Jamestown Vacations
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- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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Find the Best Jamestown Vacation Packages
Jamestown Hotel Deals
Hawthorne Inn and Conference Center
420 High St Winston-Salem NC
Fully refundableReserve now, pay when you stay
￥10,651
￥12,034 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (1,261 reviews)
"The location is perfect for visiting my daughter at UNCSA. Staff & pool is great when it’s open."
Reviewed on Sep 30, 2026
DoubleTree by Hilton Greensboro Airport
6426 Burnt Poplar Road Greensboro NC
Fully refundableReserve now, pay when you stay
￥15,227
￥17,167 total
Oct 11 - Oct 12
includes taxes & fees
Sheraton Greensboro at Four Seasons
3121 West Gate City Boulevard Greensboro NC
Fully refundableReserve now, pay when you stay
￥19,986
￥22,535 total
Oct 5 - Oct 6
includes taxes & fees
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.
Stay near popular Jamestown attractions
Castle McCulloch
8.2/10 (10 reviews)
This 1832 gold refinery turned event venue captivates with medieval architecture and a working drawbridge. Cross into grand halls with wrought-iron chandeliers or enjoy the Victorian Crystal Garden.
World's Largest Highboy Dresser
This 85-foot-tall replica of an 18th-century chest marks the entrance to the world's largest furniture store. Snap a photo of this quirky roadside attraction before exploring Furnitureland South.
Mendenhall Homeplace
This 1811 Quaker homestead showcases a rare false-bottom wagon used in the Underground Railroad. Explore the preserved farmhouse and outbuildings while guides reveal the compelling stories of local abolitionists.
What to do in Jamestown
Carolina History & Haunts Greensboro Historical Ghost Tour
￥4,079
per adult
100% of travellers recommend
Carolina History & Haunts Winston-Salem Historical Ghost Tour
￥4,079
per adult
100% of travellers recommend
Frequently asked questions
How much does a Jamestown vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation 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 vacation packages. Bear in mind that school vacation 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 vacation to immerse yourself in everything that makes this place special. Explore key neighborhoods, 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 vacation package to Jamestown?
Boasting a host of highlights starting with its excellent golfing, Jamestown is a good vacation 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 vacation.
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 vacation package as soon as possible.
Is it cheaper to book a Jamestown vacation as a package?
An Expedia vacation 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 vacation 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?
- 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.
- 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.
- 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.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Jamestown vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
