Deals on vacations and trips to Monticello

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Monticello flight + hotel vacation packages

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

Caesars Southern Indiana

3.5 out of 5
Save 100% on your flight
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
This hotel features a casino, a full-service spa, and a nightclub. Business travelers can take advantage of the business center. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
May 24 - May 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

3 out of 5
Downtown Louisville
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Hotel Genevieve

Hotel Genevieve

4 out of 5
Downtown Louisville
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
This hotel features 2 restaurants and 3 bars/lounges. WiFi in public areas is free. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Top Monticello hotels deals

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

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

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A water park and an outdoor pool are featured at this smoke-free cottage. Enjoy the hot tub and conveniences like a garden and barbecue grills.
Pool
Hot Tub
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!

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

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This vacation home features an outdoor pool and a hot tub.
Pool
Hot Tub
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

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A water park and a hot tub are featured at this smoke-free vacation home. Families will appreciate the playground and barbecue grills. A garden is also provided.
Hot Tub
Kitchen
Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn

2.5 out of 5
2030 E Highway 90, Monticello, KY
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
includes taxes & fees
$115 per night
Apr 3 - Apr 4
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

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A water park and a hot tub are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Hot Tub
Kitchen
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

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

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This vacation home features an outdoor pool and a hot tub. A garden and barbecue grills are also provided.
Pool
Hot Tub
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See all available properties in Monticello
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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

Lots of history here. Historical mill and mansion. Beautiful waterfalls and scenery.

Mill Springs Mill Park

Explore the great outdoors at Mill Springs Mill Park, a lovely green space in Mill Springs.

Mill Springs Mill Park

Conley Bottom Marina

Explore the waterfront in Monticello with a trip to Conley Bottom Marina. Wander the lakeside in this family-friendly area.

Conley Bottom Marina

Lake Cumberland Winery

3.5/5(10 reviews)

You can enjoy a tasting or tour at Lake Cumberland Winery during your travels to Monticello. Amble around this family-friendly area's lakeside, or seek out the fishing spots.

Lake Cumberland Winery

Frequently asked questions

How much are vacation packages to Monticello?
With Travelocity vacation packages, you can live it up in Monticello for as low as $364. Activities, flights and hotels — we have everything you need. You’ll save tons just for bundling together your bookings. With everything taken care of before leaving, you don’t have to worry about a thing.
How long should my Monticello vacation be?
The majority of travelers choose to spend roughly 2 nights in Monticello, but how long you stay is totally up to you. If you hope to get out and explore all the intriguing things this location offers, why not hang around another couple of nights?
Where can I get the best vacation package deals for Monticello?
Walking away with a great package deal to Monticello is easy with Travelocity. With around 400 air carriers and 1,000,000 properties around the world, you’ll have loads of choice when it comes to your flights and hotels.
Why should I purchase my Monticello vacation package with Travelocity?
Because we believe in creating special travel experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our support team is available 24/7 to ensure you’re being well taken care of. We also have an amazing Price Match Guarantee, so you can book your getaway knowing you’ve landed the best deal possible. If you find a lower price, we’ll match it!
Can I save on my Monticello car rental if I bundle it with my hotel or flight?
With a Monticello vacation package, you can combine your hotel, car and flight bookings and save a tidy sum. If you’d love to discover the best of this impressive destination, why not start with Dollywood? This renowned sight is 100 mi from Monticello. With your own wheels, you’ll be there in a jiffy.
What is there to do in Monticello?
While veering off the tourist trail is no doubt rewarding, you shouldn’t miss the big-name attractions that make a destination famous. Lake Cumberland Winery and Wayne County Historical Museum are a couple of them in Monticello.
Where should I stay when visiting Monticello?
Many visitors hit the hay at the Best Western Lake Cumberland Inn. It’s an excellent base for your Monticello getaway.

Photos of local treasures

Browse Monticello vacation photos for more inspiration

Photo by Lisa Klein
Photo by Lisa Klein