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Prestonsburg flight + hotel packages

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

Capital Plaza Hotel

3 out of 5
Price was CA $1,030, price is now CA $932 per person
CA $932
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Lexington (LEX)
Stay at this hotel in Frankfort. Enjoy room service, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buffalo Trace Distillery and Old State Capitol are located nearby.
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
Price was CA $1,270, price is now CA $1,166 per person
CA $1,166
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and Red Mile Racetrack are located nearby.
The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was CA $2,140, price is now CA $1,977 per person
CA $1,977
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) 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 Rupp Arena and Red Mile Racetrack are located nearby.
Sleep Inn

Sleep Inn

2.5 out of 5
Price was CA $1,026, price is now CA $953 per person
CA $953
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Lexington (LEX)
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Toyota Visitor Center and Country Boy Brewing are located nearby.
Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

3 out of 5
Price was CA $1,565, price is now CA $1,455 per person
CA $1,455
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) 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.

Top Prestonsburg hotels deals

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
Free cancellation
The price is CA $153 per night
CA $153
CA $173 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mountain Arts Center and Archer Park are located nearby.
Pool
Breakfast included
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 out of 5
85 Hal Rogers Drive Prestonsburg KY
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $165 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mountain Arts Center and Archer Park are located nearby.
Breakfast included
Pet-friendly
Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!

Prestonsburg KY
Get rates
Stay at this vacation home in Prestonsburg. Enjoy a garden, laundry facilities, and patios. Popular attractions StoneCrest Golf Course and Jenny Wiley State Resort Park are located nearby.
Kitchen
Washer
Quality Inn & Suites Prestonsburg Next to Mountain Arts Center

Quality Inn & Suites Prestonsburg Next to Mountain Arts Center

2 out of 5
85 Hal Rogers Drive Prestonsburg KY
Get rates
Stay at this hotel in Prestonsburg. Enjoy free parking, a fitness center, and laundry facilities. Popular attractions Mountain Arts Center and Archer Park are located nearby.
Parking included
Free WiFi
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Prestonsburg KY
The price is CA $136 per night
CA $136
CA $249 total
Apr 6 - Apr 7
includes taxes & fees
Stay at this vacation home in Prestonsburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Archer Park and Samuel May House are located nearby.
Kitchen
Washer
Jenny Wiley State Resort Park

Jenny Wiley State Resort Park

3 out of 5
75 Theatre Ct Prestonsburg KY
Get rates
Stay at this hotel in Prestonsburg. Enjoy free parking, an outdoor pool, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jenny Wiley State Resort Park and StoneCrest Golf Course are located nearby.
Pool
Pet-friendly
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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.

Popular places to visit

Jenny Wiley State Resort Park

Explore the great outdoors at Jenny Wiley State Resort Park, a lovely green space in Prestonsburg. Wander the riverfront or discover the area's mountain views.

Jenny Wiley State Resort Park

Mountain Arts Center

You can make plans for a show at Mountain Arts Center during your stay in Prestonsburg. Amble around the area's riverfront or experience its live music.

Mountain Arts Center

StoneCrest Golf Course

Enjoy a round of golf in Prestonsburg at StoneCrest Golf Course. Stroll along the riverfront or discover the area's mountain views.

StoneCrest Golf Course

Prestonsburg Vacations

Even if you're the most spontaneous adventurer, it still doesn't hurt to find out a little bit about Prestonsburg before you take off. Circle it on your map, investigate its main attractions and let the good times roll!

Prestonsburg is 160 miles (257 kilometers) to the south of Columbus, a notable city.

Would you like to meet the locals? That shouldn't be too hard. 3,000 people call this part of Eastern Kentucky home.

Places to visit in Prestonsburg

It's said that history is the best teacher. Travel back through time for a fascinating lesson at Middle Creek National Battlefield. Seeking some more ideas? Nothing gives us an understanding of the past quite like old houses. Why not explore the interior of Samuel May House and learn a few stories about what went on under its roof? But that's not all there is. If the kids are sick of sightseeing and need to expend some energy, why not take them to Archer Park? It's the ideal spot to play a game of tag and kick a ball around.

Where do you fly into for Prestonsburg?

When you're planning your Prestonsburg getaway, keep in mind that the closest major terminal, Tri-State Airport (HTS), is approximately 50 miles (80 kilometers) to the north of the downtown area. Book your airfares, pack your suitcase and get set for some amazing adventures!

Frequently asked questions

How much are vacation packages to Prestonsburg?
Travelocity offers great package deals to Prestonsburg, including flights and hotels, from an impressive CA $932. With all the money you save, you could book some interesting tours or perhaps even tack on a couple of extra nights to your vacation.
How long should my Prestonsburg vacation be?
There are no strict rules for how long your Prestonsburg vacation should be, but many travelers stay for around 3 nights. Got some leeway with your travel dates? Consider booking a couple more nights. Then you'll have time to explore some lesser-known areas too.
Where can I get the best vacation package deals for Prestonsburg?
You can lock in amazing Prestonsburg package deals with Travelocity. Mix and match from 400 partner airlines and 1,000,000 properties worldwide and turn those vacation dreams into reality.
Why should I book my Prestonsburg vacation bundle with Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Will I save money on my Prestonsburg car rental if I book it with a hotel or flight?
Bundling your car, flight and hotel into a Prestonsburg vacation package is a surefire way to land the best prices. Plus, having your own set of wheels gives you absolute freedom to find your way to all those big sights you can't wait to see. Situated 88 kilometers from Prestonsburg, Paramount Arts Center is one attraction that should be on your must-do list. Put together a driving playlist and make a day trip of it.
Which airport is best for Prestonsburg?
A flight to Prestonsburg means landing at Tri-State Airport (HTS). It's roughly 80 kilometers north of the downtown area.
What is there to do in Prestonsburg?
There is a certain magic in the air as you stroll the streets of Prestonsburg. Jenny Wiley State Resort Park and Mountain Arts Center are just a couple of famous attractions that make this city such a sought-after destination, so add them to your travel itinerary.
Where should I stay when visiting Prestonsburg?
If you're looking for a place to spend your nights, have a look at the Comfort Suites Prestonsburg West. It's the top choice for many visitors.

Photos of local treasures

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Dewey Lake at Jenny Wiley State Resort Park

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