Monticello Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Monticello

Best Western Lake Cumberland Inn
Best Western Lake Cumberland Inn
2.5 out of 5
2030 E Highway 90, Monticello, KY
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 24 Nov to 25 Nov
S$156
includes taxes & fees
24 Nov - 25 Nov
8.8/10 Excellent! (294 reviews)
"Great stay"

Reviewed on 28 Oct,2024

Best Western Lake Cumberland Inn
Cumberland Falls State Resort Park
Cumberland Falls State Resort Park
3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 4 Dec to 5 Dec
S$134
includes taxes & fees
4 Dec - 5 Dec
8.4/10 Very Good! (1,000 reviews)
"Great swrvice"

Reviewed on 14 Nov,2024

Cumberland Falls State Resort Park
Quality Inn & Suites Somerset
Quality Inn & Suites Somerset
2.5 out of 5
240 N Highway 27, Somerset, KY
Fully refundableReserve now, pay when you stay
The price is S$86 per night from 19 Dec to 20 Dec
S$86
includes taxes & fees
19 Dec - 20 Dec
7.8/10 Good! (521 reviews)
"It's an older building and can use some attention. The staff was great. Very helpful and courteous. Overall it was clean and i felt comfortably staying there. I'd stay there again."

Reviewed on 1 Nov,2024

Quality Inn & Suites Somerset
See all 886 properties in Monticello
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.

Frequently asked questions

How much does a Monticello holiday package cost?
Starting from only , a holiday package is your passport to affordable travel. Custom make your Monticello getaway by picking from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Monticello?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we’ve got everything you need. Choose the combination that suits your style and watch your savings grow. We know a travel package is never a one-size-fits-all. That’s why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Monticello holiday.
Where should I stay in Monticello?
With interesting attractions like Lake Cumberland Winery and Wayne County Historical Museum in this area, look for a hotel located near either of them. Wayne County Hospital is another sight in Monticello that pulls the crowds.
What are the top hotels in Monticello?
When it comes to welcoming places to stay in Monticello, you can’t beat Best Western Lake Cumberland Inn. Look up our offers and land a great price.
How far in advance should I book my Monticello holiday?
While not all air carriers release tickets early, it’s usually possible to start comparing international fares on Expedia up to a year in advance. This is when you can bag some incredible bargains. If you’re booking at the last minute, you could still be in luck. Low prices occasionally emerge just weeks prior to departure.
What does an Expedia Monticello travel package include?
Rental cars, flights and hotels — we’ve got them well covered. With Expedia, you can shape your Monticello travel package just the way you want. All you have to do is figure out exactly what you need. Once you’ve made your booking, you can add extras like experiences and activities. The more you bundle, the greater the savings!
What should I know before booking a Monticello travel package?
You can save a tidy sum by bundling your hotels, airfares and rental cars. Once you’ve made your booking, you can add on day tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Monticello Expedia holiday package?
With a holiday package, you’re in charge. Whether you’d prefer to fly to Monticello in first class or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines throughout the world.
If I'm not able to travel, can I cancel my Monticello holiday package?
You can. We totally understand that life happens, so we’re happy to help if you have to make changes to your Monticello holiday package. It may be possible to cancel or change your itinerary for free if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.