Jamestown Holidays from £951

Book a Hotel + Flight or Car together to unlock savings

Photo by Teresa Durrant Pierce

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    Packages with flights are ATOL protected

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.
Caesars Southern Indiana

Caesars Southern Indiana

3.5 out of 5
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Louisville (SDF)
8.2/10 Very Good! (1,007 reviews)
This is a nice hotel. Good value, clean with a nice staff. No luck in the casino, but the room was clean and spacious.

Reviewed on 7 Aug 2025

The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Louisville (SDF)
9.4/10 Exceptional! (1,042 reviews)
Impeccable service, and beautiful ambience.

Reviewed on 14 Aug 2025

Baymont by Wyndham Louisville East

Baymont by Wyndham Louisville East

2.5 out of 5
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Louisville (SDF)
6/10 (1,001 reviews)
The bed was uncomfortable, breakfast was meager, gravy for biscuits was fairly tasteless.

Reviewed on 11 Aug 2025

Hotel Genevieve part of JdV by Hyatt

Hotel Genevieve part of JdV by Hyatt

4 out of 5
Downtown Louisville
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Louisville (SDF)
9.2/10 Wonderful! (924 reviews)
The staff was nice and explained how we could park for free on the street. The lighting in the room, and particularly the bathroom, was poor. The bathroom had a sliding door, which we feel gives less privacy than a door which closes. There were a lot of good restaurants and shops within walking distance.

Reviewed on 11 Aug 2025

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
per person
17 Sept - 21 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Louisville (SDF)
9.4/10 Exceptional! (1,341 reviews)
Fantastic food options. Unique casino style gaming. Good Parking, friendly staff. Room was super comfortable with wheelchair accessible shower.

Reviewed on 13 Aug 2025

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

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
8.6/10 Excellent! (475 reviews)
"Good hotel! I just didn't like the cleanliness of my room."

Reviewed on 8 Aug 2025

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Lake Cumberland State Resort Park
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Jamestown, KY
The price is £295 per night from 20 Aug to 21 Aug
£295
20 Aug - 21 Aug
includes taxes & fees
9.8/10 Exceptional! (17 reviews)
"Clean and cozy! Very accommodating."

Reviewed on 10 Aug 2025

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Jamestown, KY
10/10 Exceptional! (46 reviews)
"Beautiful home with a beautiful view! Quick responses from the owner and we can’t wait to come back next year!"

Reviewed on 4 Aug 2025

Get rates
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
See all 557 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £951. 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.