Jamestown Vacations 2026

Top Jamestown hotels deals

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

Jamestown KY

CA $384

CA $977 total

Nov 15 - Nov 16

includes taxes & fees

Book a stay at this family-friendly vacation home in Jamestown. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions The Links Resort Golf Course and The Park at Jamestown Square are located nearby.

Kitchen

Washer

Timber Pointe Resort

2671 Kentucky 92 Jamestown KY

CA $145

CA $160 total

Nov 22 - Nov 23

includes taxes & fees

Stay at this hotel in Jamestown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park are located nearby.

Pool

Parking included

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

Jamestown KY

Get rates

Book a stay at this family-friendly cabin in Jamestown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park are located nearby.

Kitchen

Washer

4BR Charming Cabin Retreat | Hot Tub, Fire Pit

Jamestown KY

CA $275

CA $584 total

Nov 17 - Nov 18

includes taxes & fees

Book a stay at this family-friendly cottage in Jamestown. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park are located nearby.

Hot tub

Kitchen

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

Jamestown KY

CA $355

CA $681 total

Dec 8 - Dec 9

includes taxes & fees

Stay at this cottage in Jamestown. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park are located nearby.

Hot tub

Kitchen

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

Jamestown KY

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Stay at this cottage in Jamestown. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park are located nearby.

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.

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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Jamestown Vacations

Even if you're the most impulsive adventurer, it's still good to know a couple of things about Jamestown before you take off. Locate it on your map, investigate the sights on offer and let the good times roll!

It is 19 miles (31 kilometers) away from Monticello and 30 miles (48 kilometers) from Somerset.

Forget the star attractions — it's the locals that really make a place tick. In this part of Lake Cumberland, you'll find 2,000 of them.

Places to visit in Jamestown

Do you want to ease the stresses of your busy life? Savor the fresh air as you head off on an adventure through Lake Cumberland State Resort Park. Still need more ideas? The natural world is a complex and magnificent thing. Wolf Creek National Fish Hatchery is a great place to go to learn all about it.

Where do you fly into for Jamestown?

Fasten your seatbelt, stow your tray table and prepare to experience Jamestown! Once you arrive at Lake Cumberland Regional Airport (SME), the lively main streets will be only 30 miles (48 kilometers) to the west of here.

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 . 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 193 kilometers 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.