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Middlesboro Country Club Vacation Packages

Middlesboro Country Club Flight + Hotel Packages

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

Green Valley Motel

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this hotel in Pigeon Forge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dollywood and Island at Pigeon Forge are located nearby.
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this 4-star spa hotel in Gatlinburg. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ripley's Aquarium of the Smokies and Dollywood are located nearby.
Park Grove Inn

Park Grove Inn

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Book a stay at this family-friendly hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this 3.5-star business-friendly hotel in Knoxville. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Neyland Stadium and Thompson–Boling Arena are located nearby.
Mountain Aire Inn Sevierville/Pigeon Forge

Mountain Aire Inn Sevierville/Pigeon Forge

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this motel in Sevierville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
Red Roof Inn & Suites Pigeon Forge - Parkway

Red Roof Inn & Suites Pigeon Forge - Parkway

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
The Resort at Governor's Crossing

The Resort at Governor's Crossing

3.5 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this 3.5-star family-friendly hotel in Sevierville. Enjoy free WiFi, free parking, and free water park access. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
Park Tower Inn

Park Tower Inn

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this hotel in Pigeon Forge. Enjoy free WiFi, free parking, and a lazy river. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
Music Road Resort Hotel and Inn

Music Road Resort Hotel and Inn

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Book a stay at this family-friendly hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 15
found 5 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this 3-star family-friendly resort in Pigeon Forge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
Ramada by Wyndham Pigeon Forge North

Ramada by Wyndham Pigeon Forge North

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Stay at this hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.
Creekstone Inn

Creekstone Inn

2 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dollywood and Island at Pigeon Forge are located nearby.

3-4 Night Vacations in Middlesboro Country Club

Price found within the past 48 hours. Click for updated prices.
Mountain Aire Inn Sevierville/Pigeon Forge

Mountain Aire Inn Sevierville/Pigeon Forge

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Park Grove Inn

Park Grove Inn

2.5 out of 5
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Downtown Knoxville
Save 100% on your flight
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)

5-7 Night Vacations in Middlesboro Country Club

Price found within the past 48 hours. Click for updated prices.
Gatlinburg Town Square by Exploria Resorts

Gatlinburg Town Square by Exploria Resorts

2.5 out of 5
Save 100% on your flight
per person
May 25 - Jun 1
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
Bearly Gnomey

Bearly Gnomey

2.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
A Top Notch Lodge

A Top Notch Lodge

5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)
River Edge Inn

River Edge Inn

2 out of 5
Downtown Gatlinburg
Save 100% on your flight
per person
May 25 - Jun 1
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Knoxville (TYS)

Middlesboro Country Club Last Minute Hotel Deals

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Econo Lodge Middlesboro
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and ...
Cumberland Gap Inn
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Pine Mountain State Resort Park
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Days Inn by Wyndham Jellico - Tennessee State Line
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Holiday Inn Express Williamsburg by IHG
Hampton Inn Williamsburg
Hampton Inn Williamsburg
2.5 out of 5
530 Highway 92 W, Williamsburg, KY
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn Williamsburg
See all 690 properties in Middlesboro Country Club
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.