Jamestown Holidays from £644

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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.

The Latest Jamestown Holiday 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
13 Sept - 17 Sept
found 1 day ago
Return direct flight included
London (LON) to Louisville (SDF)
8.2/10 Very Good! (1,008 reviews)
Everything was great. Had a wonderful time.

Reviewed on 26 Jun 2025

Regina's Country Livin'

Regina's Country Livin'

3 out of 5
per person
13 Sept - 17 Sept
found 10 hours ago
Return flight included
London (LON) to Louisville (SDF)
10/10 Exceptional! (6 reviews)
Hawthorn Suites by Wyndham Louisville East

Hawthorn Suites by Wyndham Louisville East

3 out of 5
St. Matthews
per person
13 Sept - 17 Sept
found 10 hours ago
Return flight included
London (LON) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
It’s really run down. Shower wouldn’t drain. Mattresses were stained. Pac-n-play was dirty. The waffle station was good at breakfast, but everything else was stale and bad tasting.

Reviewed on 26 Jun 2025

The Grady

The Grady

4 out of 5
Downtown Louisville
per person
13 Sept - 17 Sept
found 10 hours ago
Return flight included
London (LON) to Louisville (SDF)
9.4/10 Exceptional! (985 reviews)
Lovely hotel at a great location.

Reviewed on 16 Jun 2025

Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Jeffersontown
per person
13 Sept - 17 Sept
found 10 hours ago
Return flight included
London (LON) to Louisville (SDF)
8.6/10 Excellent! (1,003 reviews)
Very nice stay! Clean, quiet and relaxing. The cooling system was not really working though; we turned it on but it was noisy and did not cool our room.

Reviewed on 27 Jun 2025

Fairfield Inn & Suites by Marriott Louisville New Albany IN

Fairfield Inn & Suites by Marriott Louisville New Albany IN

2.5 out of 5
per person
13 Sept - 17 Sept
found 10 hours ago
Return flight included
London (LON) to Louisville (SDF)
9.4/10 Exceptional! (416 reviews)
Very clean- decent breakfast - and good quiet location on hill above the bustling street below. Would stay again

Reviewed on 12 Jun 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

Our pick of the best Jamestown Hotel Deals

Lake Cumberland State Resort Park
Lake Cumberland State Resort Park
3 out of 5
5465 State Park Rd, Jamestown, KY
Stay at this 3-star family-friendly holiday park in Jamestown. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff in their reviews. ...
8.6/10 Excellent! (458 reviews)
"Lovely"

Reviewed on 19 May 2025

Lake Cumberland State Resort Park
Pet friendly suite that overlooks Lake Cumberland's Safe Harbor Jamestown #107
Pet friendly suite that overlooks Lake Cumberland's Safe Harbor Jamestown #107
2 out of 5
Jamestown, KY
Stay at this holiday home in Jamestown. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Jamestown Marina and Lake Cumberland State ...
8/10 Very Good! (2 reviews)
Beautiful place to stay
"This was a very quiet relaxing spot. The view from the hotel room is gorgeous. The patio overlooking Lake Cumberland was so relaxing. Rent a boat or bring one it is a boaters dream come true. The office staff was great very friendly. House keeping was great. I would highly recommend this location. ..."

Reviewed on 8 Oct 2024

Pet friendly suite that overlooks Lake Cumberland's Safe Harbor Jamestown #107
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
Stay at this family-friendly holiday home in Jamestown. Enjoy free Wi-Fi, a water park and a garden. Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (140 reviews)
Great stay for Far Flung Friends
"We have a a great time staying at the property, which was just as advertised. An incredible view was background for laughs, meals, shared together, and new memories for our group of friends. Could not have asked for more from either the property nor the host."

Reviewed on 22 Jun 2025

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
See all 550 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 £644. 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.