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5 Things That Make Roseland, Virginia The Perfect Summer Destination

Warmer weather is coming. The kids are almost out of school. And, you’re itching for a fun-filled summer vacation. But, you’re wondering: where will we go this year?

Will you venture south to the Caribbean to find paradise, travel through history in San Antonio, or go big with a vacation in D.C.?

Well, you can stop wondering because we have the perfect summer getaway already planned for you in Roseland, Virginia! Not only is the town bursting with life, but Roseland also has something for everyone in your travel tribe—adventure, relaxation, history, shopping, and nightlife.

Not convinced? Read further and see why we think this non-traditional getaway spot offers the ideal summer vacation destination for your family.

1. The Wintergreen Resort

roseland, virginia

The best part about vacationing in Roseland is obviously staying at Dove’s Landing at The Wintergreen Resort.

I’ll let you in on all the fun activities in a minute. But, you should know, you could spend your whole vacation here and venture home with no regrets.

Enjoy some family bonding time and head to the Discovery Ridge Adventure Center where the kids can zip line, tower climb, and bungee jump. Then, engage the whole family in a round of mini golf!

Or, if you prefer to take a break from family activities, set aside time to for everyone to explore their own interests. Sign the kids up for tennis camp, send the hubby off to the golf course, and treat yourself to a day at the spa.

And, the best part about The Wintergreen Resort? You can book your stay by giving your BFFs here at Tripbound a call today!

2. Lake Monocan

What screams ‘summer vacation’ more than days at the lake? Just minutes from Roseland is Lake Monocan—a 20-acre fun-filled lake calling your name for some fun in the sun.

So, throw on your bathing suits and head out to this hotspot for some unforgettable family fun! Rent canoes and kayaks to venture out on the water. Or, grab a pole and some bait, and spend an afternoon teaching the kiddos how to fish. Better yet, set up camp on the sand volleyball court and take part in a little family-friendly competition!

Whether you like to get in the water or kick back in your comfy lounger on the beach, you can certainly find a way to enjoy yourself at Lake Monocan. Just be sure you don’t forget the sunscreen!

Tripbound Tip: Lake Monocan is only open to registered guests of Wintergreen Resort on Saturdays. Sundays through Fridays, however, it’s open to the public.

3. Crabtree Falls

roseland, virginia

Just 20 minutes from Roseland is Crabtree Falls—home to the highest vertical-drop cascading waterfall east of the Mississippi River.

The Falls is a spectacular outdoor area complete with hiking trails, overlooks, and waterfalls your family is sure to love exploring. Take a day to enjoy hiking the three-mile trail to the incredible scenic overlooks while teaching your kiddos to be one with nature and wildlife conservation!  

4. Charlottesville

An hour drive from Roseland is the charming town of Charlottesville where you should definitely take a day to play tourist.

Start your visit off early with an hour-long sunrise balloon ride with Boar’s Head Ballooning. Then, travel back in history as you take the kids to explore Thomas Jefferson’s home at Monticello, James Monroe’s Highland, and the early printing of the Declaration of the Independence.

As soon as you get a little hankering for some yummy food, savor a delicious dinner at a local eatery at the historic Downtown Mall! Just be sure you leave room for a visit to Gearharts Fine Chocolates to satisfy your sweet tooth.

5. Brewery & Wine Tours

Make the most of your trip to Roseland and schedule a day date or date night with your spouse!

Find a fun activity for the kids to enjoy, like playing at the Wintergreen Resort Treehouse (there are supervised summer activities!), get dressed up, and head to a winery for a real taste of the local culture.

You can sign up with the Monticello Wine Tour & Coach Co., in partnership with Wintergreen. Or, head out to Charlottesville solo to create your own adventure!


It’s not hard to fall in love with this beautiful area of the country. With so much to do, Roseland is sure to become a new family favorite.  

Agree with our love for this destination? Give your BFFs at Tripbound a call today at 1-888-816-5214, and we’ll match you with a sweet suite deal!

Have you been to Roseland before? Let us know if there’s something we missed sharing today in the comments section below. We’d love to hear from you!

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