Book Exclusive Longwood Vacation Packages

Choose one or more items to build your trip:

Top Longwood hotels deals

Don't see what you're looking for?
See all available properties in Longwood
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Longwood Vacations

We know, geography isn't everyone's specialty. If you only have a vague idea of where Longwood is, remember to investigate its location before you set foot out the door!

You'll find it in St. Helena, 3 miles (5 kilometers) away from Jamestown.

This corner of St. Helena boasts a population of around 700 people, some of whom will surely be willing to share some excellent travel tips.

Places to visit in Longwood

It's hard to see how generations past survived at home without all the amenities and appliances we rely on today. Step through the entrance of Longwood House and learn how they did. Need more ideas? In the mood to wander where the WiFi signal becomes weak? Shut down your phone, forget the modern world and go hiking through nature at Great Stone Top. But that's not all there is. A striking meeting of land and sea, Prosperous Bay will relax and refresh your spirit. Check for boat tours if you'd love a better perspective from the water.

Photos of local treasures

Browse Longwood vacation photos for more inspiration