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.
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 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. ...
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.
Rodeway Inn Harlan

Rodeway Inn Harlan

2 out of 5
355 Skidmore Drive Harlan KY
26.09 km from city center
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.

Breeze Airways
Fri, May 15 - Mon, May 18
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$290 Roundtrip, found 4 days ago
$290
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, May 15 from Orlando Intl. to Tri-Cities Regional, returning Mon, May 18, priced at $290 found 4 days ago
American Airlines
Wed, Sep 23 - Wed, Sep 30
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$297 Roundtrip, found 23 hours ago
$297
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Wed, Sep 23 from Orlando Intl. to Tri-Cities Regional, returning Wed, Sep 30, priced at $297 found 23 hours ago
Delta
Wed, Sep 23 - Wed, Sep 30
MCO
Orlando Intl.
TRI
Tri-Cities Regional
$309 Roundtrip, found 23 hours ago
$309
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Sep 23 from Orlando Intl. to Tri-Cities Regional, returning Wed, Sep 30, priced at $309 found 23 hours ago
United
Mon, Jun 15 - Sat, Jun 27
LAX
Los Angeles Intl.
TRI
Tri-Cities Regional
$461 Roundtrip, found 1 day ago
$461
Roundtrip
found 1 day ago
Select United flight, departing Mon, Jun 15 from Los Angeles Intl. to Tri-Cities Regional, returning Sat, Jun 27, priced at $461 found 1 day ago