Deals on vacations and trips to Monticello

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

The Duke Hotel

2 out of 5
Downtown Louisville
Price was $505, price is now $335 per person
$335
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Louisville (SDF)
This aparthotel includes free WiFi in public areas and laundry facilities.
Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Save 100% on your flight
Price was $650, price is now $415 per person
$415
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Louisville (SDF)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, express check-in, and express check-out are also offered.
Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,067, price is now $707 per person
$707
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Louisville (SDF)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi in public areas. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
The Grady

The Grady

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,101, price is now $743 per person
$743
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Louisville (SDF)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a coffee shop, and a library are also offered.
Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
Save 100% on your flight
Price was $646, price is now $443 per person
$443
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Louisville (SDF)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Monticello hotels deals

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
$120 nightly
The price is $132 total per night
$132 total
Jan 19 - Jan 20
Total with taxes and fees
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
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

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

Monticello KY
Get rates
This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

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

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

Monticello KY
Get rates
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 and laundry facilities are also provided.
Hot Tub
Kitchen
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Monticello KY
Get rates
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
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!

Monticello KY
Get rates
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. Laundry facilities are provided for your convenience.
Hot Tub
Kitchen
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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

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 $335. 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

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