10 Most Fun Things To Do In Orange, Virginia

Imagine yourself at a place enjoying sun-kissed days, adventure-packed nights, and a sprinkle of funky fun; seems exciting? That’s your ticket to an unforgettable getaway to enjoy many fun things to do in Orange, VA. 

Whether you crave riverfront serenity or mountainous marvels our destinations promise a dance with delight. 

Here, you can step back in time as you stroll down Orange’s charming streets where 18th-century architecture whispers tales of yesteryears. 

If we talk about Orange’s geographical location it is located in central Virginia, USA, about 70 miles southwest of Washington, D.C., and east of Charlottesville. Every year about 2 million visitors come here to witness its beauty. 

The town proudly boasts the James Madison Museum which is a treasure trove of the fourth U.S. President’s artifacts and a captivating journey through the birth of the nation.

To make the most of your visit, consider gracing Orange with your presence during the blooming beauty of spring or the vibrant hues of fall. The months of May and October offer a sensory feast with blossoms and foliage painting the town in nature’s palette.

However, if you wish to avoid the crowds and relish a more intimate experience, plan your trip during the quieter months of January and February. 

The stillness of winter adds a serene charm to Orange that will allow you to savor its historic ambiance without the hustle and bustle.

So, pack your bags, set your compass for Orange, and let history unfold in this charming town that time forgot, whether alone or with a group of companions!

1) Montpelier – James Madison’s Montpelier

James Madison’s Montpelier is located in Virginia and was the lifelong home of the fourth U.S. president. It was constructed in the late 18th century that still stands as a symbol of Madison’s political and intellectual contributions. 

Montpelier - James Madison's Montpelier

The property underwent various modifications, evolving from a simple farmhouse to a distinguished plantation. 

Montpelier’s got the whole fantastic outdoor package! Step into history with guided tours exploring the Presidential crib of James Madison – it’s like a time-travel party. 

The lush grounds are a playground for nature lovers hosting walking trails that’ll make your sneakers dance. 

Swing by the gardens for a flowery fiesta or hit the Archaeology Lab to uncover buried secrets – who doesn’t love a good mystery?

Feel the knowledgeable air of the Visitor Center, where knowledge meets cool. Educational exhibits throw a bash on Madison’s life and legacy, keeping boredom at bay. 

Pack a picnic and groove at the picnic areas – it’s munching madness with a side of sunshine.

Montpelier caters to bookworms too – dive into their library, a haven for nerdy nirvana. Kids join the scene with scavenger hunts and outdoor escapades, turning learning into an adventure.

For those craving souvenirs and exciting things to do in Orange, VA, the Museum Shop is a treasure chest of Madison memorabilia – souvenirs that shout, “I was here, and it was awesome!” 

In a nutshell, Montpelier is where history gets a modern makeover – a funky fusion of the past and present for everyone to mingle with the Founding Fathers for fun!


11350 Constitution Highway, Montpelier Station, VA 22957, United States

2) Giant Nutcracker Head

The history of the Giant Nutcracker Head traces back to 17th-century Virginia, where intricate wooden nutcrackers became popular holiday decorations. 

Giant Nutcracker Head

The iconic soldier design, with a lever-operated jaw for cracking nuts, gained prominence during the 1800s. Today, the Giant Nutcracker Head has become an integral part of festive decor, symbolizing both Christmas traditions in Virginia. 

Here, the amenities include jumbo-sized lounges for nutcracker enthusiasts, where plush seats surround you like a nut-filled embrace.

Engage in lively nutcracker-themed games in the play area, where oversized toy soldiers stand guard. The snack bar tempts taste buds with nutty treats, from candied almonds to pistachio delights. 

Venture outdoors to the Nutcracker Garden, where gigantic nuts hang from trees, creating a surreal ambiance. The on-site shop sells quirky Nutcracker merchandise, perfect for souvenir seekers. Join the nutty dance parties hosted under the twinkling lights, bringing joy to all.

With a blend of festive cheer, giant nutcracker wonders, and best things to do in Orange, VA, Nutcracker facilities offer an enchanting escape. Whether you’re a nut fan or a casual visitor, experience a nutty good time.


