Jamestown Vacations from $303

Book a Hotel + Flight or Car together to unlock savings

Photo by Susie Edwards
  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Jamestown Vacation

When you choose a Jamestown vacation package, you can kick back and enjoy your adventure to the fullest. Delve into the best parts of this fascinating city knowing that all the travel planning has been taken care of before you go. Hoping to do a little sightseeing? Spend some time enjoying well-known attractions like Lake Cumberland State Resort Park during your trip to Jamestown. A few clicks is all it takes to create the ideal Jamestown vacation on Expedia.

The Latest Jamestown vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Louisville Airport Expo Center by IHG
Hilton Garden Inn Louisville/Northeast
Hotel Distil, Autograph Collection
Omni Louisville Hotel
Moxy Louisville Downtown
Don't see what you're looking for?
See all available trips from Columbus to Jamestown
View all trips

Discover the most popular places to visit in Jamestown

Jamestown Hotel Deals

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

Jamestown KY
$478 nightly
The price is $527 total per night from Nov 18 to Nov 19
$527 total
Nov 18 - Nov 19
Total with taxes and fees
9.8/10 Exceptional! (154 reviews)
We loved the view! Everything was very clean, and it had enough beds for us. I liked the bunk bed option in the basement; it was perfect for our group! The kitchen was great and had everything I needed. The appliances were also wonderful; in great condition and were very helpful.

Reviewed on Nov 10, 2025

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Lake Cumberland State Resort Park

Lake Cumberland State Resort Park

3 out of 5
5465 State Park Rd, Jamestown, KY
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Dec 3 to Dec 4
$105 total
Dec 3 - Dec 4
Total with taxes and fees
8.6/10 Excellent! (492 reviews)
Everything!!!

Reviewed on Nov 15, 2025

Lake Cumberland State Resort Park
Timber Pointe Resort

Timber Pointe Resort

2 out of 5
2671 Kentucky 92, Jamestown, KY
$121 nightly
The price is $133 total per night from Nov 18 to Nov 19
$133 total
Nov 18 - Nov 19
Total with taxes and fees
9.2/10 Wonderful! (19 reviews)
Quiet, clean affordable

Reviewed on Nov 10, 2025

Timber Pointe Resort
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

Things to do in and around Jamestown

Jamestown, Kentucky, is an ideal destination for outdoor enthusiasts, offering a range of activities such as hiking trails, a campground, and scenic recreational areas. Visitors can explore historic tours, embark on driving adventures, and participate in archaeology tours. Don’t forget to check for admission tickets to fully enjoy your experience in this charming locale filled with natural beauty and adventure.

Shopping

In Jamestown, you can enjoy local shops and boutiques for unique gifts. If you're up for a drive, Somerset Mall, located 24 miles away, offers a diverse shopping experience with a mix of family-friendly vibes and a variety of stores to explore.

Recreation

At Taylor County Park, enjoy serene nature walks and picnic spots that promote wellness and relaxation. The Links Resort Golf Course offers a scenic golfing experience, perfect for outdoor enthusiasts. For a touch of culture, catch a show at the Annex Theater, where entertainment meets family-friendly fun.

Adventure

Experience the thrills at SomerSplash, a vibrant waterpark located 26 miles from Jamestown, offering exciting slides and family-friendly attractions. For a more tranquil adventure, head to Lillydale Recreation Area, 29 miles away, where you can enjoy camping, hiking, and the beauty of the great outdoors.

Nightlife

In Jamestown, Kentucky, enjoy a cozy nightlife scene with local bars and eateries. Check out the lively atmosphere at places like the Jamestown Cafe for great food and drinks, or the Lake Cumberland area for scenic views and evening boat outings under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Jamestown

Jamestown, Kentucky, is an ideal getaway for outdoor enthusiasts, offering scenic views and thrilling adventures. Visitors can explore marinas, state parks, and local parks, making it perfect for family experiences. Key attractions include Historic Jamestowne, the History Museum, and the Jamestown Rediscovery Project, along with options for admission to the Jamestown Settlement. Whether you're seeking relaxation or adventure, Jamestown has something for everyone.

  • Lake Cumberland State Resort Park: Experience the thrill of outdoor adventure at Lake Cumberland State Resort Park, where stunning scenery and recreational activities abound. Enjoy hiking, fishing, and breathtaking views of Lake Cumberland, making it a perfect spot for nature lovers and thrill-seekers alike.
  • Wolf Creek National Fish Hatchery: Discover the eco-friendly initiatives at Wolf Creek National Fish Hatchery, where you can learn about fish conservation and the hatchery's vital role in restoring local fish populations. This center offers educational tours, showcasing its commitment to environmental sustainability.
  • Lindsey Wilson College: Immerse yourself in the vibrant culture at Lindsey Wilson College, a historic institution just 15 miles from Jamestown. Explore its beautiful campus, attend events, and appreciate the rich educational heritage that shapes the community.

Best time to go to Jamestown

The best time to visit Jamestown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Jamestown falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Jamestown falls in January, visitor numbers are moderately low and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.2°F (1.8°C)Light RainMostlyModerately LowSlightly Low
February39.6°F (4.2°C)Light RainMostlyAverageAverage
March47.7°F (8.7°C)Light RainMostlyAverageAverage
April56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
May65.8°F (18.8°C)Light RainMostly SunnyModerately HighAverage
June73.6°F (23.1°C)Light RainMostly SunnyModerately HighSlightly High
July76.5°F (24.7°C)Light RainMostly SunnyModerately HighSlightly High
August75.0°F (23.9°C)Light RainMostly SunnyAverageSlightly High
September69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November47.1°F (8.4°C)Light RainMostly SunnyModerately LowSlightly Low
December41.0°F (5.0°C)Light RainMostlyModerately LowSlightly Low

Tips to save on your trip to Jamestown

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Jamestown.
  • Consider traveling to Jamestown during the low season (November to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Jamestown Essential Information

Language
English
Currency
U.S dollars
Population
1,800
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery

More vacations you might like

Frequently asked questions

How much does a Jamestown vacation package cost?
You can pick up a vacation package to this popular destination from $303 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?
If you're looking to score a cheap Jamestown vacation package, consider planning a trip in January, February and August. You'll typically find better prices on accommodations and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Jamestown?
Typically, a handful of days is enough to visit the main sights during your Jamestown vacation. However, if you'd like to have some time to unwind or take day trips, consider extending your trip.
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.
Does Expedia offer Book Now, Pay Later Jamestown vacation packages?
Your Jamestown trip should be a relaxing escape from your busy life, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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