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Hotels in Monticello

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Choose from 896 Monticello Hotel Deals

Best Western Lake Cumberland Inn
Best Western Lake Cumberland Inn
2.5 out of 5
2030 E Highway 90, Monticello, KY
  • 14 min drive from Lake Cumberland Winery
Book a stay at this business-friendly hotel in Monticello. Enjoy free breakfast, free parking, and room service. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (319 reviews)
"Front desk personnel were excellent. Will stay there again when working in this area."

Reviewed on Apr 11, 2025

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
  • 1 hour drive from Lake Cumberland Winery
Stay at this 3.5-star family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the restaurant ...
8.4/10 Very Good! (1,006 reviews)
Convenient for hiking
"The rooms are a bit dated and our "river view" wasn't what we were expecting. Typically when we've booked river view rooms the river was the main view. This room gave us a view of lots of trees and the river in the distance. It was very convenient to be able to get up early and walk the trail down ..."

Reviewed on Jun 1, 2025

Cumberland Falls State Resort Park
Red Roof Inn Somerset, KY
Red Roof Inn Somerset, KY
2 out of 5
1201 S Highway 27, Somerset, KY
  • 37 min drive from Lake Cumberland Winery
Book a stay at this business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7/10 Good! (885 reviews)
"Staff was very friendly. Room was very nice size and great"

Reviewed on Jun 1, 2025

Red Roof Inn Somerset, KY
Lake Cumberland State Resort Park
Lake Cumberland State Resort Park
3 out of 5
5465 State Park Rd, Jamestown, KY
  • 24 min drive from Lake Cumberland Winery
Stay at this 3-star family-friendly holiday park in Jamestown. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (454 reviews)
"Lovely"

Reviewed on May 19, 2025

Lake Cumberland State Resort Park
Comfort Inn Somerset
Comfort Inn Somerset
2.5 out of 5
82 Jolin Dr, Somerset, KY
  • 31 min drive from Lake Cumberland Winery
Book a stay at this business-friendly hotel in Somerset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (385 reviews)
"Nice staff"

Reviewed on May 30, 2025

Comfort Inn Somerset
Courtyard by Marriott Somerset
Courtyard by Marriott Somerset
3 out of 5
2254 South Highway 27, Somerset, KY
  • 35 min drive from Lake Cumberland Winery
Stay at this 3-star business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9/10 Wonderful! (518 reviews)
"Excellent customer service from everyone including the frontdesk, cleaning staff, and staff at the coffee shop."

Reviewed on May 27, 2025

Courtyard by Marriott Somerset
Holiday Inn Express & Suites Somerset Central by IHG
Holiday Inn Express & Suites Somerset Central by IHG
2.5 out of 5
50 Stevie Lynn Dr, Somerset, KY
  • 31 min drive from Lake Cumberland Winery
Book a stay at this business-friendly hotel in Somerset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (496 reviews)
"The staff was wonderful and very helpful! We had a great experience during our stay."

Reviewed on May 26, 2025

Holiday Inn Express & Suites Somerset Central by IHG
Hampton Inn Somerset
Hampton Inn Somerset
2.5 out of 5
4141 S Highway 27, Somerset, KY
  • 34 min drive from Lake Cumberland Winery
Stay at this hotel in Somerset. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (392 reviews)
"Clean and friendly staff"

Reviewed on Apr 30, 2025

Hampton Inn Somerset
Super 8 by Wyndham Somerset
Super 8 by Wyndham Somerset
2 out of 5
601 S Highway 27, Somerset, KY
  • 38 min drive from Lake Cumberland Winery
Book a stay at this business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Trinity Park and Rocky ...
7/10 Good! (413 reviews)
"Good motel for the price point. It appears that they have been updating it since I was last here. Clean, comfortable, and a good location for our needs."

Reviewed on May 30, 2025

Super 8 by Wyndham Somerset
Dale Hollow Lake State Resort Park
Dale Hollow Lake State Resort Park
3.5 out of 5
5970 State Park Rd, Burkesville, KY
  • 1 hour drive from Lake Cumberland Winery
Stay at this 3.5-star golf hotel in Burkesville. Enjoy free WiFi, free parking, and a marina. Popular attractions Dale Hollow Reservoir and Dale Hollow Lake ...
9/10 Wonderful! (326 reviews)
"The State Park has amenities for all ages. The trails were nice; the restaurant was excellent and convenient; several marinas were close; the lake was really gorgeous. This was our second visit to the resort, and we are already booked for October 2025."

Reviewed on May 30, 2025

Dale Hollow Lake State Resort Park
Riverfront Lodge
Riverfront Lodge
2.5 out of 5
305 Keen St, PO Box 417, Burkesville, KY
  • 1 hour drive from Lake Cumberland Winery
Stay at this motel in Burkesville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dr. Joseph Schickel Veterans Memorial Park and Burkesville ...
7/10 Good! (219 reviews)
"Older hotel. No weird smells or anything to make u feel uneasy that usually accompany an older hotel. I feel it's a good value for the area! Very friendly staff and atmosphere."

Reviewed on May 10, 2025

Riverfront Lodge
Laker Inn
Laker Inn
2 out of 5
990 Maple St, Russell Springs, KY
  • 17 min drive from Lake Cumberland Winery
Stay at this hotel in Russell Springs. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lake Cumberland Marina and Wolf Creek Recreation ...
5.6/10 (39 reviews)
"It was well located for eating and shopping for food very quiet and easy parking"

Reviewed on Apr 13, 2025

Laker Inn
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.

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