Flemingsburg Vacations from $538

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Your Flemingsburg Vacation

The exciting city of Flemingsburg is calling. Discover all its secrets with a Flemingsburg vacation package that's customized to you. There's plenty to include on your itinerary during your trip to Flemingsburg, beginning with popular attractions such as Fleming County Golf Association and Fleming County Recreation Park. Stop dreaming and start adventuring. Check out the multitude of options on Expedia today and put your Flemingsburg vacation plans into motion!

The Latest Flemingsburg vacation packages

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

Comfort Suites

2.5 out of 5
Price was $717, price is now $538 per person
$538
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.6/10 Excellent! (1,004 reviews)
Excellent services and great customer service, really clean

Reviewed on Aug 28, 2025

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Save 100% on your flight
Price was $1,290, price is now $889 per person
$889
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
9.4/10 Exceptional! (820 reviews)
Like: The neighborhood and close dining. Breakfast was nice. Staff were awesome! Thank you. A little bit let down by the "spa shower".

Reviewed on Jul 29, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $1,100, price is now $807 per person
$807
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.8/10 Excellent! (1,003 reviews)
Amazing staff and beautiful hotel

Reviewed on Aug 29, 2025

The Campbell House Lexington, Curio Collection by Hilton

The Campbell House Lexington, Curio Collection by Hilton

4 out of 5
Price was $1,022, price is now $814 per person
$814
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8/10 Very Good! (1,008 reviews)
The staff was inconsistent in knowledge and helpfulness. The hotel its self is pretty confusing to get around. Some rooms had a mini fridge in an odd spot and dome rooms had no fridge at all. Inconsistency was the theme during our stay.

Reviewed on Aug 23, 2025

Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
Downtown Lexington
Price was $1,192, price is now $971 per person
$971
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.4/10 Very Good! (1,009 reviews)
The Hilton is very clean and the location was great. The room was average and the beds very comfortable. However, the AC didn’t work properly and was set at 60 degrees. I was unable to get the room warmer without having to just turn off the fan. The water pressure was also low. Otherwise it was a good stay.

Reviewed on Aug 28, 2025

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Discover the most popular places to visit in Flemingsburg

Fleming County Recreation Park

You can take time to visit Fleming County Recreation Park during your travels to Flemingsburg. Discover the sunsets while you're in the area.

Fleming County Recreation Park

Fleming County Golf Association

Enjoy a round of golf in Flemingsburg at Fleming County Golf Association. Discover the sunsets while you're in the area.

Fleming County Golf Association

Flemingsburg Hotel Deals

Quiet Country home, Pet friendly

Quiet Country home, Pet friendly

2 out of 5
Wallingford
$140 nightly
The price is $150 total per night from Sep 1 to Sep 2
$150 total
Sep 1 - Sep 2
Total with taxes and fees
Quiet Country home, Pet friendly
Beverly hills inn

Beverly hills inn

2.5 out of 5
1830 U.S. 52, Aberdeen, OH
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $56 total per night from Aug 30 to Aug 31
$56 total
Aug 30 - Aug 31
Total with taxes and fees
Beverly hills inn
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
2650 KY 801 North, Morehead, KY
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $104 total per night from Sep 14 to Sep 15
$104 total
Sep 14 - Sep 15
Total with taxes and fees
Comfort Inn & Suites
See all 137 properties in Flemingsburg
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.

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Frequently asked questions

How much does a Flemingsburg vacation package cost?
You'll find cheap prices from $538 on Expedia for your Flemingsburg getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Flemingsburg costs.
What are the cheapest months to go to Flemingsburg?
If you'd like to snag a cheap Flemingsburg vacation package, consider planning a trip in November, December and January. You're likely to find lower prices on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Flemingsburg?
With a well-organized itinerary, you can easily visit the main Flemingsburg attractions in a few days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Flemingsburg vacation for longer.
Is it worth booking a vacation package to Flemingsburg?
Boasting a host of highlights starting with its top-notch culture, Flemingsburg is a good vacation destination. Whether you want to explore attractions like Fleming County Recreation Park and Fleming County Golf Association or take the road less traveled, you'll find loads to see and do on your Flemingsburg vacation.
How to find the best Flemingsburg package deals?
Begin your search for a Flemingsburg package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Flemingsburg package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Flemingsburg escape underway.
Is it cheaper to book a Flemingsburg vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a tailored Flemingsburg vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Flemingsburg?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Flemingsburg trip.
Does Expedia offer Book Now, Pay Later Flemingsburg vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Flemingsburg break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.