Pine Ridge Vacations 2026 from CA $779

Pine Ridge flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

GuestHouse Lexington

CA $779

per person

Jun 12 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hamburg Place and Red Mile Racetrack are located nearby.

21c Museum Hotel Lexington

Downtown Lexington

CA $870

per person

Jun 12 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Red Mile Racetrack and Hamburg Place are located nearby.

Holiday Inn Express Lexington Horse Park Area by IHG

CA $943

per person

Jun 12 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Kentucky Horse Park and Red Mile Racetrack are located nearby.

The Sire Hotel Lexington, Tapestry Collection by Hilton

Downtown Lexington

CA $966

per person

Jun 12 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red Mile Racetrack and Hamburg Place are located nearby.

DoubleTree Suites by Hilton Hotel Lexington

CA $875

per person

Jun 12 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Lexington (LEX)

Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Hamburg Place and Red Mile Racetrack are located nearby.

Top Pine Ridge hotels deals

Cozy Custom Cabin in the RRG• A true GUEST FAV

Pine Ridge KY

CA $122

CA $240 total

May 17 - May 18

includes taxes & fees

Stay at this cabin in Pine Ridge. Enjoy free WiFi, patios, and Netflix. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.

Kitchen

Pet-friendly

Secluded Cliffside Cabin Near Red River Gorge

Pine Ridge KY

Get rates

Stay at this cabin in Pine Ridge. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Natural Bridge State Park and Hoedown Island are located nearby.

Kitchen

Washer

Hikers Retreat•Handcrafted Cabin in RRG • PET FRIENDLY• Fire Pit

Pine Ridge KY

CA $129

CA $248 total

May 13 - May 14

includes taxes & fees

Stay at this cabin in Pine Ridge. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.

Kitchen

Pet-friendly

• Cozy Cabin in RRG • Hot Tub • Fireplace • Pet Friendly

Pine Ridge KY

Get rates

Stay at this cabin in Pine Ridge. Enjoy free WiFi, a garden, and patios. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.

Hot tub

Kitchen

Cute Cabin in RRG• Pet Friendly • Hi Speed 🛜 Hikers

Pine Ridge KY

Get rates

Stay at this cabin in Pine Ridge. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.

Kitchen

Pet-friendly

New Cozy Secluded Cabin with wi-fi

Rogers KY

Get rates

Stay at this cabin in Pine Ridge. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Red River Gorge and Natural Bridge State Park are located nearby.

Kitchen

Washer

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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.

Pine Ridge Vacations

Stumbling upon somewhere new is what makes traveling so extraordinary, But of course, it never hurts to research a few things about the destination before you race off. We'll help you discover a few basics about Pine Ridge.

This town is 30 miles (48 kilometers) to the south of Morehead, and 370 miles (595 kilometers) west of Washington, the nation's capital.

Places to visit in Pine Ridge

After a way to relieve the stress of your busy, modern life? Suck in the fresh air as you go for a romp through Natural Bridge State Park. Need more options? Are you wild about animals? Grunt, squeak and squawk to some of the most interesting of them at Kentucky Reptile Zoo. It promises to be a fun day out for youngsters and adults alike! And there's more. In the mood to wander where the WiFi is weak? Shut down your phone, leave the world behind and take a hike through nature at Osborne Bend Trail.

Where do you fly into for Pine Ridge?

The buzz and excitement of roaming an entirely new place will never get old. Once you've arrived at Blue Grass Airport (LEX), the main hubs of Pine Ridge will be only 55 miles (89 kilometers) to the east from here.

Frequently asked questions

How much are vacation packages to Pine Ridge?

With deals starting at just CA $779, flight and hotel packages are an excellent way to make your budget stretch further. Get ready Pine Ridge — here you come!

How long should my Pine Ridge vacation be?

Around 3 nights is the average time frame visitors spend in Pine Ridge. But the ideal trip length depends on how many unforgettable memories you want to create. Why not stay a few extra days and explore some hidden treasures?

Where can I get the best vacation package deals for Pine Ridge?

You'll find sensational Pine Ridge package deals with Travelocity. Pick and choose from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those vacation daydreams into a reality.

Why should I book my Pine Ridge vacation package with Travelocity?

From amazing destinations to fun experiences, we have everything you need to satisfy your wanderlust. Our friendly 24/7 customer support will also make sure you're being well taken care of before, during and after your getaway. And don't stress if you find a better price on your reservation, we'll match it. That's our Price Match Guarantee.

Will I save money on my Pine Ridge car rental if I bundle it with hotels and flights?

With a Pine Ridge vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. When you're ready to discover the best of this impressive region, why not check out Churchill Downs? This popular sight is 193 kilometers from Pine Ridge. With a rental car, you'll be there in a jiffy.

Which airport is best for Pine Ridge?

Blue Grass Airport (LEX), the major terminal in Pine Ridge, is where you'll step off the plane. You'll find it 88 kilometers west of the downtown area.

Where should I stay when visiting Pine Ridge?

Many people opt to hit the hay at the Treetop Modern Cabin with Hot Tub, Creek View. It's an excellent base for your Pine Ridge vacation.