Jamestown Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Jamestown

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 2.655.896 ₫ per night from 23 Aug to 24 Aug
2.655.896 ₫
2.994.523 ₫ total
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,478 reviews)
"The only issue I had was the bell hop man-an older immigrant-at the entrance inside the hotel was very rude, his conduct was unacceptable on Thursday night 7/30/26 against my neice who was in the room with me for the GMWA. I checked out early that night and we only wanted to use the moving cart for ..."

Reviewed on 4 Aug 2026

Sheraton Greensboro at Four Seasons
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 1.447.612 ₫ per night from 11 Aug to 12 Aug
1.447.612 ₫
1.632.182 ₫ total
11 Aug - 12 Aug
includes taxes & fees
Fairview Inn Airport
Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

4 out of 5
1000 Club Rd Greensboro NC
The price is 5.227.490 ₫ per night from 17 Aug to 18 Aug
5.227.490 ₫
6.455.116 ₫ total
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (1,013 reviews)
"This was a hidden gem that I found the day of travel! For the price, the room was wonderful and comfortable. Check in was a breeze and the staff were very welcoming. Dinner was fabulous and priced well. We played the West course the following day and found the pro shop to be well stocked and the ..."

Reviewed on 3 Aug 2026

Grandover Resort & Spa, a Wyndham Grand Hotel
See all 1,264 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)
You can find out about the history of Jamestown with a trip to Castle McCulloch. Experience the great live music or attend a sporting event in this family-friendly area.
See properties

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