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2110 Ivy Road   |   Charlottesville, VA 22903
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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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    Jun 24

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    Open post by storyhousere with ID 17914015353107575
    COMING SOON | 🏠 608 Davis Avenue Charlottesville VA 22901 | MLS #666120 | $700,000 | 🛏️ 3 bed 🛁 3 full bath | 🎉 OPEN HOUSE Sunday, June 29th from 12 PM - 2 PM!

Experience the ease of one-level living in this well-maintained brick rancher, ideally located just off Route 250 and less than a mile from downtown Charlottesville. Enjoy the perfect blend of city convenience and neighborhood charm! Step outside and take advantage of walkable access to Unity Field—right across the street—for a casual soccer game or some playtime with your dog. Northeast Park is just around the corner, offering even more green space and recreation.

Inside, you'll find timeless features including two cozy wood-burning fireplaces, a sunroom just off the kitchen, and aprimary bedroom with en suite bath. The spacious, nearly level backyard includes a storage shed and is perfect for gardening, entertaining, or simply relaxing. Downstairs, a large basement rec room with a built-in vintage bar invites fun and flexibility. There’s also ample unfinished space ideal for storage, a workshop, or your favorite hobbies.

With plenty of off-street parking, this home truly has it all—space, charm, and an unbeatable location. Don’t miss your chance to own a classic Charlottesville home!

 📩 Email showings@storyhouseRE.com with questions!

 #Charlottesvillerealestate #StoryHouseRealEstate #StoryHouseRE #startyournextstory #comingsoon #Charlottesville #StartYourStoryWithUs
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    Jun 23

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    Open post by storyhousere with ID 18091783126617845
    🏆 LAST CALL, C-VILLE! 🏡

Voting for Best of C-VILLE 2025 ends TUESDAY, JUNE 25 — and guess what? We’re nominated under Real Estate Company! 🎉

We’re honored to serve a city we love, and this recognition means the world. If our team has helped you find home, build legacy, or simply feel more rooted in Charlottesville — we’d be so grateful for your vote.

✨ It’s not too late to vote — just hit the link and show some local love:
🔗 https://bestof.c-ville.com/2025/real-estate-company

Let’s bring this one home together. 🏡

 #BestofCVILLE #CharlottesvilleStrong #VoteLocal #RealEstateWithHeart
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    Jun 19

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    Open post by storyhousere with ID 18082297618834584
    OUR FEATURED LISTING THIS WEEK!

Still Available — But Not for Long! 🏡✨

Ready to fall in love? These featured properties offer a little something for everyone—wooded privacy, neighborhood charm, and low-maintenance living in prime locations. Whether you're upsizing, downsizing, or just daydreaming, one of these might be the one.

Take a peek, pick your favorite, and let's get you home!

FEATURED LISTING | 🏠 820 Swede St Charlottesville VA 22901 | MLS #665347 | $500,000 | 🛏️ 3 bed 🛁 2.5 bath | 🎉 

FEATURED LISTING | 🏠 83 Mossy Creek Court Zion Crossroads VA 22942 | MLS#665020 | $700,000 | 🛏️ 4 bed 🛁 3 bath | 🎉 OPEN HOUSE Sunday, June 15th from 1 PM - 3 PM!

FEATURED LISTING | 🏠 1261 Old Trail Drive Crozet VA 22932 | MLS#665019 | $579,900 | 🛏️ 3 bed 🛁 3.5 bath | 🎉 

FEATURED LISTING | 🏠 4760 Bluejay Way Charlottesville VA 22911 | MLS#665043 | $375,000 | 🛏️ 3 bed 🛁 3.5 bath | 🎉 OPEN HOUSE Saturday, June 14th from 12 PM - 2 PM!

