Jamestown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Roger Younce

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Jamestown Holiday

Our pick of the best Jamestown Hotel Deals

DoubleTree by Hilton Greensboro Airport
DoubleTree by Hilton Greensboro Airport
4 out of 5
6426 Burnt Poplar Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 20 July to 21 July
NZ$194
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (527 reviews)
"Good stay"

Reviewed on 8 Jul. 2025

DoubleTree by Hilton Greensboro Airport
Sheraton Greensboro at Four Seasons
Sheraton Greensboro at Four Seasons
3.5 out of 5
3121 West Gate City Boulevard, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is NZ$206 per night from 3 Aug to 4 Aug
NZ$206
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,035 reviews)
"I loved that the pool has an indoor and outdoor section."

Reviewed on 6 Jul. 2025

Sheraton Greensboro at Four Seasons
Drury Inn & Suites Greensboro
Drury Inn & Suites Greensboro
3 out of 5
3220 W Gate City Blvd, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 27 July to 28 July
NZ$188
27 July - 28 July
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Nice hotel overall."

Reviewed on 6 Jul. 2025

Drury Inn & Suites Greensboro
See all 1,110 properties in Jamestown
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.

Discover the most popular places to visit in Jamestown

Joseph S. Koury Convention Center

Joseph S. Koury Convention Center is just one of the places to see in Greensboro, so why not enjoy the other things to explore during your travels? Experience the great live music and acclaimed theatre scene in this family-friendly area.

Joseph S. Koury Convention Center

High Point City Lake Park

Explore the great outdoors at High Point City Lake Park, a lovely green space in Greensboro. Experience the great live music or attend a sporting event in this family-friendly area.

High Point City Lake Park

Castle McCulloch

You can find out about the history of Jamestown with a trip to Castle McCulloch. Experience the great live music or attend a sporting event in this family-friendly area.

Castle McCulloch

What to do in Jamestown

Greensboro True Crime Tour

Greensboro True Crime Tour

NZ$32
per adult
Greensboro True Crime Tour
Greensboro African American History Walking Tour

Greensboro African American History Walking Tour

NZ$32
per adult
Greensboro African American History Walking Tour
Greensboro Scavenger Hunt: Greensboro's Greatest!

Self-Guided Greensboro Scavenger Hunt: Greensboro's Greatest!

NZ$20
per adult
Self-Guided Greensboro Scavenger Hunt: Greensboro's Greatest!
See all activities in Jamestown

Frequently asked questions

How much does a Jamestown holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Jamestown costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Jamestown?
Plan your trip for the off-season and you're likely to get cheap Jamestown holiday packages. Bear in mind that school holiday periods and major festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for Jamestown?
Allow around 3 days for your Jamestown holiday to immerse yourself in everything that makes this place special. Explore key neighbourhoods, including Sedgefield and Holden Farms. Then tick off top sights such as Mendenhall Homeplace and Mendenhall Homeplace. With a good itinerary, you can keep busy with room for some rest time too. Want to venture outside of Jamestown? Consider squeezing in a day trip or two.
Is it worth booking a holiday package to Jamestown?
Boasting a host of highlights starting with its excellent golfing, Jamestown is a good holiday destination. Whether you want to check out attractions such as Castle McCulloch and High Point City Lake Park or take the path less traveled, you'll find loads to see and do on your Jamestown holiday.
How to find the best Jamestown package deals?
Use Expedia's handy filters to help you find some tempting Jamestown package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Jamestown package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Jamestown holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and stays individually. Better still, you can tailor your Jamestown escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Jamestown?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Jamestown escape.
How to plan a trip to Jamestown?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to escape to Jamestown.
  2. Budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Jamestown.
  3. Set the duration of your trip: Start by compiling a list of the attractions you'd like to experience in Jamestown. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised Jamestown holiday package.

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