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Charlottesville, Virginia summer bucket list

Charlottesville Summer Bucket List

We may be biased, but we consider Charlottesville to be the absolute best location to spend your summer. Summer in Charlottesville includes all of the quintessential summer activities like hiking, camping, and canoeing, while also incorporating some uniquely c’ville events that locals look forward to all year long. Keep reading for the ultimate Charlottesville Summer Bucket List, complete with items for every day of the week.

Monday: Pick-your-own peaches at Chiles Peach Orchard
You know the type of summer day where your clothing sticks to your perspiring skin and intermittent gusts of wind are a saving grace against the heat? Yeah, summer days in Virginia are often just like that. Do yourself a favor and head to Chiles Peach Orchard bright and early in the morning. Pick sweet and juicy peaches long before the sun is at its peak, and enjoy them as a midday snack—the taste, a welcome reward and relief from those afternoon rays.

Tuesday: Fralin Museum of Art at the University of Virginia and Thomas Jefferson’s Monticello
There is no better way to experience Charlottesville than by exploring the classics. Tourist or longtime local, taking a deep dive into the historical and cultural scene here in Charlottesville is the perfect kickoff to your summer vacay. The Fralin Museum of Art offers free admission with over 14,000 items in its permanent collection. And we’d be remiss not to advocate for a trip to Thomas Jefferson’s Monticello. Spend time touring the Monticello main house, explore the gardens, and get to know Charlottesville’s most notorious Founding Father.

Wednesday: Hot Air Ballooning along the Blue Ridge Mountains
There’s an unquestionable magic that accompanies the experience of seeing hot air balloons floating above. In Charlottesville, Monticello Country Ballooning makes that lifelong dream of hot air ballooning amongst the Blue Ridge Mountains a reality. This one will require getting up and out in the early morning hours, which we know goes against every vacation rule, but trust us, it is worth it.

Thursday: Thursday Evening Sunset Series at Carter Mountain Orchard
Bring a lawn chair and a picnic blanket and head up to Carter Mountain Orchard for their Thursday Evening Sunset Series. Golden hour spent sipping on Carter Mountain wine and Bold Rock Hard Cider is exactly the thing a proper summer vacation needs! Choose from your pick of food trucks and enjoy the live music to capitalize on the relaxing vibes.

Friday: Fridays After Five on the Downtown Mall
For over 30 years, Fridays After Five has been rockin’ and rollin’ on the Downtown mall every spring and summer. Fridays After Five is colloquially recognized as Charlottesville’s favorite live music series. Jam out with local bands at Ting Pavilion and maybe even hang around a little while to enjoy one, or more, of the amazing restaurants on the Downtown mall.

Saturday: Farmers’ Markets
Charlottesville is known for its farm-to-table culture. A short drive in any direction from the city center will likely reveal various farms and orchards selling locally grown goods. All around the city, restaurants boast farm-to-table meals and the temperate climate and fertile soil provide ideal conditions for growing your own fruits and veg. Which is why we definitely recommend taking advantage of Charlottesville’s many farmers markets during any visit here. On Saturday morning, grab your biggest tote bag and an equally large appetite and head to Downtown, IX Art Park, Meade Park, or Hollymead Town Center to get your farmers’ market fix!

Sunday: Roseland Polo at King Family Vineyards
After a busy week of getting out and about, it’s time for some much needed r&r to round out a successful week of Charlottesville exploring. Wine down your week with a visit to King Family Vineyards and enjoy their Sunday Roseland Polo matches. Even knowing virtually nothing about polo (besides flowy dresses, sun hats, and day drinking of course) this event is such a great way to enjoy a Sunday afternoon and is a must-do when visiting Charlottesville. Bring sunglasses, charcuterie-style snacks, and allot yourself at least two hours to watch the polo ponies strut their stuff across the field.

Whether you’re planning to visit Charlottesville for a few weeks or a few hours, we hope you’ll use our Charlottesville Summer Bucket List as a guide to exploring the wonderful city of Charlottesville. For any additional information on any of these events, or if you’d like to know more about what to do in Charlottesville, our agents are very knowledgeable about the area and can help you uncover all the wonders of Charlottesville. Get in touch with a member of our team by clicking the “Let’s Connect” button above!


Posted on June 7, 2022

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    Jul 11

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    🚨 Welcome to REAL, Ryan! 🚨 

Please help me give a warm welcome to @ryanburksrealtor, one of the newest additions to our REAL family!

