Pennington Gap 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

Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access

3 out of 5
385 Screech Trl Pennington Gap VA
6.47 km from city center
Stay at this cottage in Pennington Gap. Enjoy free parking, patios, and in-room fireplaces. Popular attraction Cave Spring Park is located nearby.
Quality Inn Harlan

Quality Inn Harlan

2.5 out of 5
2608 South Highway 421 Harlan KY
27.1 km from city center
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Rogersville

Comfort Inn & Suites Rogersville

2.5 out of 5
128 James Richardson Lane Rogersville TN
37.87 km from city center
Book a stay at this golf hotel in Rogersville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Quality Inn & Suites Big Stone Gap

Quality Inn & Suites Big Stone Gap

2.5 out of 5
4609 Aerial Way Big Stone Gap VA
26.87 km from city center
Stay at this hotel in Big Stone Gap. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Travel Inn - Duffield

Travel Inn - Duffield

2 out of 5
382 Duff Patt Hwy Duffield VA
21.03 km from city center
Stay at this hotel in Duffield. Enjoy free WiFi, free parking, and an outdoor pool. Popular attraction Natural Tunnel State Park is located nearby.
Volunteer Inn at Church Hill

Volunteer Inn at Church Hill

2 out of 5
1142 Volunteer St Church Hill TN
35.27 km from city center
Stay at this hotel in Church Hill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Silver Lake Golf Club and Laurel Run Park are located ...
Don't see what you're looking for?
See all available properties in Pennington Gap
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.

American Airlines
Tue, Sep 15 - Thu, Sep 24
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$309 Roundtrip, found 3 hours ago
$309
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Sep 15 from Orlando Intl. to Tri-Cities Regional, returning Thu, Sep 24, priced at $309 found 3 hours ago
Delta
Tue, Sep 15 - Thu, Sep 24
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$309 Roundtrip, found 3 hours ago
$309
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Sep 15 from Orlando Intl. to Tri-Cities Regional, returning Thu, Sep 24, priced at $309 found 3 hours ago
American Airlines
Tue, Sep 15 - Thu, Sep 24
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$333 Roundtrip, found 3 hours ago
$333
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Sep 15 from Orlando Intl. to Tri-Cities Regional, returning Thu, Sep 24, priced at $333 found 3 hours ago
Delta
Tue, Oct 13 - Sat, Oct 31
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$338 Roundtrip, found 1 day ago
$338
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 13 from Orlando Intl. to Tri-Cities Regional, returning Sat, Oct 31, priced at $338 found 1 day ago