Jamestown, KY

Travel Guide

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.
Timber Pointe Resort

Timber Pointe Resort

2 out of 5
2671 Kentucky 92 Jamestown KY
$128 nightly
The price is $141 total per night from Oct 1 to Oct 2
$141 total
Oct 1 - Oct 2
Total with taxes and 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 ...
9.4/10 Exceptional! (46 reviews)
"I absolutely love this place it's so relaxing and the people were excellent I recommend"

Reviewed on Sep 3, 2026

Timber Pointe Resort
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
$622 nightly
The price is $686 total per night from Sep 9 to Sep 10
$686 total
Sep 9 - Sep 10
Total with taxes and 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 ...
10/10 Exceptional! (181 reviews)
"Very convenient to Jamestown Marina. Property has beautiful view of the lake."

Reviewed on Aug 30, 2026

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

Jamestown KY
Stay at this cabin in Jamestown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park ...
7.8/10 Good! (7 reviews)
"The cabin was not very clean. Cob webs and the vent were caked with dirt. Beds could have had another blanket on them. There was just a sheet and comforter on them. The check in process was great and so was the check out. The trash was picked up daily and towels were provided in abundance when asked ..."

Reviewed on Jun 27, 2026

Get rates
Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301
See all 657 properties in Jamestown
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.
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
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 ...
10/10 Exceptional! (181 reviews)
"Very convenient to Jamestown Marina. Property has beautiful view of the lake."

Reviewed on Aug 30, 2026

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Jamestown KY
Stay at this cabin in Jamestown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Jamestown Marina and Lake Cumberland State Resort Park ...
9/10 Wonderful! (6 reviews)
"We enjoyed our stay, staff was very friendly."

Reviewed on Aug 8, 2026

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Jamestown KY
Stay at this cottage in Jamestown. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (215 reviews)
"Definitely an awesome place to stay."

Reviewed on Aug 30, 2026

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
See all properties in Jamestown
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

Lake Cumberland State Resort Park

9.2/10 (195 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.
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Frequently asked questions

Is Jamestown worth visiting?
Jamestown is worth visiting for its outdoor attractions, including Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery, offering travelers opportunities to explore nature. Additionally, the area provides diverse dining experiences, with options ranging from North American to Italian cuisine.
When is the best time to visit Jamestown?
The best time to visit Jamestown is from May through July, when the weather is typically pleasant for exploring. For travelers seeking fewer crowds and better value, the quieter months of November through January are a good option, offering a more relaxed experience.
What is Jamestown known for?
Jamestown is known for Lake Cumberland State Resort Park, along with the Wolf Creek National Fish Hatchery and Jamestown Marina. Travelers can enjoy these attractions within the city, which also offers a taste of North American food culture.
What is a good itinerary length for Jamestown?
A good itinerary length for Jamestown is one to two days to enjoy Lake Cumberland State Resort Park and Jamestown Marina. For a longer trip of three to four days, you can also visit Wolf Creek National Fish Hatchery and explore more of the surrounding area, perhaps trying some local North American, Italian, or Latin American cuisine.
What are the top things to do in and around Jamestown?
Jamestown offers a variety of natural attractions and outdoor spaces to explore:


How do I plan a trip to Jamestown?
To plan your trip to Jamestown, search for places to stay and book flights and rental cars in advance. Consider exploring Lake Cumberland State Resort Park, Wolf Creek National Fish Hatchery, and Jamestown Marina. When planning outdoor activities, travelers should also have indoor alternatives ready for weather flexibility to ensure a smooth trip.
What cuisines can you find in Jamestown?
In Jamestown, travelers can find New American cuisine, offering dishes like gourmet burgers, artisanal pizzas, and modern comfort food. You'll also discover a variety of other options, including North American, Italian, Mexican, Chinese, and Mediterranean dishes.
Can I book a refundable hotel in Jamestown?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Jamestown by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Jamestown with Expedia?
Expedia makes it easier to plan your Jamestown trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Jamestown?
The best choice depends on your travel style. Hotels in Jamestown can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Jamestown trip on Expedia?
Once you've booked your Jamestown trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Jamestown trip?
Expedia offers customer support before, during, and after your Jamestown trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Jamestown?
If it's your first trip to Jamestown, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Jamestown hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Jamestown hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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