Longwood Vacations

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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.

Longwood Hotel Deals

Mantis St Helena

1-3 Main Street Jamestown

$322 nightly

$322 total

Jan 14 - Jan 15

Total with taxes and fees

9.2/10 Wonderful! (9 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

$163 nightly

$163 total

Jan 12 - Jan 13

Total with taxes and fees

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

Enchanting 1-bedroom lodge in Saint Helena

Saint Helena Saint Helena

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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.

Find the Best Longwood Vacation Packages

Things to do near Longwood

Longwood, St. Helena, offers an array of exciting activities, including thrilling Longwood Adventures and guided day tours to explore the beautiful surroundings. Vacation tours provide a comprehensive experience, while a day trip to Longwood Gardens delights nature lovers with stunning landscapes. For those seeking action, various sports packages are available, catering to different interests and skill levels. Enjoy your visit with these fantastic options.

Shopping

In Longwood, explore local shops like The St. Helena Market for unique gifts and fresh produce. If you're up for a drive, visit the Napa Premium Outlets for a wider selection of brands and discounts, about 12 miles away. Enjoy the charming shopping scene.

Recreation

Experience tranquility at the Longwood Wellness Retreat, where you can indulge in holistic treatments and yoga sessions in a serene setting. For outdoor fun, explore the scenic hiking trails nearby, perfect for reconnecting with nature and enjoying stunning views of the lush landscape.

Adventure

At Sub-Tropic Adventures, located 2 miles from Longwood, dive into thrilling water sports that promise excitement and adventure. Meanwhile, the Great Stone Top hiking trail, 3 miles away, offers stunning scenery and invigorating outdoor experiences, perfect for nature lovers seeking adventure in the beautiful landscape.

Nightlife

In Longwood, St. Helena, experience vibrant nightlife at local bars and restaurants. Enjoy live music, wine tastings, and cozy lounges. Explore nearby vineyards for evening events and savor regional cuisine, creating a perfect blend of relaxation and entertainment under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Longwood

Explore the charm of Longwood, St. Helena, where you can discover historic houses, beautiful natural features, and stunning bays. Perfect for beach lovers and outdoor enthusiasts, the area offers breathtaking scenery and memorable experiences. Don't miss the chance to visit Longwood Gardens; consider getting your Longwood Gardens tickets in advance to enhance your trip. Dive into the local attractions and enjoy the unique Longwood experience.

Lot: Experience the tropical vibes at Lot, a beautiful natural feature just 3 miles from Longwood. The lush surroundings and vibrant flora make it an ideal spot for relaxation and exploring nature's beauty.
Prosperous Bay: Enjoy the beach and outdoor scenery at Prosperous Bay, located 3 miles away from Longwood. This picturesque bay offers stunning views and is perfect for swimming, picnicking, or simply soaking up the sun.
Longwood House: Discover the rich culture at Longwood House, a historic site located within Longwood. This charming house offers a glimpse into the past, showcasing the heritage and stories of the area.

Best time to go to Longwood

The best time to visit Longwood is dependent on what kind of holiday you are seeking. March is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with no rain. September is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	72.1°F (22.3°C)	No Rain	Mostly Sunny	Moderately High	Slightly Low
February	73.8°F (23.2°C)	No Rain	Mostly Sunny	Average	Slightly High
March	74.3°F (23.5°C)	No Rain	Mostly Sunny	Moderately Low	Average
April	73.4°F (23.0°C)	No Rain	Mostly Cloudy	Moderately High	Slightly High
May	71.8°F (22.1°C)	No Rain	Mostly Cloudy	Average	Slightly Low
June	69.6°F (20.9°C)	No Rain	Mostly Cloudy	Average	Average
July	67.5°F (19.7°C)	No Rain	Mostly Cloudy	Moderately Low	Average
August	66.2°F (19.0°C)	No Rain	Mostly Cloudy	Moderately Low	Average
September	65.7°F (18.7°C)	No Rain	Mostly Cloudy	Average	Slightly Low
October	65.8°F (18.8°C)	No Rain	Mostly Cloudy	Average	Average
November	67.1°F (19.5°C)	No Rain	Mostly Cloudy	Average	Slightly High
December	69.4°F (20.8°C)	No Rain	Mostly Cloudy	Moderately High	Average

Tips to save on your trip to Longwood

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically January, May and September) for more affordable package holidays to Longwood.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Longwood Essential Information

Language	English
Currency	St. Helena pounds
Closest Airport	Jamestown Airport (HLE)
Population	700
Max Temp Winter	70ºF
Max Temp Summer	75ºF
Top Sights	Longwood House, Sub-Tropic Adventures and Great Stone Top

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Frequently asked questions

How much does a Longwood vacation package cost?

Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Longwood costs! Expedia's packages make travel planning easier and save you more.

What are the cheapest months to go to Longwood?

Plan your getaway for the off-season and you're likely to get cheap Longwood vacation packages. Bear in mind that public holidays and major festivals and events can impact prices, so do some research before booking.

How many days is enough for Longwood?

Usually, a handful of days is enough to check out the top sights during your Longwood vacation. But if you prefer to have some time to kick back or take day tours, think about extending your itinerary.

How to find the best Longwood package deals?

Bagging a cheap Longwood package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Longwood package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.

Is it cheaper to book a Longwood vacation as a package?

You can enjoy significant savings on your Longwood break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Longwood?

If you're considering a spontaneous Longwood getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Longwood vacation packages?

If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Longwood trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.