Where to Go

Check Out These 4-Incredible Summer Vacation Destinations: Discover What Makes Them Special and What to do When You Arrive

You're just a vacation away from an unforgettable summer

The Vacationeer

The combination of sunshine, longer days and school breaks make summertime an ideal time to get away. Add vacation ownership with Hilton Grand Vacations into the mix, and you'll enjoy access to some of the most popular summer vacation destinations in the world.

Here are four can't-miss summer vacation destinations to add to your shortlist.


Stunning aerial view of the Chicago skyline where it meets the Lake Michigan shoreline.    

Why? The Windy City comes alive in the summer thanks to festivals, open-air restaurants and plenty of fun things to do for the whole family.

Outside of the wide range of activities, this mid-western city is easy to get to and explore. 

It's home to two major airports and a sophisticated public transit system.

Bottom line? A summer getaway to Chicago promises easy, clean and affordable transportation for a stress-free city escape — no rental car needed. 

Must Do's: 

  • Grab a bite at HotHouse, Magnificent Mile's resort eatery. 
  • Take a dip at Oak Street Beach.
  • Ride the Centennial Wheel at Navy Pier
  • Snap a selfie with "The Bean" at Millennium Park
  • Jam out at Lollapalooza
  • Enjoy skyline views on a boat tour.  

Hilton Head, South Carolina

Boat Marina at with light house in the distance at sunset on Hilton Head island, South Carolina.   

Why? A summer on Hilton Head Island will force you to slow down. Indeed, the golf is fantastic, but you could spend your whole summer here without swinging a club.

So if you're looking for a summer getaway with miles of coastline, sunset dinners, live music and natural wonders, it's time to embrace a Lowcountry summer. 

Must Do's:

Park City, Utah

Aerial shot of Sunrise Lodge, a Hilton Grand Vacations Club nestled in mountains in Park City, Utah.    

Why? Park City isn't just a winter paradise. It's full of fun year-round and a top summer vacation destination. Visit after the snow thaws for the ultimate outdoor summer experience.

Whether you're a first-time day hiker or seasoned outdoorsman (or person), there are plenty of things to do in Park City. Try your hand at hiking, mountain biking, fishing or kick back and enjoy a concert or festival.

Bonus: Park City has a safe, walkable downtown with plenty to see and do.  

Must Do's:


Beautiful, wild flower lined walking path with hills in the distance in the Scottish Highlands.    

Why? If you're looking for a once-in-a-lifetime summer vacation with endless beauty and rich culture, the Scottish Highlands are calling your name.

Scotland is an outdoor paradise, complete with summer activities, a friendly local culture and extra-long daylight hours (read: sunlight at midnight).       

Must Do's:

  • Visit an ancient castle for a trip back in time.
  • Attend a boat festival.
  • Explore the Isle of Skye.
  • Cycle anywhere and everywhere.
  • Take to the open sea in a kayak.
  • Putt your way around the birthplace of golf. 

Peruse resorts and destinations for an insider look at where to stay in each of these unforgettable summer vacation destinations.



The Vacationeer

The Vacationeer is a collective of Hilton Grand Vacations storytellers whose goal is to inspire travelers to go further. We're always on the lookout for new destinations to explore, useful travel tips, and unique ideas to help you plan the most memorable vacations possible.

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