Jamestown Vacation Packages
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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.
Top Jamestown vacation deals
- Wingate by Wyndham High Point/Greensboro/Airport South
Jan 21 - Jan 24Wingate by Wyndham High Point/Greensboro/Airport South + Flight
High Point3 nights3.0 star property7.6/10 - Good (1,004 reviews)Roundtrip • Calgary (YYC) - Greensboro (GSO)YYC - GSO • 2 stops GSO - YYC • 2 stopsCA $837CA $777found 1 day agoper traveller - StudioRes by Marriott Greensboro Airport
Jan 21 - Jan 24StudioRes by Marriott Greensboro Airport + Flight
Greensboro3 nights3.0 star property9.2/10 - Wonderful (94 reviews)"Was surprised about no soap or shampoo or dryer provided. It checked out listing and see that was something I should have picked up on. Coffee service was limited and poor. Room was very clean but super sparse. A kitchen but not even one piece of silverware. Basically a clean room with bed and bathroom."Reviewed November 8, 2026Roundtrip • Calgary (YYC) - Greensboro (GSO)YYC - GSO • 2 stops GSO - YYC • 2 stopsCA $962CA $796found 1 day agoper traveller - Proximity Hotel
Jan 21 - Jan 24Proximity Hotel + Flight
Greensboro3 nights4.0 star property9.8/10 - Exceptional (1,002 reviews)Roundtrip • Calgary (YYC) - Greensboro (GSO)YYC - GSO • 2 stops GSO - YYC • 2 stopsCA $1,314CA $1,099found 1 day agoper traveller - Hyatt Place Greensboro/Downtown
Jan 21 - Jan 24Hyatt Place Greensboro/Downtown + Flight
Downtown Greensboro3 nights3.0 star property9.0/10 - Wonderful (1,004 reviews)Roundtrip • Calgary (YYC) - Greensboro (GSO)YYC - GSO • 2 stops GSO - YYC • 2 stopsCA $1,149CA $1,011found 1 day agoper traveller - Hyatt Place Greensboro
Jan 21 - Jan 24Hyatt Place Greensboro + Flight
Greensboro3 nights3.0 star property8.4/10 - Very good (175 reviews)Roundtrip • Calgary (YYC) - Greensboro (GSO)YYC - GSO • 2 stops GSO - YYC • 2 stopsCA $927CA $848found 1 day agoper traveller
Discover the most popular places to visit in Jamestown
Jamestown Hotel Deals
"Overall it was great. Very friendly staff. The bad part was the cleanliness of the room. When we first walked into the room I went to the bathroom and there was a roach in the tub. The next day we just had our towels exchanged. The 3rd day no one came in to clean room. Didnt even exchange towel. So everything was great except housecleaning"
Grandover Resort & Spa, a Wyndham Grand Hotel
Grandover Resort & Spa, a Wyndham Grand Hotel"This is a nice, clean place to stay but I feel it’s overpriced for what you get. If you’re a golfer I’m sure it’s great. I found myself needing some emergency toiletries and all they have is a little window with a few mostly men’s basic items near the pro shop. That’s pretty much it. The staff is nice, the hotel is clean but I’m underwhelmed."
La Quinta Inn & Suites by Wyndham Greensboro - Highpoint
La Quinta Inn & Suites by Wyndham Greensboro - Highpoint
Courtyard by Marriott High Point
Courtyard by Marriott High Point
Homewood Suites by Hilton Greensboro Wendover, NC
Homewood Suites by Hilton Greensboro Wendover, NC
Comfort Inn Greensboro - Kernersville
Comfort Inn Greensboro - Kernersville
JH Adams Inn, Trademark Collection by Wyndham
JH Adams Inn, Trademark Collection by Wyndham"Beautiful property, the staff go above and beyond, dinner and breakfast were fabulous"
Frequently Asked Questions
How much does a Jamestown vacation package cost?
Offering excellent value package deals from CA $777 on Expedia, you'll be pleasantly surprised at how much a vacation to Jamestown costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Jamestown?
The off-season is the best time to travel to Jamestown if you're on a budget. Another tip for scoring cheap Jamestown vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Jamestown?
Jamestown vacations come in various shapes and sizes, but to get a true feel for this destination, we reckon 3 days is a good ballpark. With this timeframe, you can fit in major attractions like International Home Furnishings Centre and Castle McCulloch and track down some hidden gems. Don't forget to explore cool areas such as Sedgefield and Holden Farms either. If you're smart with your time, you can even schedule a day trip outside of Jamestown too.
Is it worth booking a vacation package to Jamestown?
Well known for its golfing and home to popular attractions like Castle McCulloch, a Jamestown vacation is sure to leave an impression. Another top sight to visit? Don't miss High Point City Lake Park.
How to find the best Jamestown package deals?
Use Expedia's handy filters to help you find some fabulous Jamestown package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Jamestown package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Jamestown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Jamestown vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Jamestown?
If you have your Jamestown vacation dates locked in, book early to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Jamestown?
- Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Jamestown.
- Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Jamestown.
- Decide how long to go for: Now that you're more familiar with Jamestown, you can work out the right length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
- Bundle your accommodations and airfare: Once you've nailed down your dates and duration, lock in the ideal Jamestown vacation package for you.