Hillsboro Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3 out of 5
844 W Main Street, Monteagle, TN
22.3 km from city center
Stay at this 3-star hotel in Monteagle. Enjoy free parking, private pools, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

2 out of 5
201 Expressway Dr, Manchester, TN
9.34 km from city center
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sleep Inn And Suites Manchester

Sleep Inn And Suites Manchester

2.5 out of 5
84 Relco Drive, Manchester, TN
8.54 km from city center
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express & Suites Manchester by IHG

Holiday Inn Express & Suites Manchester by IHG

2.5 out of 5
111 Hospitality Blvd, Manchester, TN
8.73 km from city center
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Great Stage Park and May Prairie ...
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

3 out of 5
120 Hospitality Blvd, Manchester, TN
8.65 km from city center
Stay at this 3-star hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Quality Inn

Quality Inn

2.5 out of 5
509 W Main St, Monteagle, TN
22.19 km from city center
Stay at this hotel in Monteagle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Quality Inn Tullahoma

Quality Inn Tullahoma

2.5 out of 5
1410 N. Jackson Street, Tullahoma, TN
23.39 km from city center
Book a stay at this business-friendly hotel in Tullahoma. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Inn At Tree City, BW Signature Collection

The Inn At Tree City, BW Signature Collection

2.5 out of 5
809 Sparta Street, McMinnville, TN
35.86 km from city center
Book a stay at this business-friendly hotel in McMinnville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
Baymont by Wyndham Tullahoma

Baymont by Wyndham Tullahoma

2.5 out of 5
2113 N Jackson St, Tullahoma, TN
24.53 km from city center
Book a stay at this business-friendly hotel in Tullahoma. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Commerce Central and Regal Tullahoma ...
The Sewanee Inn

The Sewanee Inn

4 out of 5
1235 University Ave, Sewanee, TN
23.23 km from city center
Stay at this 4-star golf hotel in Sewanee. Enjoy free WiFi, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Lx Hotel, BW Signature Collection By Best Western

Lx Hotel, BW Signature Collection By Best Western

2.5 out of 5
201 Murfreesboro Highway, Manchester, TN
13.29 km from city center
Book a stay at this business-friendly motel in Manchester. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and ...
Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG

2.5 out of 5
2030 N Jackson Street, Tullahoma, TN
24.23 km from city center
Book a stay at this business-friendly hotel in Tullahoma. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Scottish Inn Manchester

Scottish Inn Manchester

2.5 out of 5
2457 Hillsboro Blvd, Manchester, TN
8.43 km from city center
Stay at this motel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Great Stage Park and May Prairie Designated State Natural ...
Best Western Inn

Best Western Inn

2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN
26.17 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Southern Inn

Southern Inn

2.5 out of 5
2259 Hillsboro Blvd., 2259, Manchester, TN
9.34 km from city center
Book a stay at this business-friendly hotel in Manchester. Enjoy free parking, 6 restaurants, and a 24-hour front desk. Popular attractions Great Stage Park ...
Don't see what you're looking for?
See all available properties in Hillsboro
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sun, Jul 20 - Tue, Jul 22
DTW
Detroit Metropolitan Wayne County
BNA
Nashville Intl.
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Jul 20 from Detroit Metropolitan Wayne County to Nashville Intl., returning Tue, Jul 22, priced at $90 found 2 days ago
Spirit Airlines
Mon, Jul 7 - Fri, Jul 11
ORD
O'Hare Intl.
BNA
Nashville Intl.
$90 Roundtrip, found 9 hours ago
$90
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Nashville Intl., returning Fri, Jul 11, priced at $90 found 9 hours ago
JetBlue Airways
Mon, Aug 25 - Wed, Sep 3
JFK
John F. Kennedy Intl.
BNA
Nashville Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Aug 25 from John F. Kennedy Intl. to Nashville Intl., returning Wed, Sep 3, priced at $97 found 1 day ago
Spirit Airlines
Sun, Sep 14 - Thu, Sep 18
BOS
Logan Intl.
BNA
Nashville Intl.
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Sep 14 from Logan Intl. to Nashville Intl., returning Thu, Sep 18, priced at $110 found 2 days ago