Jamestown Vacations from $360

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The Latest Jamestown vacation packages

Price found within the past 48 hours. Click for updated prices.
Wild Bear Inn

Wild Bear Inn

3 out of 5
Save 100% on your flight
Price was $592, price is now $360 per person
$360
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
7.8/10 Good! (1,007 reviews)
Was much nicer than i thought it would be. Pillows were amazing! We slept great. Staff were amazing! We will stay again!

Reviewed on Aug 10, 2025

Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4 out of 5
Save 100% on your flight
Price was $1,553, price is now $881 per person
$881
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
8.4/10 Very Good! (1,098 reviews)
The property was great. I have no complaints about that. I had a wonderful experience and stay. I just wanted to put a beware that this property is a timeshare and they will try to get you and waste your time.

Reviewed on Aug 22, 2025

River Edge Inn

River Edge Inn

2 out of 5
Downtown Gatlinburg
Save 100% on your flight
Price was $641, price is now $398 per person
$398
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Knoxville (TYS)
8.6/10 Excellent! (1,009 reviews)
Not fancy....but checks all the boxes. Would stay again.

Reviewed on Aug 21, 2025

Courtyard by Marriott Gatlinburg Downtown

Courtyard by Marriott Gatlinburg Downtown

3 out of 5
Save 100% on your flight
Price was $711, price is now $455 per person
$455
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Knoxville (TYS)
9/10 Wonderful! (1,001 reviews)
Nice place watch out for bears ....

Reviewed on Aug 22, 2025

Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Price was $1,196, price is now $780 per person
$780
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
9/10 Wonderful! (1,001 reviews)
It was the best place we have ever stayed

Reviewed on Aug 22, 2025

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Jamestown Hotel Deals

Big South Fork Lodge

Big South Fork Lodge

2.5 out of 5
3605 Leatherwood Ford Road, Jamestown, TN
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $144 total per night from Aug 25 to Aug 26
$144 total
Aug 25 - Aug 26
Total with taxes and fees
9.8/10 Exceptional! (209 reviews)
Will stay again!
"Wonderful southern hospitality, beautiful nature surrounding. Family friendly. Safe & comfortable. Beautiful interior."

Reviewed on Aug 13, 2025

Big South Fork Lodge
Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly

Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly

Jamestown
10/10 Exceptional! (113 reviews)
"All of it was amazing. The perfect place to relax and unplug. Leigh is a phenomenal host. So helpful, responsive. We will definitely be back!"

Reviewed on Aug 13, 2025

Get rates
Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly
Three Bear Lodge

Three Bear Lodge

2 out of 5
3636 Pickett Park Hwy, Jamestown, TN
7.8/10 Good! (22 reviews)
"Lovely little property. Easy to check in, quiet and convenient!"

Reviewed on Jul 19, 2025

Get rates
Three Bear Lodge
See all 658 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.

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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 $360 on Expedia. But 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'd like to score a cheap Jamestown vacation package, consider visiting in September, October and December. You're likely to find better rates on flights and accommodations during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Jamestown?
The ideal duration of your Jamestown vacation depends on what you'd like to do and see. Generally, a few 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?
Begin your search for a Jamestown package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Jamestown package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Jamestown escape underway.
Is it cheaper to book a Jamestown vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can tailor your Jamestown escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Jamestown?
If you've got your Jamestown vacation dates finalized, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Jamestown vacation packages?
Your Jamestown getaway should be a relaxing escape from your daily routine, not a reason for 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. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs 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.