Jamestown Holidays from £242
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Your Jamestown Holiday
When you choose a Jamestown holiday 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 holiday on Expedia.
Top Jamestown Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG
Fairgrounds
£288
per person
3 Oct - 5 Oct
found 20 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
8.8/10 Excellent! (1,764 reviews)
Mattress was needing replacement. On the summer don't stay on the side where the West sun hits the room window. AC can't cool the room off
Maintenance came but he said it was the sun. Hotel fully booked so we could not change rooms. We had to go buy a fan. No good place to eat near the hotel so we ate supper every night at the restaurant there
Hotel was walking distance to the event we went there for. Hotel was very nice and they gave us breakfast vouchers for the hot room.
Reviewed on 10 Aug 2026
Baymont by Wyndham Cave City
£246
per person
3 Oct - 5 Oct
found 20 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
8/10 Very good! (1,011 reviews)
The bed was comfortable. However, the entire first 5 feet of our room was soaking wet, likely from water dripping from the air conditioner. My feet and socks got wet. I did not enjoy that.
Reviewed on 10 Aug 2026
Jamestown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,800 |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery |
Top hotels in Jamestown
Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Jamestown KY
10/10 Exceptional! (180 reviews)
"We had the best weekend! Perfect place for a fun family getaway!"
Reviewed on 2 Aug 2026
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown KY
£420
19 Aug - 20 Aug
includes taxes & fees
9.8/10 Exceptional! (29 reviews)
"Great place!"
Reviewed on 19 Jul 2026
Timber Pointe Resort
2671 Kentucky 92 Jamestown KY
£97
16 Aug - 17 Aug
includes taxes & fees
9.4/10 Exceptional! (40 reviews)
"Room was great, bathroom was updated and provided plenty of towels."
Reviewed on 26 Jul 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
Lake Cumberland State Resort Park
9.2/10 (195 reviews)
Nestled along a 52,000-acre lake, this park offers premier fishing and boating in the Eastern US Relax at Lure Lodge after a day exploring scenic trails or enjoying the park's disc golf course.
Jamestown Marina
Explore the waterfront in Jamestown with a trip to Jamestown Marina. Stroll along the area's lakeside or simply enjoy its restaurants.
Lowgap Island
This serene island in Lake Cumberland offers four sheltered coves ideal for tent camping along its southern shore. Boaters appreciate the relatively flat banks for overnight stays. Bring all supplies.
Jamestown City Hall
Jamestown City Hall anchors historic Monument Square, serving as the town's administrative heart. Visitors can access municipal services while exploring the quaint surroundings of this Kentucky landmark.
The Park at Jamestown Square
The Park at Jamestown Square offers a peaceful green space for locals seeking outdoor relaxation. Enjoy the well-maintained grounds and community atmosphere away from typical tourist crowds.
Judicial Center Fountain Park
This small urban park features a fountain adjacent to Louisville's judicial buildings. A peaceful spot to take a break while exploring downtown's legal district.
The Links Resort Golf Course
This championship golf course once featured 80 sand bunkers and four waterfalls across its challenging layout. The signature par-3 6th hole required a dramatic tee shot over a cascading waterfall to a two-tiered green.
Frequently asked questions
How much does a Jamestown travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Jamestown from just £242. And the more you bundle, the more you save. Your dream escape has never been so affordable.
If I'm not able to travel, can I cancel my Jamestown travel package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Jamestown travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.
How do I get a cheap travel package to Jamestown?
Crafting your own Jamestown travel package with Expedia is the easiest way to save. We have over 550 air carriers and 1,000,000 hotel options throughout the world. With such an amazing range to select from, you'll have no trouble putting together your ideal getaway.
Does Expedia offer Book Now, Pay Later Jamestown holidays?
We do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that suits best during the checkout process and take away the stress of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:
- Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If paying just a small amount each month works for you, pick this option at checkout.
- Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.
What are the top hotels in Jamestown?
Lake Cumberland State Resort Park in the Captains Point neighbourhood is a top choice for a Jamestown escape. Lock in a room here and you'll be well-placed to get out and discover all that this dynamic city has to offer.
How far in advance should I book my Jamestown holiday?
It depends on the airline, but you can generally browse through international airfares on Expedia nearly a year in advance. While it's advisable to book ahead of time, lucky travellers will sometimes score a cheaper flight just weeks prior to the date of departure.
What does an Expedia Jamestown travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to create your perfect Jamestown package. Once you've made your booking, you can add on all the fun stuff like activities and tours. Don't forget — the more you bundle, the greater the savings!
What should I know before booking a Jamestown travel package?
So many places to travel to, so many things to do. With a package, you can cross more of them off your list. Bundle your hotels, flights and rental cars and enjoy big savings.
Can I choose my airline with a Jamestown Expedia travel package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines worldwide, so you can customize your Jamestown adventure according to your needs and budget.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
