Jamestown Trips (flight + hotel)

Photo by Roger Younce

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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 P5,892 per night from Aug 17 to Aug 18
P5,892
P6,643 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (580 reviews)
"Quiet, clean, and friendly staff"

Reviewed on Aug 9, 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 P4,522 per night from Aug 11 to Aug 12
P4,522
P5,109 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Great value. Clean rooms.
"Easy to get to conference center. Clean rooms. Great value."

Reviewed on Aug 7, 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 P9,592 per night from Aug 11 to Aug 12
P9,592
P11,546 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
10/10 recommend
"Wifi good, everything looks neat and put together. bed is comfortable and food is delicious!!"

Reviewed on Aug 9, 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

Wet 'n Wild Emerald Pointe Water Park

Bring your family to Wet 'n Wild Emerald Pointe Water Park and enjoy this exciting amusement park in Greensboro. Experience the great live music or attend a sporting event in this family-friendly area.

Wet 'n Wild Emerald Pointe Water Park

Guilford College

Enjoy the collegiate vibe at Guilford College during your visit to Greensboro. Discover the acclaimed theater scene and shops in this family-friendly area.

Guilford College

What to do in Jamestown

Burlington's Famous Ghosts Smartphone Guided Walking Tour

Burlington's Famous Ghosts Smartphone Guided Walking Tour

P451
per adult
Burlington's Famous Ghosts Smartphone Guided Walking Tour
Winston-Salem True Crime Tour

Winston-Salem True Crime Tour

P1,105
per adult
Winston-Salem True Crime Tour
Greensboro Scavenger Hunt: Greensboro's Greatest!

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

P698
per adult
Self-Guided Greensboro Scavenger Hunt: Greensboro's Greatest!
See all activities in Jamestown

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?

  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 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.