Ryan is a seasoned agent in Waynesboro, VA, with a background in homebuilding and a true heart for helping people navigate their real estate journey. We first connected at a conference years ago, and since then, Ryan’s been a familiar face—showing up to classes, webinars, and implementing what he’s learned. 🙌🏼

When he reached out recently for mentorship and alignment with REAL, I was deeply honored. It’s agents like Ryan—committed, community-driven, and collaborative—who are helping us grow something really special in the Shenandoah Valley and beyond.

✨ Stay tuned as we announce even more incredible agents joining our REAL crew this month!

Curious why so many top agents are making the move to @realbrokerage?
Wondering if now is the time to align with a modern brokerage model that actually works for you?

📩 DM me—I’d love to share more.

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    Jul 11

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    JUST LISTED | 🏠 824 Nassau Street Charlottesville VA 22902 | MLS #666775 | $299,000 | 🛏️ 4 bed 🛁 2 full bath | 🎉 OPEN HOUSE Saturday, July 12th from 11 AM - 1 PM!

This 4-bedroom, 2-bath attached home offers an open main level with a spacious kitchen and living area that’s perfect for entertaining. A convenient first-floor bedroom adds flexibility for guests, a home office, or multi-generational living. 

Upstairs, you'll find three additional bedrooms, a full bathroom, and a laundry room— 2 bedrooms have been freshly painted! Whether you’re looking to walk to your favorite Belmont restaurants or grab a quick coffee downtown, this location can’t
be beat. 

 📩 Email showings@storyhouseRE.com with questions!

 #Charlottesvillerealestate #StoryHouseRealEstate #StoryHouseRE #startyournextstory #comingsoon #Charlottesville #StartYourStoryWithUs
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    Jul 8

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    🏡 Just Hit the Market! ✨

Two stunning new listings, each with its own irresistible appeal, are now available!
Your next dream home might be one tour away. Let’s go see them!

JUST LISTED | 🏠 34 Zephyr Road Palmyra VA 22963 | MLS #666386 | $375,000 | 🛏️ 3 bed 🛁 2 full bath | 🎉 OPEN HOUSE Sunday, July 13th from 11 AM - 1 PM!

JUST LISTED | 🏠 2777 Peppervine Court Charlottesville VA 22911 | MLS #666469 | $725,000 | 🛏️ 5 bed 🛁 3 full/ 1 half bath | 🎉 OPEN HOUSE Saturday, July 12th from 12 PM - 2 PM!

📩 Email showings@storyhouseRE.com with questions!

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    Jul 4

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    COMING SOON | 🏠 2777 Peppervine Court Charlottesville VA 22911 | MLS #666469 | $725,000 | 🛏️ 5 bed 🛁 3 full/ 1 half bath | 🎉 OPEN HOUSE Saturday, July 12th from 12 PM - 2 PM!

Located in the highly desirable FOREST LAKES SOUTH community, this 5-bedroom, 3.5-bath home is ideal for both everyday living and entertaining. The beautifully updated kitchen features RECYCLED GLASS Countertops, new CABINETS, SINK, BACKSPLASH, and APPLIANCES - all filled with NATURAL LIGHT and opening to the inviting family room. From there, step out to a lovely SCREENED-IN PORCH perfect for relaxing!

 A dedicated HOME OFFICE adds flexibility for remote work or study. Upstairs, you'll find a SPACIOUS PRIMARY SUITE with a PRIVATE BATH, THREE additional bedrooms, and a FULL hall bath. The FINISHED BASEMENT includes a 5th bedroom, a LARGE REC ROOM perfect for game nights or movie marathons, and a BONUS ROOM ideal for a gym, studio, or creative space. Enjoy peace of mind with a NEW ROOF (2021) Situated at the end of a quiet CUL-DE-SACand within WALKING DISTANCE to both the Elementary and Middle SCHOOLS, this home truly has it all!!

 📩 Email showings@storyhouseRE.com with questions!

#Charlottesvillerealestate #StoryHouseRealEstate #StoryHouseRE #startyournextstory #comingsoon #Charlottesville #StartYourStoryWithUs
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    From all of us at Story House, wishing you and your loved ones a joyful, safe, and spark-filled 4th of July!

🇺🇸 Happy Birthday, America! ✨

#FourthofJuly #4thofJuly #America #Holiday #StoryHouseRE #StoryHouseRealEstate
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