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.
Regina's Country Livin'

Regina's Country Livin'

3 out of 5
Price was $749, price is now $575 per person
$575
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Louisville (SDF)
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A picnic area is also provided.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Save 100% on your flight
Price was $1,977, price is now $1,220 per person
$1,220
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

3 out of 5
Downtown Louisville
Price was $1,131, price is now $859 per person
$859
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Louisville (SDF)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and a library are also offered.
Wingate by Wyndham Louisville Fair and Expo

Wingate by Wyndham Louisville Fair and Expo

3 out of 5
Hayfield Dundee
Save 100% on your flight
Price was $1,278, price is now $971 per person
$971
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Louisville (SDF)
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
Save 100% on your flight
Price was $1,479, price is now $1,132 per person
$1,132
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Louisville (SDF)
This smoke-free hotel features 3 restaurants and 3 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, luggage storage, and concierge services are also on offer.

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
$108 nightly
The price is $119 total per night
$119 total
Jul 14 - Jul 15
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
This charming cozy cottage has a private hot tub, deck for fishing.

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

monticello KY
Get rates
This cottage features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
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
$1,005 nightly
The price is $1,108 total per night
$1,108 total
Aug 10 - Aug 11
Total with taxes and fees
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
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
$629 nightly
The price is $693 total per night
$693 total
Jul 22 - Jul 23
Total with taxes and fees
This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
Sunshine Escape: Spacious 6BR Home w/ Outdoor Oasis & Fire Pit, Near Marina

Sunshine Escape: Spacious 6BR Home w/ Outdoor Oasis & Fire Pit, Near Marina

Monticello KY
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Our Escape~ 4 bedrooms ~ Lake Cumberland ~ Beaver Creek Marina ~ Boating Fishing

Our Escape~ 4 bedrooms ~ Lake Cumberland ~ Beaver Creek Marina ~ Boating Fishing

Monticello KY
Get rates
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
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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.

Stay near popular Monticello attractions

Mill Springs Mill Park

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

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 $575. 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

A winding fence on a grassy hill with horses grazing.
A rural landscape with a white fence, a barn, and horses grazing on a hillside at sunset.
A large rock formation with a flat top and a smaller peak, surrounded by a sparse desert landscape and distant mountains.
A river, a white building, and a forested area.
A large water wheel with a wooden structure behind it.

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