Pine Ridge Vacations from $409

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The Latest Pine Ridge vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Richmond Hotel

Best Western Richmond Hotel

2.5 out of 5
Price was $421, price is now $409 per person
$409
per person
Apr 10 - Apr 12
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lexington (LEX)
7/10 Good! (1,000 reviews)
clean room nice hot tub friendly staff

Reviewed on Jan 10, 2026

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

3 out of 5
Price was $1,344, price is now $1,128 per person
$1,128
per person
Apr 10 - Apr 12
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lexington (LEX)
8.6/10 Excellent! (1,002 reviews)
The room was in good condition but the beds were very worn out and the pool could’ve been cleaner. Staff and service were good!

Reviewed on Jan 19, 2026

The Delegate

The Delegate

3.5 out of 5
Price was $606, price is now $584 per person
$584
per person
Apr 10 - Apr 12
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lexington (LEX)
9.2/10 Wonderful! (278 reviews)
Very accomodating and friendly staff. Staff went above and beyond to help me and my wife get settled after a 15 hour drive. We were moving across country and had a lot of stuff to get off the car. The gentlemen taking care of the front desk at 5 am was more than helpful to help us .my wife and i will be back for sure

Reviewed on Jan 28, 2026

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

3 out of 5
Price was $541, price is now $522 per person
$522
per person
Apr 10 - Apr 12
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lexington (LEX)
9/10 Wonderful! (1,002 reviews)
Room was fine, bagel was stale, it took a long time to check in. The woman at the desk was very nice but talked a lot, explaining processes that weren't helpful to me at all. She kindly gave us directions, but again very detailed and I had no hope of remembering much of it.

Reviewed on Jan 21, 2026

Hampton Inn Lexington Medical Center

Hampton Inn Lexington Medical Center

2.5 out of 5
Price was $646, price is now $636 per person
$636
per person
Apr 10 - Apr 12
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lexington (LEX)
9.4/10 Exceptional! (1,001 reviews)
It was quiet. The rooms were clean. The breakfast was good. It was a convenient location.

Reviewed on Jan 13, 2026

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Pine Ridge Hotel Deals

Turning Leaf Cabin in the Red River Gorge• Pet Friendly• Hi Speed 🛜

Turning Leaf Cabin in the Red River Gorge• Pet Friendly• Hi Speed 🛜

Pine Ridge KY
10/10 Exceptional! (126 reviews)
All was as expected or better.

Reviewed on Jan 19, 2026

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Turning Leaf Cabin in the Red River Gorge• Pet Friendly• Hi Speed 🛜
BIG ROCK LOG CABIN , Beside Natural Bridge/Red River Gorge

BIG ROCK LOG CABIN , Beside Natural Bridge/Red River Gorge

Pine Ridge KY
9.8/10 Exceptional! (294 reviews)
It was perfect in every way!!!

Reviewed on Nov 8, 2025

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BIG ROCK LOG CABIN , Beside Natural Bridge/Red River Gorge
WiFi & Pet Friendly - The Road`s End

WiFi & Pet Friendly - The Road`s End

Pine Ridge KY
9/10 Wonderful! (78 reviews)
Everything was super cozy and and stay was one of the best

Reviewed on Jan 14, 2026

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WiFi & Pet Friendly - The Road`s End
See all 812 properties in Pine Ridge
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 Pine Ridge Vacation Packages

Pine Ridge Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Pine Ridge vacation package cost?
You can pick up a vacation package to this popular destination from $409 on Expedia. However, how much your vacation to Pine Ridge costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Pine Ridge?
You can generally find lower rates and better availability in October, November and December. Explore our cheap Pine Ridge vacation packages and you could get some great off-season discounts.
How many days is enough for Pine Ridge?
The ideal length for your Pine Ridge vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to check out all the leading sights and discover some hidden spots along the way.
How to find the best Pine Ridge package deals?
Use Expedia's handy filters to find some fabulous Pine Ridge package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Pine Ridge package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Pine Ridge vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Pine Ridge vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Pine Ridge?
If you have your Pine Ridge vacation dates confirmed, book early to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Pine Ridge vacation packages?
Your Pine Ridge trip should be an escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.