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.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $595, price is now $524 per person
$524
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
Price was $1,284, price is now $1,063 per person
$1,063
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
A hot tub is featured at this bed & breakfast, along with a garden and a snack bar/deli. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A lobby fireplace, a library, and a picnic area are also on offer.
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $776, price is now $670 per person
$670
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
A full-service spa, 4 restaurants, and a gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and snack bar/deli.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $793, price is now $691 per person
$691
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
Price was $646, price is now $570 per person
$570
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Louisville (SDF)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and dry cleaning 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.

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
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
$130 nightly
The price is $143 total per night
$143 total
Oct 18 - Oct 19
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
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 garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Wonderful Retreat 3-bedroom house with AC at Conley Bottom Lake Cumberland

Wonderful Retreat 3-bedroom house with AC at Conley Bottom Lake Cumberland

Monticello KY
Get rates
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
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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 $524. 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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