Jamestown Vacations from $495

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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.
The Historic Magnolia House

The Historic Magnolia House

3.5 out of 5
Price was $627, price is now $495 per person
$495
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
6/10 (2 reviews)
O.Henry Hotel

O.Henry Hotel

4 out of 5
Save 100% on your flight
Price was $899, price is now $658 per person
$658
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Greensboro (GSO)
9.8/10 Exceptional! (724 reviews)
Breakfast menu was limited.

Reviewed on Jan 2, 2026

The Inn at Elon

The Inn at Elon

3.5 out of 5
Save 100% on your flight
Price was $905, price is now $676 per person
$676
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
9.6/10 Exceptional! (617 reviews)
Amazing accommodations. Very upscale and comfortable. The restaurant was wonderful. The area is beautiful. This is now at the top of our list to visit. 100% recommend.

Reviewed on Dec 27, 2025

Hotel Denim

Hotel Denim

3.5 out of 5
Price was $647, price is now $497 per person
$497
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Greensboro (GSO)
9/10 Wonderful! (1,015 reviews)
My daughter is a student at NCAT & this is my go to hotel when I have to travel to Greensboro! Not only is it affordable but it is clean and smells great ! The staff is attentive, accommodating, and they make you feel at home!

Reviewed on Jan 11, 2026

KingBed PetFriendly Washer Dryer Sleep16

KingBed PetFriendly Washer Dryer Sleep16

4 out of 5
Save 100% on your flight
Price was $1,548, price is now $1,233 per person
$1,233
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Greensboro (GSO)
No reviews
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Discover the most popular places to visit in Jamestown

ACC Hall of Champions in Greensboro, NC

First Horizon Coliseum

4.5/5(465 reviews)

Catch an event at First Horizon Coliseum during your trip to Greensboro. Experience the acclaimed theater scene and great live music 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

4.5/5(108 reviews)

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

4.5/5(305 reviews)

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

Lantern Light and Spooky Stories

Carolina History & Haunts Winston-Salem Historical Ghost Tour

$26
per adult
100% of travellers recommend
Carolina History & Haunts Winston-Salem Historical Ghost Tour
Greensboro Ghost Tour

Carolina History & Haunts Greensboro Historical Ghost Tour

$26
per adult
100% of travellers recommend
Carolina History & Haunts Greensboro Historical Ghost Tour
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
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $92 total per night from Jan 18 to Jan 19
$92 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (934 reviews)
Yes

Reviewed on Jan 5, 2026

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
$109 nightly
The price is $123 total per night from Jan 12 to Jan 13
$123 total
Jan 12 - Jan 13
Total with taxes and fees
8.8/10 Excellent! (1,257 reviews)
Very clean. Some construction that made getting I and out hard

Reviewed on Jan 4, 2026

Sheraton Greensboro at Four Seasons
Hotel Denim

Hotel Denim

3.5 out of 5
1517 Westover Terrace Greensboro NC
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $136 total per night from Jan 13 to Jan 14
$136 total
Jan 13 - Jan 14
Total with taxes and fees
9/10 Wonderful! (1,012 reviews)
This was the coolest hotel I have ever been to in the accommodations were absolutely wonderful compared to any other hotel I’ve been to! 10 out of 10 highly recommend

Reviewed on Jan 6, 2026

Hotel Denim
See all 1,214 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.

Find the Best Jamestown Vacation Packages

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 $495 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.