Jamestown Vacation Packages 2026 from $509

Jamestown flight + hotel vacation packages

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

TownePlace Suites by Marriott Louisville Airport

$509

per person

Jun 17 - Jun 20

found 23 hours ago

Roundtrip non-stop flight included

San Antonio (SAT) to Louisville (SDF)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and barbecue grills are also offered.

Hotel Bourré Bonne Louisville, Curio Collection by Hilton

Downtown Louisville

$728

per person

Jun 17 - Jun 20

found 23 hours ago

Roundtrip non-stop flight included

San Antonio (SAT) to Louisville (SDF)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pillow and Paddock B&B

$989

per person

Jun 17 - Jun 21

found 23 hours ago

Roundtrip non-stop flight included

San Antonio (SAT) to Louisville (SDF)

A hot tub is featured at this bed & breakfast, along with a garden and a snack bar/deli. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A lobby fireplace, a library, and a picnic area are also on offer.

Louisville Marriott Downtown

Downtown Louisville

$713

per person

Jun 25 - Jun 28

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) 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.

Regina's Country Livin'

$542

per person

Jun 17 - Jun 20

found 23 hours ago

Roundtrip non-stop flight included

San Antonio (SAT) 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.

Top Jamestown hotels deals

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

Jamestown KY

$528 nightly

$582 total

May 5 - May 6

Total with taxes and fees

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

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Jamestown KY

$273 nightly

$301 total

May 31 - Jun 1

Total with taxes and fees

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

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

Jamestown KY

$513 nightly

$566 total

May 5 - May 6

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

May 5 - May 6

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

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

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

Jamestown KY

Get rates

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.

Jamestown Marina

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

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.

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 $509. 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.