268 Blue Ridge Drive, Orange, VA 22960, United States

3) Great Wall Restaurant

The Great Wall Restaurant, established in 1978, is a renowned Chinese eatery that chef Irene Tsang founded; the restaurant quickly gained acclaim for its authentic Chinese cuisine and warm atmosphere. 

Great Wall Restaurant

Over the years, the Great Wall Restaurant has become a local favorite, known for its delectable dishes, including Peking duck and General Tso’s chicken. 

The establishment’s commitment to quality ingredients and exceptional service has solidified its reputation as a staple in the community, showcasing the enduring appeal of Chinese culinary traditions in the American dining landscape.

The Great Wall Restaurant is not just a place to feast; it’s a hub of joy! With cozy seating and vibrant decor, the ambiance here is as delightful as the flavors bursting in your mouth. Slide into their comfy booths or grab a table because your comfort is their priority.

Their facilities include free Wi-Fi, ensuring you can share your culinary adventure instantly while feeling like a royal with the impeccable customer service that caters to your every whim. 

The restaurant boasts an extensive menu, promising a flavor fiesta for every palate. From sizzling stir-fries to mouthwatering dim sum, their kitchen is a haven for food enthusiasts.

Explore their selection of specialty drinks, from exotic teas to refreshing mocktails, or capture your unforgettable moments at their Instagram-worthy corners and let your social media sparkle with #GreatWallMemories.

For added adult things to do in Orange, VA, spice up your dining experience with their monthly trivia nights or karaoke parties, or you can also discover the chef within you by joining their occasional cooking classes. 

The Great Wall Restaurant is not just a meal; it’s a memorable journey filled with flavors, laughter, and shared moments that linger in your heart.


555 North Madison Road, Orange, VA 22960, United States

4) Orange County Historical Society

The Orange County Historical Society (OCHS) was founded in 1919 and is dedicated to preserving and promoting the region’s rich history. Over a century, OCHS has played a crucial role in documenting and celebrating Orange County’s cultural heritage. 

Orange County Historical Society

Through exhibits, publications, and events, the society has highlighted the area’s transformation from agricultural beginnings to a dynamic urban center. 

Step into the Orange County Historical Society’s world, where the facilities boast an archival wonderland with shelves lined with time’s tales! Feel the historical vibe as you explore exhibits transporting you from orange moments to modern marvels. 

The amenities? Oh, they’re top-notch! Immerse yourself in cozy corners with comfy chairs for the bookworm in you. But wait, there are more cheap things to do in Orange, VA! Dive into the interactive zones, where history isn’t just a story; it’s an experience. 

If you need a break, the courtyard whispers tranquility, a peaceful haven for contemplation, or a delightful chat with fellow time travelers. And yes, we’ve got a snack corner because history munchers are a real thing after a long, tiring day.

Now, onto the fun – it’s a carnival of historical joy! Join themed events that dance through decades, from roaring ’20s soirées to ’80s nostalgia nights. 

Workshops? Absolutely! Craft your time capsule or channel your inner archaeologist. From family-friendly fun to solo exploration, the Orange County Historical Society is a historical playground where every nook sparks curiosity, and every cranny hides a gem. 

So, ready to dance with the past?


3101 W Harvard St, Santa Ana, CA 92704, United States

5) Main Street Tavern

Main Street Tavern, established in 1850, was originally a gathering spot for weary travelers during the Gold Rush era that evolved into a popular meeting place for locals. 

Main Street Tavern

It has survived various renovations and ownership changes that witnessed the town’s growth, becoming a hub for social and political discussions. 

Today, Main Street Tavern stands as a historic landmark, blending traditional charm with modern amenities, serving as a testament to the town’s enduring spirit and the evolving tapestry of its past.

The joints of the Main Street flaunt a cozy lounge area, perfect for chilling with friends. The outdoor patio, surrounded by lush greenery, offers primo vibes for sipping cocktails under the stars.

Amenities include a retro-style jukebox, cranking out tunes that’ll make your hips sway involuntarily. At the same time, the vintage pool table invites patrons to showcase their cue ball finesse while engaging in friendly banter.

