
Jamestown Holiday Packages
Save when you book Jamestown package deals

Book your Jamestown holiday
Wotif will help you save some bucks!
We can bundle your flights and hotels into a simple package.
So you can see even more in Jamestown with the extra funds!
Your savings could reach if you lock in a package. Exactly how do you do this? Just mix and match from more than 550 airlines and 665,000 properties.
Some of the most competitive deals on the market are on Wotif. So request your annual leave, dig out your passport and get going!
Jamestown Accommodation
The Lake Cumberland State Resort Park is the only listed property in Jamestown. Book now and bag the best room.
Car Hire in Jamestown
Enterprise is the nearest car rental company to Lake Cumberland Regional Airport. Hop into a cab to 103 Magnolia Ave, and you'll be hitting the highway in no time.
Holidays to Jamestown
Planning a getaway in Jamestown? Yay! Adventure and fun times are on the cards. But how about learning a few details about this wonderful destination before you fly off?
Jamestown is a short commute from two major cities. Monticello is 30 kilometres to the southeast, while Somerset is 50 kilometres away to the east.
Some 2 000 people call this part of Lake Cumberland home. So, if you're looking for some new pals, you won't have too many dramas.
Top Jamestown hotels

Above J ’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
The firepit was awesome and the pool table was wonderful. We enjoyed our stay and will rent again of availability.
Reviewed on 30 Dec 2025

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
The location and the host is awesome.
Reviewed on 21 Jan 2026

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
We had a wonderful stay here! There are two single bed rooms, and one room with two full (queen possibly?) bunk beds. So 6 big beds all together and the couch pulls out as well. Check in and check out instructions were clear. There were corn hole boards and bags available. The hot tub was great, ...
Reviewed on 30 Oct 2025
