelunking adventures for those wanting a more intense underground experience. It’s a full half-day — pair it with a stop at one of the Shenandoah Valley wineries on Route 151 on the way back for a perfect day out.
💡 Practical Tips: Reservations are strongly recommended. Bring a light jacket — 54°F feels cold after a few minutes. Children under 3 are not permitted. No strollers or wheelchairs inside the cave. About 50 minutes from Crozet heading west through Waynesboro.
Natural Bridge State Park
6477 South Lee Highway · Natural Bridge, VA · · Entrance fee ~$9
⏱ ~1 hr 10 min southwest
Once owned by Thomas Jefferson — who bought it from King George III for 20 shillings in 1774 and called it “the most sublime of Nature’s works” — Natural Bridge is a 215-foot natural limestone arch carved over millions of years by Cedar Creek. It became a Virginia State Park in 2016, and is now a National Historic Landmark. The main Cedar Creek Trail takes you right under the bridge and on to Lace Falls, a 30-foot cascade, and Salt Peter Cave. The park also has a wonderful Children’s Discovery Area — an outdoor nature classroom where kids can build forts, play on log drums, act in a mini amphitheater, and draw on a blackboard — all in a natural woodland setting. Natural Bridge State Park is also designated as an International Dark Sky Park, so ranger-led stargazing programs and lantern tours of the bridge at night are offered seasonally.
🗓 Pair It. Natural Bridge is in the same direction as Hull’s Drive-In in Lexington — consider combining both for a spectacular full day: bridge and trails in the afternoon, drive-in double feature that evening under the stars.
Frontier Culture Museum
1290 Richmond Rd · Staunton, VA
⏱ ~55 min west (Staunton)
The Frontier Culture Museum in Staunton is one of the most unusual and genuinely engaging outdoor history museums in the United States — and it’s only about 55 minutes from the farm. The museum is a working open-air site featuring authentic historic farms and structures transported piece-by-piece from West Africa, Germany, Northern Ireland, England, and early Virginia, reconstructed in the Shenandoah Valley to tell the story of the people who shaped American frontier culture. Costumed interpreters work at each farm, demonstrating 18th and 19th-century skills — blacksmithing, cooking, animal husbandry, and more. Children are often invited to participate. A full half-day easily. Staunton itself is a beautiful historic town worth exploring before or after; there is a farmers’ market downtown on summer Saturdays.
Perfect Day-Trip Combinations
- The Saturday Night Special: Weekend sandwiches from Greenwood Gourmet → Afternoon at Wildrock or Chiles Orchard → Saturday Night Roller Skating at Greenwood Community Center at 6pm.
- The Crozet History Morning: Blue Ridge Tunnel walk (15 min from farm, free, all ages, bring headlamps) → lunch at Greenwood Gourmet Grocery → afternoon at Mint Springs Valley Park or Chiles Orchard. A perfect half-day that’s entirely local.
- The Shenandoah Valley Day: Grand Caverns in Grottoes (morning tour) → lunch in Staunton or Waynesboro → stop at a Route 151 winery on the way back home.
- History & Stars Night: Natural Bridge State Park (afternoon) → dinner in Lexington → Hull’s Drive-In double feature under the stars.
- Charlottesville Immersion: Monticello (morning, book ahead) → Greenwood picnic at Mint Springs Valley Park → IX Art Park and Through the Looking Glass afternoon → dinner on the Downtown Mall.
- Drive-In East: Explore Carter Mountain Orchard or hiking near Charlottesville → head east on I-64 to Goochland Drive-In for a summer evening double feature.
- Frontier + Living History Day: Frontier Culture Museum in Staunton → explore Staunton’s beautiful downtown → drive home via the Skyline Drive overlooks at dusk.