For grub enthusiasts, the kitchen whips up mouthwatering bites, from classic burgers to funky fusion dishes that’ll make your taste buds dance a jig. 

The fully stocked bar ensures libation satisfaction with aduly things to do in Orange, VA, mixing up signature cocktails that are liquid poetry.

Fun transcends the ordinary with themed nights like ‘Throwback Thursdays,’ where patrons can flaunt their retro attire. Live music sessions add a symphony of excitement to the joint, transforming it into a lively spectacle. 

In a nutshell, Main Street Tavern provides a kaleidoscope of experiences, blending nostalgia with contemporary coolness for a memorable rendezvous with friends and flavor.


110 East Main Street, Orange, VA 22960, United States

6) Jack’s Shop Kitchen

Jack’s Shop Kitchen, established in 1947, began as a small family-owned eatery in the quaint town of Orange. It specialized in hearty home-cooked meals that quickly gained a reputation for its welcoming atmosphere and delicious comfort food. 

Jack's Shop Kitchen

Passed down through generations, Jack’s Shop Kitchen became a local institution, attracting both locals and travelers seeking a taste of nostalgia. 

With a commitment to quality and community, the kitchen thrived, leaving a flavorful legacy that continued to define the essence of Jack’s Shop Kitchen even as it embraced the modern dining landscape.

Step into Jack’s Shop Kitchen, where cozy air meets culinary delights! Their facilities boast a charming retro diner ambiance, perfect for savoring mouthwatering dishes. 

Enjoy the convenience of ample parking, making your visit a breeze. Amidst bites, dive into their fun-filled things to do in Orange, VA. The jukebox will transport you through musical eras, creating a lively backdrop for your meal. 

Swing by the game corner for some friendly competition or challenge your pals to a game of retro pinball or board games! You can also snap Insta-worthy pics of your feast against the backdrop of our vintage neon sign.

But wait, there’s more! Engage in interactive cooking classes, unleashing your inner chef. At Jack’s Shop Kitchen, they’re not just serving food; they’re curating an experience. 

From classic flavors to lively activities, every visit promises a delightful journey into culinary joy and retro fun!


14843 Spotswood Trail, Ruckersville, VA 22968, United States

7) The Arts Center in Orange

The Arts Center in Orange was originally established as a community hub for artistic expression that evolved into a cultural landmark. 

The Arts Center in Orange

Over the years, the center has hosted diverse events, including exhibitions, performances, and workshops, fostering a vibrant artistic community. 

Its architecture reflects the changing styles of the times, preserving a visual timeline of cultural shifts. With a commitment to inclusivity, the Arts Center has adapted to embrace various forms of art, from traditional to contemporary.

The Arts Center in Orange is a wild maze of creativity, boasting state-of-the-art facilities like interactive studios and mind-bending galleries. 

You can also dive into workshops that pop with color, where paint splatters meet imagination in a collision of awesome chaos. Get hands-on in the sculpture garden, where artistic wonders come to life with a touch of whimsy.

Need a breather? Chill in the funky lounge, where lively tunes and comfy moves await. Feeling peckish? The café is a taste bud carnival, serving up treats that dance on your palate like a flavor fiesta.

For thrill-seekers, the rooftop terrace offers panoramic views that will make your heart do the cha-cha. And if you want to jazz up your wardrobe, the Artsy Boutique is a treasure trove of eclectic fashion finds that scream, “Wear me and be fabulous!”

Bring the little ones for artsy playdates at the Kid’s Corner, a magical realm of laughter and creative madness. And when the sun sets, the outdoor arena transforms into a cosmic stage, hosting celestial performances that’ll make your spirit boogie. 

The Arts Center in Orange is not just a place; it’s a kaleidoscopic carnival of artistic awesomeness waiting to paint your world with joy!


129 East Main Street, Orange, VA 22960, United States

8) Rapidan River Kayak Company

Rapidan River Kayak Company, founded in 2008, traces its roots to Virginia, USA. It was established by avid kayakers who aimed to share the joy of paddling on the scenic Rapidan River. 

