Jamestown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Roger Younce

Top hotels in Jamestown

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 2.711.477 ₫ per night from 27 Aug to 28 Aug
2.711.477 ₫
3.057.190 ₫ total
27 Aug - 28 Aug
includes taxes & fees
8.8/10 Excellent! (588 reviews)
"Clean rooms, excellent staff"

Reviewed on 12 Aug 2025

DoubleTree by Hilton Greensboro Airport
Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
420 High St, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is 2.080.901 ₫ per night from 18 Aug to 19 Aug
2.080.901 ₫
2.351.260 ₫ total
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Loved my stay"

Reviewed on 15 Aug 2025

Hawthorne Inn and Conference Center
Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

4 out of 5
1000 Club Rd, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is 4.415.376 ₫ per night from 17 Aug to 18 Aug
4.415.376 ₫
5.483.476 ₫ total
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Great hotel on the golf course"

Reviewed on 14 Aug 2025

Grandover Resort & Spa, a Wyndham Grand Hotel
See all 1,112 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.

Popular places to visit

First Horizon Coliseum

First Horizon Coliseum

Catch an event at First Horizon Coliseum during your trip to Greensboro. Experience the acclaimed theatre scene and great live music in this family-friendly area.

First Horizon Coliseum
Greensboro Science Center

Greensboro Science Center

You can spend an afternoon browsing the exhibits at Greensboro Science Center in Greensboro. Experience the great live music and acclaimed theatre scene in this family-friendly area.

Greensboro Science Center

High Point University

Take a campus tour or just explore the area of High Point University during your trip to High Point. Experience the great live music or attend a sporting event in this family-friendly area.

High Point University

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.