FEATURED LISTING | 🏠 1184 Partridge Lane Charlottesville VA 22901 | MLS#664253 | $385,000 | 🛏️ 3 bed 🛁 3 bath | 🎉 

FEATURED LISTING | 🏠 127 Kathys Lane Troy VA 22974 | MLS#664146 | $500,000 | 🛏️ 4 bed 🛁 2.5 bath | 🎉 

FEATURED LISTING | 🏠 4286 Sunset Drive Charlottesville VA 22911 | MLS#664112 | $500,000 | 🛏️ 3 bed 🛁 2.5 bath | 🎉 

NEW PRICE | FEATURED LISTING | 🏠 6183 Spring Hill Rd Ruckersville VA 22968 | MLS #663532 | $315,000 | 🛏️ 3 bed 🛁 2.5 bath | 🎉

FEATURED LISTING | 🏠 5077 W Hoover Road, Reva, Virginia 22735 | MLS#662321 | $775,000 | 🛏️ 4bed 🛁 4 full/ 2 half bath | 🎉 

📩 Email showings@storyhouseRE.com with questions!

 #Charlottesvillerealestate #StoryHouseRealEstate #StoryHouseRE #startyournextstory #comingsoon #Charlottesville #StartYourStoryWithUs
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    Jun 19

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    Open post by storyhousere with ID 18085972048679141
    ✨ Just Listed ✨

Three incredible homes, each with their own unique charm, all hitting the market this week! Whether you’re looking for privacy in the woods, charm in a favorite neighborhood, or convenience close to it all, we’ve got you covered.

JUST LISTED | 🏠 4260 Sylvan Lane Charlottesville VA 22911 | MLS #665831 | $475,000 | 🛏️ 4 bed 🛁 2 full/1 half bath | 🎉 OPEN HOUSE Saturday, June 21st from 11 AM - 1 PM!

JUST LISTED | 🏠 295 Homestead Lane Charlottesville VA 22902 | MLS #665835 | $500,000 | 🛏️ 3 bed 🛁 2 full bath | 🎉 OPEN HOUSE Sunday, June 22nd from 12 PM - 2 PM!

JUST LISTED | 🏠 1103 Mill Park Drive Ext Charlottesville VA 22901 | MLS #665911 | $350,000 | 🛏️ 3 bed 🛁 2 full/1 Half bath | 🎉 OPEN HOUSE Saturday, June 21st from 12 PM - 2 PM!

📩 Email showings@storyhouseRE.com with questions!

 #Charlottesvillerealestate #StoryHouseRealEstate #StoryHouseRE #startyournextstory #comingsoon #Charlottesville #StartYourStoryWithUs
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    Jun 18

    3 0
    Open post by storyhousere with ID 18088867180632515
    COMING SOON | 🏠 1103 Mill Park Drive Ext Charlottesville VA 22901 | MLS #665911 | $350,000 | 🛏️ 3 bed 🛁 2 full/1 Half bath | 🎉 OPEN HOUSE Saturday, June 21st from 12 PM - 2 PM!

Welcome to this well-cared-for 3-bedroom, 2.5-bathroom condo ideally located along the convenient Route 29 corridor in the Brookmill community. This home features a highly functional floor plan with a spacious and inviting living area. Enjoy the charm of a cozy den complete with a wood-burning fireplace. The kitchen offers a warm, welcoming feel with plenty of cabinet space and easy access to the main living areas. Step outside toyour private outdoor deck, perfect for morning coffee or an evening meal.

Upstairs, the generous owner’s suite includes a large closet and a private ensuite bathroom. Two additional bedrooms and a full bath offer flexibility for guests, home office, or hobbies. With its combination of comfort, space, an unbeatable location near shopping, dining, and commuter routes, this Brookmill home won’t last long!

 📩 Email showings@storyhouseRE.com with questions!

 #Charlottesvillerealestate #StoryHouseRealEstate #StoryHouseRE #startyournextstory #comingsoon #Charlottesville #StartYourStoryWithUs
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    STORY HOUSE REAL ESTATE
    2110 Ivy Road
    Charlottesville, VA 22903
    Phone: (434) 260-1435
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