Jamestown Holidays

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 S$149 per night from 2 Jul to 3 Jul
S$149
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (496 reviews)
"It was a good overnight stay. Not in the best of neighborhood but we didn’t venture out."

Reviewed on 23 Jun, 2025

DoubleTree by Hilton Greensboro Airport
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 S$144 per night from 1 Jul to 2 Jul
S$144
1 Jul - 2 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Liked the kick-back pre-dinner snacks and the breakfast. Oatmeal is great! The room over-all was clean when we arrived, it was just the carpet that was unacceptable. We brought our dog with us and paid $50.00 per night, for 3 nights. For that expense the floors/carpet should have been cleaned before ..."

Reviewed on 25 Jun, 2025

Drury Inn & Suites Greensboro
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 S$159 per night from 14 Jul to 15 Jul
S$159
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
5 star service
"This hotel was remarkable upon our arrival on Friday. The bellhop made sure we were settled in our room and even parked our car for us! With us being mobility challenged, they went out of their way to make sure we were comfortable."

Reviewed on 24 Jun, 2025

Sheraton Greensboro at Four Seasons
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.

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.

Popular places to visit

What to do in Jamestown

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.