Longwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Longwood Vacation

The exciting city of Longwood is calling. Uncover both its hidden gems and highlights with a Longwood vacation package that's tailored to you. There's plenty to see and do during your trip to Longwood, including Longwood House and Sub-Tropic Adventures. Whoever you're taking time off with and whatever your budget, your ultimate Longwood vacation is just a few clicks away with Expedia.

Ready to book your vacation to Longwood?

Choose your dates

Longwood Hotel Deals

Mantis St Helena

1-3 Main Street Jamestown

CA $446

CA $446 total

Feb 9 - Feb 10

includes taxes & fees

9.2/10 Wonderful! (10 reviews)

Great hotel, excellent location, comfortable well-equipped rooms but what made this place special was the staff. Everyone was helpful and sociable, nothing was too much trouble. I would happily stay here again.

Reviewed on Dec 1, 2025

Richards Travel Lodge

49 Emirates Way Jamestown

9.4/10 Exceptional! (6 reviews)

Enjoying Saint helene

Very comfortable and the couple is really very nice and helpfull

Reviewed on Feb 27, 2024

Get rates

Enchanting 1-bedroom lodge in Saint Helena

Saint Helena Saint Helena

Get rates

See all 3 properties in Longwood

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.