Jamestown Vacation Packages 2025/2026 from $344

Jamestown flight + hotel vacation packages

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

Crowne Plaza Louisville Airport Expo Ctr by IHG

Fairgrounds

Save 100% on your flight

per person

Nov 12 - Nov 16

found 16 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Louisville (SDF)

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

Embassy Suites Louisville Downtown

Downtown Louisville

Save 100% on your flight

per person

Nov 12 - Nov 16

found 16 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Louisville (SDF)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like on-the-go breakfast and WiFi in public areas. Valet parking, a 24-hour business center, and a grocery/convenience store are also offered.

Caesars Southern Indiana

Save 100% on your flight

per person

Sep 19 - Sep 21

found 4 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Louisville (SDF)

This hotel features a casino, a full-service spa, and a nightclub. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants. You'll appreciate the indoor pool, bar/lounge, and coffee shop.

Derby City Gaming & Hotel - A Churchill Downs Property

Save 100% on your flight

per person

Nov 12 - Nov 16

found 16 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Louisville (SDF)

This smoke-free hotel features 3 restaurants and 3 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, luggage storage, and concierge services are also on offer.

Louisville Marriott Downtown

Downtown Louisville

Save 100% on your flight

per person

Sep 26 - Sep 28

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) 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 valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Top Jamestown hotels deals

Lake Cumberland State Resort Park

5465 State Park Rd, Jamestown, KY

$105 nightly

$116 total

Sep 8 - Sep 9

Total includes taxes and fees

A marina and an indoor pool are featured at this holiday park. Bring the family and enjoy the mini golf, playground, and arcade/game room. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

Pool

Pet friendly

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

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

Kitchen

Washer

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

$355 nightly

$391 total

Aug 20 - Aug 21

Total includes 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

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

$439 nightly

$484 total

Aug 19 - Aug 20

Total includes taxes and fees

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

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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

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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

1.7 mile trail and u can see the Cumberland falls and Eagle Falls I one trip...great few

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 $344. 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.