Jamestown Vacation Packages 2026 from $576

Jamestown flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Regina's Country Livin'

$576

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Louisville (SDF)

This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A picnic area is also provided.

Cottonwood Airport & Expo Hotel Louisville

Shively

Save 100% on your flight

$716

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Louisville (SDF)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.

Moxy Louisville Downtown

Downtown Louisville

$841

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Louisville (SDF)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a terrace, and a snack bar/deli are also offered.

Holiday Inn Louisville Airport South by IHG

$771

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Louisville (SDF)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, express check-in, and express check-out are also offered.

Holiday Inn Express & Suites Louisville Downtown by IHG

Downtown Louisville

$790

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Louisville (SDF)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and laundry facilities and free newspapers are also offered.

Top Jamestown hotels deals

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

Jamestown KY

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.

Kitchen

Washer

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

Jamestown KY

$510 nightly

$562 total

Aug 14 - Aug 15

Total with taxes and fees

A hot tub is featured at this cottage, along with laundry facilities and barbecue grills.

Hot Tub

Kitchen

Timber Pointe Resort

2671 Kentucky 92 Jamestown KY

$132 nightly

$146 total

Aug 16 - Aug 17

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, express check-in, and express check-out are also on offer.

Pool

Parking included

The Lodge @ Lake Cumberland Heated Pool - Lake View

Jamestown KY

Get rates

An outdoor pool is featured at this cabin, along with a garden and laundry facilities.

Pool

Kitchen

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

Jamestown KY

Get rates

This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Jamestown KY

$456 nightly

$503 total

Sep 1 - Sep 2

Total with taxes and fees

A hot tub is featured at this cottage, along with laundry facilities and barbecue grills.

Hot Tub

Kitchen

Don't see what you're looking for?

See all available properties in Jamestown

View all properties

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

Wolf Creek National Fish Hatchery

9.0/10 (40 reviews)

Commune with nature and explore the great outdoors at Wolf Creek National Fish Hatchery during your travels in Jamestown. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.

See properties

Frequently asked questions

How much are vacation packages to Jamestown?

Enjoy a one-of-a-kind experience in Jamestown with a vacation package starting from as low as $576. Locking in your hotels, tours and flights through Travelocity has never been easier. And even better, our vacation deals will leave you with more cash in your pocket for fun times.

How long should my Jamestown vacation be?

The majority of travelers spend roughly 2 nights in Jamestown, but how long you stay is totally up to you. If you hope to discover all the amazing things this destination has to offer, why not hang around for a bit longer?

Where can I get the best vacation package deals for Jamestown?

For an excellent Jamestown package deal, head straight to Travelocity. Pick from as many as 400 partner airlines and 1,000,000 properties around the globe to create your ideal adventure — it couldn't be easier than that.

Why should I book my Jamestown vacation package via Travelocity?

Whether you're searching for the ultimate unplugged getaway or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of different websites looking for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our team of customer service experts are available for you round-the-clock.

Can I save money on my Jamestown car rental if I combine it with my hotel or flight?

You certainly can — combine your car, hotel and flight into a Jamestown vacation package and you'll save a tidy sum. With so many places to explore in and around Jamestown, having your own wheels will make it easy to explore. Once you've buckled yourself in, crank up the music and find your way to Dollywood, an unmissable attraction about 120 mi from Jamestown.

What is there to do in Jamestown?

Jamestown has plenty of sights to explore, like Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery. These two fantastic attractions are at the top of most people's travel itineraries.

Where should I stay when visiting Jamestown?

The Lake Cumberland State Resort Park is the number one choice of many travelers. Book now to avoid missing out.