Monticello Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Monticello Vacation
Our vacation packages to Monticello let you create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this fantastic city. Fill your trip to Monticello with visits to some of its top attractions. Where to first? Make a beeline for Wayne County Historical Museum. Your ideal Monticello vacation is clicks away. Browse flights, accommodations and more on Expedia for a trip that's tailored to suit your style.
Monticello Hotel Deals
Best Western Lake Cumberland Inn
2030 E Highway 90 Monticello KY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from May 20 to May 21
CA $165
CA $182 total
May 20 - May 21
includes taxes & fees
8.8/10 Excellent! (374 reviews)
"THE OVERALL EXPERIENCE WAS OK. THERE WAS A POWER OUTAGE FOR 2-3 HOURS AND THERE WAS NO COMPENSATION FOR THE LOST TIME OR EVEN A MENTION OF IT AT CHECK OUT. I HAD TO ASK IF THERE WAS ANY COMPENSATION, AND THE YOUNG LADY AT THE DESK SAID SHE HAD NO IDEA. SHE WOULD CHECK WITH MANAGMENT. I HAVE NOT HEARD ..."
Reviewed on May 18, 2026
This charming cozy cottage has a private hot tub, deck for fishing.
monticello KY
9.8/10 Exceptional! (166 reviews)
"The location was beautiful and as described. Host courteous and conscientious. We had a wonderful time."
Reviewed on May 1, 2026
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
Monticello KY
9.8/10 Exceptional! (37 reviews)
"Great place to stay with family! Quiet place with nice amenities."
Reviewed on May 13, 2026
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.
Discover the most popular places to visit in Monticello
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.
Explore a world of travel with Expedia
- 3 Star Hotels in General Burnside State Park
- B&B in Bronston
- Luxury Hotels in Bronston
- Bronston Hotels
- Aparthotels in Burnside
- Apartments in Burnside
- B&B in Burnside
- Cabin Rentals in Burnside
- Chalets in Burnside
- Guest Houses in Burnside
- Holiday Park Resorts in Burnside
- Best Western Hotels in Burnside
- Cheap Hotels in Burnside
- Family Hotels in Burnside
- Hotels with Hot Tubs in Burnside
- Spa Hotels in Burnside
- Burnside Hotels
- Hotels near Burnside Marina
- Vacation Homes in Burnside
- Resorts in Burnside
- Aparthotels in Eli
- Condo Rentals in Eli
- Faubush Hotels
- Chalets in General Burnside State Park
- General Burnside State Park Hotels
- Vacation Homes in General Burnside State Park
- Rv Parks in General Burnside State Park
- Farmstay in Jamestown
- B&B in Jamestown
- Hotels with a Pool in Jamestown
- Lake Hotels in Jamestown
- Pet-Friendly Hotels in Jamestown
- Jamestown Hotels
- Resorts in Jamestown
- Cabin Rentals in Lake Cumberland
- Castles in Lake Cumberland
- Chalets in Lake Cumberland
- Condo Rentals in Lake Cumberland
- Guest Houses in Lake Cumberland
- Holiday Park Resorts in Lake Cumberland
- Beach Hotel Hotels in Lake Cumberland
- Hotels & Resorts for Couples in Lake Cumberland
- Hotels with Hot Tubs in Lake Cumberland
- Lake Hotels in Lake Cumberland
- Luxury Hotels in Lake Cumberland
- Spa Hotels in Lake Cumberland
- Lake Cumberland Hotels
- Houseboats in Lake Cumberland
- Motels in Lake Cumberland
- Vacation Homes in Lake Cumberland
- Rv Parks in Lake Cumberland
- Resorts in Lake Cumberland
- Hotels near Lake Cumberland State Resort Park
- Villas in Lake Cumberland
- Holiday Park Resorts in Mill Springs
- Lodges in Mill Springs
- Spa Hotels in Nancy
- Hotels near Wolf Creek National Fish Hatchery
- Big Mike's Rock and Gift Shop
- Bimble Vacations
- Breeding Vacations
- Columbia Vacations
- Corbin Vacations
- Dale Hollow Lake State Resort Park Golf Course
- Diamond Caverns Golf Course
- Eastern Kentucky University
- Edmonton Vacations
- Fayette Mall
- Fort Boonesborough State Park
- Freeman Lake Park
- Kentucky Down Under Adventure Zoo
- Kroger Field
- Lake Cumberland Winery
- Lake Cumberland Vacations
- Visit Lake Cumberland
- Limestone Branch Distillery
- Loretto Vacations
- Lucas Vacations
- Mammoth Cave National Park
- Orlando Vacations
- Pioneer Playhouse
- Russell Springs Vacations
- Scottsville Vacations
- Shaker Village of Pleasant Hill
- Shriners Hospitals for Children
- Symbol Vacations
- The Kentucky Castle
- Wild Turkey Trace Golf Course
- Wood Creek Lake
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
