Jamestown Vacation Packages 2026 from $552

Jamestown flight + hotel vacation packages

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

Cottonwood Airport & Expo Hotel Louisville

Shively

$552

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

Crowne Plaza Louisville Airport Expo Ctr by IHG

Fairgrounds

$570

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Louisville (SDF)

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

Holiday Inn Louisville Airport South by IHG

$583

per person

Aug 5 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

Homewood Suites By Hilton Louisville Airport

Fairgrounds

$1,038

per person

Aug 5 - Aug 9

found 16 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Louisville (SDF)

This hotel features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a grocery/convenience store are also offered.

Moxy Louisville Downtown

Downtown Louisville

$722

per person

Aug 9 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

Top Jamestown hotels deals

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

Jamestown KY

$513 nightly

$566 total

May 29 - May 30

Total with taxes and fees

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

Hot Tub

Kitchen

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

Jamestown KY

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Timber Pointe Resort

2671 Kentucky 92 Jamestown KY

$132 nightly

$146 total

May 31 - Jun 1

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

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

Jamestown KY

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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

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Jamestown KY

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This vacation home features free WiFi in public areas, a garden, and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.

Kitchen

Washer

3 Bed Log Cabin Located 0.5 miles from Safe Harbor Jamestown #302

Jamestown KY

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An outdoor pool is featured at this cabin, along with barbecue grills.

Pool

Kitchen

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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.

Popular places to visit

Lake Cumberland State Resort Park

4.5/5(53 reviews)

Explore the great outdoors at Lake Cumberland State Resort Park, a lovely green space in Jamestown. Stroll along the lakeside or seek out the fishing spots.

Wolf Creek National Fish Hatchery

4.5/5(15 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.

Jamestown Marina

Explore the waterfront in Jamestown with a trip to Jamestown Marina. Stroll along the area's lakeside or simply enjoy its restaurants.

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 $552. 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.