Jamestown Vacations from $445

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Your Jamestown Vacation

When a fun city break is calling, answer it with a Jamestown vacation package. The neighborhood of Downtown Greensboro, which is good for shopping, history and dining, makes an excellent base for your adventures. Fill your free time with visits to High Point University, Wet n Wild Emerald Pointe Water Park and Celebration Station, some of the attractions you really should see during a trip to Jamestown. Check out Expedia's wide range of travel options and book your dream vacation to Jamestown now.

The Latest Jamestown vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Burlington, NC

Hampton Inn & Suites Burlington, NC

2.5 out of 5
Price was $534, price is now $445 per person
$445
per person
Nov 20 - Nov 23
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Greensboro (GSO)
9.2/10 Wonderful! (844 reviews)
Staff Super Nice! Thank you for such great hospitality

Reviewed on Sep 4, 2025

Julian Price House

Julian Price House

3 out of 5
Fisher Park
Price was $1,885, price is now $593 per person
$593
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
10/10 Exceptional! (105 reviews)
From the start, I knew this was not a another mondain, casual experience. The historical charm, quaint decor and extremely manicured property became soothing and transcended us back in time. Just WOW! The online pictures are accurate but the experiencing the history and beauty of this mansion is amazing.

Reviewed on Sep 30, 2025

Greenwood Bed & Breakfast

Greenwood Bed & Breakfast

3 out of 5
Fisher Park
Price was $701, price is now $575 per person
$575
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.4/10 Exceptional! (48 reviews)
The room was comfortable, the hosts were welcoming and hospitable, and the breakfast was delicious.

Reviewed on Sep 19, 2025

Hawthorne Inn and Conference Center

Hawthorne Inn and Conference Center

3 out of 5
Price was $854, price is now $711 per person
$711
per person
Nov 25 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
8.2/10 Very Good! (1,010 reviews)
Staff was extremly nice, and there is plenty on onsite parking. Very convenient to both diwntown and the highway. Will stay there again.

Reviewed on Oct 6, 2025

Proximity Hotel

Proximity Hotel

4 out of 5
Price was $926, price is now $775 per person
$775
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.6/10 Exceptional! (858 reviews)
Definitely worth it!

Reviewed on Sep 28, 2025

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Discover the most popular places to visit in Jamestown

ACC Hall of Champions in Greensboro, NC

First Horizon Coliseum

Catch an event at First Horizon Coliseum during your trip to Greensboro. Experience the great live music and acclaimed theater scene in this family-friendly area.

First Horizon Coliseum
This 5-month-old Javan Gibbons was having lots of fun practicing her climbing with mamma's supervision.

Greensboro Science Center

You can spend an afternoon browsing the exhibits at Greensboro Science Center in Greensboro. Experience the great live music and acclaimed theater scene in this family-friendly area.

Greensboro Science Center

High Point University

Enjoy the collegiate vibe when you visit High Point University, during your trip to High Point. Experience the great live music or attend a sporting event in this family-friendly area.

High Point University

What to do in Jamestown

Winston-Salem True Crime Tour

Winston-Salem True Crime Tour

$19
per adult
Winston-Salem True Crime Tour
See all activities in Jamestown

Jamestown Hotel Deals

DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
6426 Burnt Poplar Road, Greensboro, NC
$71 nightly
The price is $80 total per night from Nov 2 to Nov 3
$80 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (710 reviews)
"Kind, accommodating staff Clean rooms Good breakfast Safe in and around the building (for two women)"

Reviewed on Oct 1, 2025

DoubleTree by Hilton Greensboro 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
$118 nightly
The price is $133 total per night from Nov 2 to Nov 3
$133 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,119 reviews)
"Quiet rooms Accommodating staff Feeling of Safety for women Luxury"

Reviewed on Oct 1, 2025

Sheraton Greensboro at Four Seasons
Four Points by Sheraton Greensboro Airport

Four Points by Sheraton Greensboro Airport

3 out of 5
7619 Thorndike Rd, Greensboro, NC
$70 nightly
The price is $79 total per night from Oct 12 to Oct 13
$79 total
Oct 12 - Oct 13
Total with taxes and fees
8.2/10 Very Good! (1,010 reviews)
"The staff was super nice and helpful!"

Reviewed on Oct 5, 2025

Four Points by Sheraton Greensboro Airport
See all 1,127 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.

Jamestown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Piedmont Triad Intl. Airport (GSO)
Population
3,700
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Wet n Wild Emerald Pointe Water Park, Steven Tanger Center for the Performing Arts and Greensboro Science Center

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Frequently asked questions

How much does a Jamestown vacation package cost?
You can pick up a vacation package to this popular destination from $445 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?
If you're looking to score a cheap Jamestown vacation package, consider traveling in November, December and January. You'll generally find lower rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Jamestown?
Usually, a few days is ideal for a Jamestown vacation. With a well-organized schedule, you can visit all the leading attractions including Mendenhall Homeplace, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Jamestown?
Boasting a host of highlights starting with its amazing golfing, Jamestown is a good vacation destination. Whether you'd like to visit attractions such as Castle McCulloch and High Point City Lake Park or take the path less traveled, you'll find plenty 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.
Does Expedia offer Book Now, Pay Later Jamestown vacation packages?
Your Jamestown trip is meant to be a relaxing escape from your busy life, not a source of money worries. So to give you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.