Deals on vacations and trips to Jamestown

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Jamestown flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $595, price is now $524 per person
$524
per person
Nov 27 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
Price was $1,284, price is now $1,063 per person
$1,063
per person
Nov 27 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $776, price is now $670 per person
$670
per person
Nov 27 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
A full-service spa, 4 restaurants, and a gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and snack bar/deli.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $793, price is now $691 per person
$691
per person
Nov 27 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and express check-out are also provided.
The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
Price was $646, price is now $570 per person
$570
per person
Nov 27 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
This hotel features a restaurant, a 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 coffee shop, and dry cleaning are also offered.

Top Jamestown hotels deals

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

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
Timber Pointe Resort

Timber Pointe Resort

2 out of 5
2671 Kentucky 92 Jamestown KY
$114 nightly
The price is $126 total per night
$126 total
Oct 13 - Oct 14
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 Fall/Winter Cabin

The Lodge @ Lake Cumberland Fall/Winter Cabin

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

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
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Jamestown KY
Get rates
This cabin features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

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

Jamestown KY
$456 nightly
The price is $503 total per night
$503 total
Oct 11 - Oct 12
Total with taxes and fees
A hot tub is featured at this cottage, along with laundry facilities and barbecue grills.
Hot Tub
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.

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.
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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 $524. 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.

Photos of local treasures

Browse Jamestown vacation photos for more inspiration

An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.
A sunset over a calm body of water with a bridge silhouetted against the sky.
A long bridge spanning a wide river with a clear sky.
A sunset over a calm lake with trees silhouetted against the sky.
A waterfall cascading down a rocky cliff into a pool.