Jamestown Vacations

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Find the Best Jamestown Vacation Packages

Jamestown Hotel Deals

Lake Cumberland State Resort Park
Lake Cumberland State Resort Park
3 out of 5
5465 State Park Rd, Jamestown, KY
The price is ₩115,790 per night from Jan 30 to Jan 31
₩115,790
₩127,654 total
includes taxes & fees
Jan 30 - Jan 31
8.6/10 Excellent! (434 reviews)
Youve got to try this place PERFECT
"You have to try this place if you're ever near there. The staff everyone is awesong. Our waiter at the restawhat's the best. We can't remember his name. But I know his first name started with the W you have a Marina you have a bar. You have a restaurant. They have an outside pool and inside pull ..."

Reviewed on Dec 30, 2024

Lake Cumberland State Resort Park
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
350 Dohoney Trace, Columbia, KY
Fully refundableReserve now, pay when you stay
The price is ₩118,917 per night from Jan 26 to Jan 27
₩118,917
₩134,874 total
includes taxes & fees
Jan 26 - Jan 27
9.4/10 Exceptional! (429 reviews)
Business in Kentucky
"Most importantly this was a very clean hotel and room. The staff were super nice and went out of their way to ensure our needs were met."

Reviewed on Jan 21, 2025

Sleep Inn & Suites
Best Western Lake Cumberland Inn
Best Western Lake Cumberland Inn
2.5 out of 5
2030 E Highway 90, Monticello, KY
Fully refundableReserve now, pay when you stay
The price is ₩150,623 per night from Feb 1 to Feb 2
₩150,623
₩166,045 total
includes taxes & fees
Feb 1 - Feb 2
8.8/10 Excellent! (302 reviews)
"It was all around convenient. I would definitely ten out of ten use this place again if needed"

Reviewed on Dec 26, 2024

Best Western Lake Cumberland Inn
See all 541 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.

Frequently asked questions

How much does a Jamestown vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. But how much your vacation to Jamestown costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Jamestown?
December, January and February are the best times to look for cheap Jamestown vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Jamestown?
The ideal duration of your Jamestown vacation depends on what you’d like to do. Typically, a handful of days to a week will give you time to go to all the leading attractions and explore some hidden spots along the way.
How to find the best Jamestown package deals?
Use Expedia’s filters to help you find some great 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 adventure for midweek, or browse for Jamestown package deals in the low 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 money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You’ll usually land a better deal than booking each component separately. And you’ll still have the freedom to create a tailored Jamestown vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Jamestown?
Enjoy incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Jamestown escape.
How to plan a trip to Jamestown?

  1. Choose when to go: Check your schedule and pack your bags. Your preferred season and the activities on offer will also help you decide when to vacation in Jamestown.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to airfares and activities. Your accommodations will probably be the largest expense during your trip to Jamestown.
  3. Work out your trip length: Consider how much time you want to spend exploring Jamestown. Plan your days so you can get to all the activities and attractions you’re interested in without rushing.
  4. Combine your accommodations and airfare: Once you’ve settled on your trip dates and duration, book the right Jamestown vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.