Lake Cumberland Vacation Packages 2026 from $552

Lake Cumberland flight + hotel vacation packages

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

Shaker Village of Pleasant Hill

Shakertown

$552

per person

Nov 13 - Nov 15

found 19 hours ago

Roundtrip non-stop flight included

Charleston (CHS) to Lexington (LEX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 6 conference rooms, along with express check-out. A restaurant, a 24-hour front desk, and wedding services are also provided.

Hotel Lex and Conference Center, Trademark Collection

$1,278

per person

Oct 28 - Nov 4

found 14 hours ago

Roundtrip flight included

Philadelphia (PHL) to Lexington (LEX)

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

Holiday Inn Lexington - Hamburg by IHG

$1,422

per person

Oct 28 - Nov 4

found 14 hours ago

Roundtrip flight included

Philadelphia (PHL) to Lexington (LEX)

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

Comfort Inn Winchester

$877

per person

Oct 28 - Nov 4

found 14 hours ago

Roundtrip flight included

Philadelphia (PHL) to Lexington (LEX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's dry cleaning and multilingual staff can provide around-the-clock assistance.

Hampton Inn Richmond

$1,320

per person

Oct 28 - Nov 4

found 14 hours ago

Roundtrip flight included

Philadelphia (PHL) to Lexington (LEX)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a lobby fireplace are also on offer.

Top Lake Cumberland hotels deals

7 Gables Motel Burnside Near Somerset US 27

8064 U.S. 27 Burnside KY

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$91 total

Sep 29 - Sep 30

Total with taxes and fees

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.

This charming cozy cottage has a private hot tub, deck for fishing.

monticello KY

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This cottage features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Monticello KY

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This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

Monticello KY

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This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

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

Jamestown KY

$582 nightly

$642 total

Sep 29 - Sep 30

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.

Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY

Nancy KY

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

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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 Lake Cumberland attractions

Burnside Marina

8.4/10 (91 reviews)

Explore the waterfront in Burnside with a trip to Burnside Marina. While in this family-friendly area, you can enjoy the coffeehouses.

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Frequently asked questions

How much are vacation packages to Lake Cumberland?

Prepare to be surprised — you can find yourself in Lake Cumberland for just $552. Let Travelocity save you money and time with our awesome vacation package deals. With hotels, flights and tours all ready to go, why put it off?

Where can I get the best vacation package deals for Lake Cumberland?

Find your dream escape at Travelocity. With access to 400 airline partners and 1,000,000 hotels around the world, selecting the perfect Lake Cumberland package deal couldn't be easier.

Why should I book my Lake Cumberland vacation package with Travelocity?

Travel should be about making fantastic new memories and leaving all your stresses behind — which is why we provide you with a team of experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our terrific range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Will I save money on my Lake Cumberland car rental if I book it with hotels and flights?

Combining your bookings into a Lake Cumberland vacation package will leave you with some serious savings. Combine a car and flight; a car, hotel and flight; or a hotel and car. You won't find a better way to discover the greater Lake Cumberland area than from behind the wheel of your own rental car. You can also add tours and experiences to your Travelocity package.

What is there to do in Lake Cumberland?

A visit to Lake Cumberland is incomplete without making a trip to Lake Cumberland State Resort Park. Ensure this well-known sight is right at the top of your travel schedule.