Jamestown Holidays

  • Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 refundable
The price is S$150 per night from 16 Dec to 17 Dec
S$150
includes taxes & fees
16 Dec - 17 Dec
8.6/10 Excellent! (1,003 reviews)
"We loved the spacious room and the cleanliness."

Reviewed on 26 Nov,2024

Sheraton Greensboro at Four Seasons
Wyndham Garden Greensboro
Wyndham Garden Greensboro
3 out of 5
415 S. Swing Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 9 Dec to 10 Dec
S$126
includes taxes & fees
9 Dec - 10 Dec
7.6/10 Good! (1,004 reviews)
"Cleanliness room"

Reviewed on 26 Nov,2024

Wyndham Garden Greensboro
Best Western Plus University Inn
Best Western Plus University Inn
3.5 out of 5
3050 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 1 Dec to 2 Dec
S$102
includes taxes & fees
1 Dec - 2 Dec
7.4/10 Good! (1,000 reviews)
Overall good stay
"Overall a good stay. Only issues were in the bathroom. Shower faucets were mixed up (hot faucet put out cold water) and bathroom fan did not work."

Reviewed on 14 Nov,2024

Best Western Plus University Inn
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?
The cheapest Jamestown holiday package is , so your dream holiday can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to create a package that suits your travel style.
How do I get a cheap travel package to Jamestown?
Imagine all the fun things you could do in Jamestown with extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into a Jamestown holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotels around the world. Whether you’re taking a break with the family or travelling on your own, planning a trip to Jamestown is better with a package.
Where should I stay in Jamestown?
With interesting attractions like Castle McCulloch and Grandover Resort East Course in this neighbourhood, try to find a hotel near them. High Point City Lake Park is another Jamestown hot spot that travellers flock to.
What are the top hotels in Jamestown?
If it’s comfort and convenience you want, it’s hard to beat Fully Renovated Home Near Hpu, Furniture Mkt. Spend your evenings kicking back here and your days discovering Jamestown’s best sights.
How far in advance should I book my Jamestown holiday?
You’ll be rewarded with the biggest variety at the lowest prices by booking your Jamestown holiday nice and early. Airlines usually publish flights anywhere up to 12 months before departure, so secure your spot as soon as you can. That being said, Expedia is dedicated to providing you with the best bargains around, so it’s always a good time to book your dream holiday!
What does an Expedia Jamestown travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to build your perfect Jamestown travel package. Once you’ve made your booking, you can add on fun stuff like tours and experiences. Remember, the more you bundle, the more you’ll save!
What should I know before booking a Jamestown travel package?
We already have low prices. However, you’ll enjoy an even better deal when you book your flights, hotels and car rentals together. With an Expedia package, you’ll always get transparent pricing and loads of choice.
Can I choose my airline with a Jamestown Expedia holiday package?
You certainly can. We have more than 550 partner airlines around the world, so select the carrier that best fits your budget and travelling style.
If I'm not able to travel, can I cancel my Jamestown holiday package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can change or cancel your Jamestown holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

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.