Jamestown Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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$142 per night from 2 Aug to 3 Aug
S$142
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,327 reviews)
"AJ the manager in this hotel is the worst in handling this situation. When I checked in, they told me that I get $15 credit for each person during our stay because I am a GOLD Member! They know on their end that it was booked under Expedia! And I even told the front desk about it! They were the one ..."

Reviewed on 14 Jul, 2026

DoubleTree by Hilton Greensboro Airport
Fairview Inn Airport

Fairview Inn Airport

2.5 out of 5
6452 Burnt Poplar Rd Greensboro NC
Fully refundableReserve now, pay when you stay
The price is S$80 per night from 16 Jul to 17 Jul
S$80
16 Jul - 17 Jul
includes taxes & fees
7.2/10 Good! (411 reviews)
"Would definitely be back"

Reviewed on 13 Jul, 2026

Fairview Inn 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 S$160 per night from 12 Aug to 13 Aug
S$160
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (1,437 reviews)
"There was a mixup checking in .We only had one confirmation number for one of the rooms vs the two rooms this took 50 minutes to resolve along with the front desk attendant screaming she was getting frustrated.The manager asked us to call Expedia who then resolved the problem"

Reviewed on 14 Jul, 2026

Sheraton Greensboro at Four Seasons
See all 1,239 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.

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.
See properties

What to do in Jamestown

An Epic Scavenger Hunt: Greensboro's Greatest!

An Epic Scavenger Hunt: Greensboro's Greatest!

S$16
per adult
An Epic 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.

Explore a world of travel with Expedia

* 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.