Jamestown Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Jamestown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Laurel Point Resort
Chalet Village
CA $1,110
per person
Dec 2 - Dec 6
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Knoxville (TYS)
9/10 Wonderful! (348 reviews)
This hotel has earned a permanent spot on my list of go-to places. I’ll definitely be staying here again and highly recommend it to anyone looking for a seamless, comfortable travel experience!
Reviewed on Sep 30, 2026
The Ramsey Hotel and Convention Center Pigeon Forge
Downtown Pigeon Forge
CA $1,895
per person
Nov 7 - Nov 14
found 23 hours ago
Roundtrip flight included
Halifax (YHZ) to Knoxville (TYS)
8.4/10 Very good! (1,544 reviews)
Everything was amazing , going back in Dec 2026 already made and paid reservation
Reviewed on Sep 30, 2026
Ready to book your vacation to Jamestown?
Jamestown Hotel Deals
Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly
Jamestown TN
10/10 Exceptional! (127 reviews)
"Third time at this cozy little lake house and we are never disappointed. Great setting, great host, always have a good time."
Reviewed on Sep 12, 2026
Big South Fork Lodge
3605 Leatherwood Ford Road Jamestown TN
CA $154
CA $177 total
Oct 5 - Oct 6
includes taxes & fees
Cabin in the Big South Fork/Pickett State Park Area.
Jamestown TN
10/10 Exceptional! (191 reviews)
"We had an excellent couple of nights at Hiker’s Hideaway! The cabin was extremely clean, the kitchen was well appointed, and the property was super quiet, especially at night. The porches and fire pit were perfect for spending time outside. It was also a great location for hiking Hazard Cave/Natural ..."
Reviewed on Sep 28, 2026
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
Colditz Cove State Natural Area
Explore the great outdoors at Colditz Cove State Natural Area, a lovely green space in Jamestown. While you're in the area, wander around the parks.
Jamestown Town Hall
After visiting Jamestown Town Hall, make a plan to see the other sights and activities in Jamestown. While you're in the area, wander around the parks.
Fentress County Public Library
After visiting Fentress County Public Library, make a plan to see the other sights and activities in Jamestown. While you're in the area, wander around the parks.
Highland Manor Winery
You can enjoy a tasting or tour at Highland Manor Winery during your travels to Jamestown. While you're in the area, wander around the parks.
Old Jail Museum
You can spend time browsing the exhibits at Old Jail Museum during your trip to Jamestown. While you're in the area, wander around the parks.
Jamestown City Lake
Commune with nature and explore the great outdoors at Jamestown City Lake during your travels in Jamestown. While you're in the area, wander around the parks.
Old Jail
You can spend an afternoon browsing the exhibits at Old Jail during your trip to Jamestown. While you're in the area, wander around the parks.
Whispering Wind Lake
Commune with nature and explore the great outdoors at Whispering Wind Lake during your travels in Jamestown. While you're in the area, wander around the parks.
Frequently asked questions
How much does a Jamestown vacation package cost?
You'll find cheap prices from CA $1,096 on Expedia for your Jamestown getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Jamestown costs.
What are the cheapest months to go to Jamestown?
February, March and December are the best times to look for cheap Jamestown vacation packages. Opting to travel in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Jamestown?
The ideal length for your Jamestown vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to hit all the major sights and explore some hidden gems along the way.
How to find the best Jamestown package deals?
Finding a cheap Jamestown package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most economical Jamestown package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Jamestown vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Jamestown getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Jamestown?
If you've got your Jamestown vacation dates confirmed, book as soon as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Jamestown?
- Choose when to travel: Check your calendar and get packing. Your favourite season and the available activities will also help you decide when to vacation in Jamestown.
- Plan your budget wisely: In addition to the cost of your hotel, you should factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Jamestown.
- Decide how many days away: Start by listing all the activities and attractions you want to get to in Jamestown. Then, estimate how long you'll need at each, along with any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Jamestown vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
