Monticello Vacation Packages 2026 from $228

Monticello flight + hotel vacation packages

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

Ramada by Wyndham Sparta/At Speedway

$228

per person

Aug 7 - Aug 10

found 3 hours ago

Roundtrip flight included

Orlando (MCO) to Louisville (SDF)

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 continental breakfast and free self parking.

Top Monticello hotels deals

Best Western Lake Cumberland Inn

2030 E Highway 90 Monticello KY

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$138 total

Jun 1 - Jun 2

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.

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.

Pool

Hot Tub

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.

Pool

Hot Tub

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.

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

Monticello KY

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This vacation home features a garden, laundry facilities, and barbecue grills.

Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!!

Monticello KY

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This apartment features barbecue grills.

Kitchen

Pet friendly

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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

Mill Springs Mill Park

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

Conley Bottom Marina

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

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.

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 $228. 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.