Pennington Gap Vacations from $529

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Your Pennington Gap Vacation

When you choose a Pennington Gap vacation package, it's all about letting go and enjoying your escape to the fullest. Discover the best parts of this exciting city knowing that all the travel planning has been organized in advance. Need some ideas on what to see or do first during your trip to Pennington Gap? Head straight for well-known attractions like Cave Spring Park. Stop dreaming and start traveling. Explore the many options on Expedia today and put your Pennington Gap vacation plans into action!

The Latest Pennington Gap vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Kingsport, TN

Motel 6 Kingsport, TN

2 out of 5
Price was $600, price is now $529 per person
$529
per person
Dec 16 - Dec 21
found 8 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Tri-Cities (TRI)
8.2/10 Very Good! (1,003 reviews)

Volunteer Inn at Church Hill near Kingsport

Volunteer Inn at Church Hill near Kingsport

2 out of 5
Price was $689, price is now $609 per person
$609
per person
Dec 16 - Dec 21
found 8 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Tri-Cities (TRI)
7.4/10 Good! (15 reviews)
Check in staff was very friendly and helpful. Ice machine was broken, but they had ice available in the office. Room was clean and comfortable.

Reviewed on Oct 7, 2026

The Downtown Post The Brady Suite

The Downtown Post The Brady Suite

4 out of 5
Price was $1,495, price is now $1,340 per person
$1,340
per person
Jan 4 - Jan 8
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
10/10 Exceptional! (3 reviews)
This was the perfect location. Close to restaurants, shopping and the covered bridge. The room was big and comfortable and it felt more like an apartment rather than a "hotel" room. Check-in was so easy as was the access to our room and parking. We will absolutely be back again in the spring to visit our daughter at Milligan University.

Reviewed on Oct 8, 2026

The Downtown Post The Gracie Suite

The Downtown Post The Gracie Suite

4 out of 5
Price was $1,372, price is now $1,264 per person
$1,264
per person
Jan 4 - Jan 8
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
No reviews
Loved The Gracie Suite! We absolutely loved our stay at The Downtown Post in The Gracie Suite! From the moment we arrived, it felt comfortable, welcoming, and peaceful. The suite was beautifully done, very clean, and had so much charm and character. It was one of those places where you immediately feel at home. Everything was thoughtfully put together, and we really appreciated the little details that made our stay extra enjoyable. We couldn't have asked for a better experience. We will definitely stay here again and won't hesitate to recommend "The Downtown Post" to family and friends. If you're considering booking it—do it! You won't be disappointed. ❤️ Thank you for such a wonderful stay!

Reviewed on Sep 7, 2026

The Bristol Hotel

The Bristol Hotel

4 out of 5
Price was $1,204, price is now $1,121 per person
$1,121
per person
Jan 4 - Jan 8
found 12 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
9.8/10 Exceptional! (1,002 reviews)

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Stay near popular Pennington Gap attractions

Cave Spring Park

10.0/10 (1 review)
Cave Springs Recreation Area offers serene natural landscapes for hiking and outdoor exploration. Pack a picnic lunch to enjoy beside the scenic trails while listening to the peaceful sounds of nature.
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Pennington Gap Hotel Deals

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Pennington Gap VA
9.8/10 Exceptional! (7 reviews)
"Very nice and relaxing. Only draw back was no wifi in case of emergency there is no way to call anyone. But the ducks and geese and quiet does help you unplug. Thank you"

Reviewed on Oct 9, 2026

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Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"
Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access

Pennington Gap VA
10/10 Exceptional! (13 reviews)
"Peaceful, gorgeous cabin to get away and enjoy nature. Easy driving distance to a variety of outdoor activities, such as parks and hiking trails. Also, a handful of unique historic downtowns and history to explore."

Reviewed on Sep 18, 2026

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Modern Appalachian Vacation Rental w/ River Access
Modern Appalachian Vacation Rental w/ River Access

Modern Appalachian Vacation Rental w/ River Access

3 out of 5
385 Screech Trl Pennington Gap VA
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Modern Appalachian Vacation Rental w/ River Access
See all 70 properties in Pennington Gap
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.

Find the Best Pennington Gap Vacation Packages

Pennington Gap Essential Information

Language
English
Currency
U.S dollars
Population
1,800

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Frequently asked questions

What are the top things to do in Pennington Gap?
Pennington Gap, an outdoor and nature destination, offers a variety of attractions for a memorable vacation:

Browse and book things to do in Pennington Gap on Expedia.
How can I save money on a Pennington Gap vacation package?
When you bundle, you can save up to 30%*. To save money on a Pennington Gap package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Pennington Gap, or is public transport enough?
For a Pennington Gap vacation package, a rental car offers the most flexibility to explore this outdoor and nature destination. Many of the area's attractions, such as Black Mountain about 13 miles away or Martins Fork Lake - Smith Recreation Area about 26 miles from the center, are spread out. While local taxis might be available for shorter trips, a car is generally needed to fully experience the scenic views and family-friendly attractions. Planning your Pennington Gap vacation packages with flights to include a rental car will allow you to easily reach hiking trails, parks, and cultural sites at your own pace.
Can I change or cancel my Pennington Gap vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Pennington Gap vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Pennington Gap vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Pennington Gap vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Pennington Gap?
To find last-minute vacation packages to Pennington Gap, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Pennington Gap vacation packages?
Free cancellation on a Pennington Gap vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Pennington Gap vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Pennington Gap getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Pennington Gap vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.