Charlottesville Bachelorette Weekend

I recently threw my sister-in-law a bachelorette weekend in Charlottesville, Virginia, complete with winery tours, unicorn pool floats and pint mimosas.

The whole trip was a absolute blast, and if you’re looking to find the perfect spot for a low-key bachelorette weekend, Charlottesville is the place for you!



We arrived at our rental house for the weekend, The White Elephant Inn, on Friday morning. One thing I loved about this rental was the 10 AM check in time – super ideal for making the most of a three-day weekend.

We unpacked and decorate the house as quickly as we could, since we had a 12 PM pick up time for our winery tours. A great thing to keep in mind for a Charlottesville bachelorette weekend is that the wineries are very packed on the weekends. If you can, definitely schedule your winery tours for a Friday, rather than Saturday or Sunday.

I had made each of the girls a little “goodie bag” for the trip that included candy, gum, a mini bottle of wine, a Kind Bar and some fun sunglasses, all put together in stadium cups I designed at These cups were perfect to use throughout the weekend and make a great bachelorette party favor you know your guests will actually use again!


Our first stop was King Family Vineyards in Crozet, which was about a 25-minute ride from our house. The views were breathtaking, and the wine was even more amazing! The group did a tasting to kick off the day, and everyone was obsessed with the Viognier, as well as the vineyard’s special Crosé.



Another great thing about most of the Charlottesville vineyards and wineries is that they allow you to bring your own food, so we packed plenty of cheese and crackers, popcorn and treats to enjoy with a few bottles.

We were able to get an employee to get a group photo, but of course it wasn’t until long after we had taken it that we realized her finger had gotten in the top of the frame!


I had to get my sister-in-law a special present for her weekend, so I opted for a “bride” wine glass she could use during our winery day! I purchase this Bride decal from Etsy, and then just applied it to a wine glass from Target for a super affordable but completely adorable gift.


After King Family Vineyard, we headed to Stinson Vineyards, which is much smaller than King Family, but a very cute and rustic atmosphere.

Photo courtesy of

We did another tasting here and stayed to enjoy a glass before heading to our final destination. Luckily our driver for the day was kind enough to snap another group photo of us with Stinson’s gorgeous views, and no fingers made an appearance this time!


Our last stop of the day was Glass House Vineyards, which I’m pretty sure is the coolest vineyard I’ve ever been to.


The tropical vide inside is so different from any other winery or vineyard I’ve been to and definitely added a fun and festive feel to our day! As you can tell by the photos, all of our wine was hitting us hard by this last stop…


We finally decided we had had our fill of wine and headed back to The White Elephant Inn for an evening of pizza and a night swim in our gorgeous pool.


We all woke up Saturday feeling pretty exhausted from our marathon of wine drinking the day before. Luckily, it was an absolutely gorgeous day and we took full advantage of our infinity pool after a homemade breakfast of bagels, eggs and fruit.

I’m not even lying when I say we spent the entire day in the pool – like from 9 AM to 5 PM! We had stocked the house with Costco treats including champagne, chips and salsa, popcorn and more, so it was fairly easy to just lounge the entire day. We did a late lunch of Jimmy John’s Sandwiches to help counteract the alcohol, and luckily our house was just a quick drive to many other grocery stores and restaurants too.

While our house did come with a great variety of pool floats, we also brought a few with us, so the options were overwhelming!




Also – no bachelorette is complete without a custom Snapchat geofilter, and this one from Etsy was absolutely perfect for our bride-to-be!

While some large floats can be very expensive, I was able to score this flamingo float on Amazon for $26.

IMG_4869 2

Once we all showered and changed, we headed to downtown Charlottesville for dinner at Red Pump Kitchen, which was an absolutely adorable restaurant! Their pasta was incredible, and they even helped create a special pizza for one of our girls who is vegan – so sweet!


After our insane dinner, we walked over to the Commonwealth SkyBar, which is really more of a college-dive bar, but just outside. The atmosphere was super fun though and we all had a few more drinks before headed home. The sun – and drinks – had certainly hit up hard after such a long day and none of us felt guilty about getting to bed a little earlier than we had planned.


For our final bachelorette weekend outing, we headed to Fig Bistro for an incredible brunch. You certainly cannot beat their $2 pint mimosas!



Their Oreo Pancakes were certainly tempting, but we all stuck to favorites like avocado toast and chorizo hash, plus almost everyone ordered an extra side of their buttermilk biscuits!


After brunch we all headed back home, which for most of us was only a 90-minute drive. Charlottesville is truly the perfect getaway spot and made for the most memorable weekend!

I will actually be going to Charlottesville again in two weeks for another bachelorette party, but that will be have a slightly different vibe, plus other restaurants and new wineries. I can’t wait to share my Charlottesville Bachelorette Weekend 2.0 with you all soon!

2 Comments Add yours

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s