Rapidan River Kayak Company

Over the years, they’ve become synonymous with outdoor adventure, offering kayak rentals and guided tours. Their knowledgeable guides provide insights into the region’s ecology and history during immersive excursions. 

At Rapidan River Kayak Company, you’ll find cool kayak rentals that’ll have you gliding on the water like a river ninja. 

The base camp is like a haven for adventurers, boasting picnic spots under the sun-soaked trees. They’ve also got snazzy changing rooms so that you can transform from a land explorer to a water wizard with ease.

For the hungry folks, there’s a food nook where you can refuel after conquering the river rapids, and the good news is you can also bring your bites or snag some snacks on-site – the choice is yours! 

And guess what? They’ve got comfy campfires for cozy marshmallow toasting sessions, turning your day from kayaking cool to downright hot!

If you’re a wildlife whiz, keep those peepers peeled for birds and critters doing their river dance. Feeling like a chill day? Kick back in a hammock garden and sway with the breeze with the ultimate lazy river vibe, enjoying outdoor things to do in Orange, VA. 

So, whether you’re a thrill-seeker, a nature nerd, or just looking to soak up some sunshine, Rapidan River Kayak Company is your ticket to a wild water wonderland!


884 Indian Hollow Rd, Bentonville, VA 22610, United States

9) Skydive Orange

Skydive Orange, located in Orange, was established in 1977, standing as one of the oldest US drop zones. The drop zone boasts a vibrant community and has been a hub for skydiving enthusiasts, offering training and tandem jumps. 

Skydive Orange

With picturesque views of the Blue Ridge Mountains, it continues to be a cherished location for those seeking the thrill of freefall.

Well, it is more than just a jump spot; it’s a thrill seeker’s haven! The facilities boast top-notch gear, ensuring you soar the skies in style while being surrounded by scenic landscapes, setting the stage for an unforgettable adventure.

Amenities? Think cozy lounges where adrenaline lovers swap tales, creating a vibrant atmosphere with the experienced staff, who’re not just instructors; they’re your partners in gravity-defying escapades. 

Safety is the name of the game here; they’ve got your back—literally! And when you’re not defying gravity, the fun doesn’t stop. 

Toss a frisbee on the grassy fields or challenge your new skydiving buddies to a game of cornhole. Need a breather? The snack bar fuels you up for the next round of excitement. Also, check out the video editing station to create a share-worthy montage.

Skydive Orange isn’t just about jumping; it’s about creating memories, forming friendships, and embracing the adrenaline-packed lifestyle. 

Whether you’re a seasoned pro or a first-timer, this spot ensures your day is filled with thrills, laughter, and a touch of funky flair with many lively things to do in Orange, VA!


11269 Hangar Road, Orange, VA 22960, United States

10) James Madison Museum

The James Madison Museum is dedicated to the fourth U.S. President, James Madison, and was established in 1986, showcasing Madison’s life and contributions to American history. 

James Madison Museum

The museum is situated in the 1833 Orange County Courthouse, a National Historic Landmark. Visitors explore artifacts, documents, and personal items, gaining insights into Madison’s intellectual influence on the nation’s founding. 

When you roll up to the James Madison Museum, get ready for a wild ride! The vibes are historic, with an epic 1833 courthouse turned museum – it’s like time travel, buddies! 

But hold up, it’s not just about dusty old stuff. The museum hooks you up with amenities and historical things to do in Orange, VA, like guided tours that spill all the juicy deets about Madison’s Constitution game and his War of 1812 hustle. 

And guess what? The place is a National Historic Landmark – major flex! Now, if you’re feeling like a VIP, the museum’s got your back with events and exhibitions that’ll blow your mind. 

And wait for it – the Orange County cultural scene gets its spotlight, adding a local twist to the party. So, whether you’re into history, epic vibes, or just down for a good time, the James Madison Museum is your one-stop shop for a legendary experience!


129 Caroline Street, Orange, VA 22960, United States

Best Hotels To Stay In Orange, VA 

  • The Inn at Willow Grove
  • Holladay House Bed and Breakfast
  • The Mayhurst Inn
  • Comfort Inn & Suites Orange – Montpelier
  • The Light Well Inn
  • Chestnut Hill Bed & Breakfast