Drakesboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Ready to book your vacation to Drakesboro?

 

Choose your dates

Drakesboro Hotel Deals

Days Inn by Wyndham Central City

Days Inn by Wyndham Central City

2.5 out of 5
640 S 2nd St, Central City, KY
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jul 28 to Jul 29
CA $112
CA $129 total
Jul 28 - Jul 29
includes taxes & fees
7.4/10 Good! (266 reviews)
Very good for price
"It was great. I was worried about the jetted tub being super clean but it didnt appear dirty but you always wonder. Everything else was very clean. Only issue when we were trying to check out no one was to be found and we had to wait a while, and if you're out late, good luck getting parking on a ..."

Reviewed on Jul. 6, 2025

Days Inn by Wyndham Central City
Super 8 by Wyndham Central City

Super 8 by Wyndham Central City

2 out of 5
635 S 2nd St, Central City, KY
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Aug 14 to Aug 15
CA $110
CA $127 total
Aug 14 - Aug 15
includes taxes & fees
7.4/10 Good! (424 reviews)
"I had a room with a hot tub. The hot tub was just big enough for 1 person to fit somewhat comfortably but definitely not 2 people!"

Reviewed on Jul. 23, 2025

Super 8 by Wyndham Central City
Happy Stay Inn Madisonville I-69 By OYO

Happy Stay Inn Madisonville I-69 By OYO

2.5 out of 5
99 Free Henry Ford Rd, Madisonville, KY
Fully refundableReserve now, pay when you stay
The price is CA $74 per night from Aug 3 to Aug 4
CA $74
CA $92 total
Aug 3 - Aug 4
includes taxes & fees
6.4/10 (160 reviews)
"It was a great stay nice managers and staff i woukd go back agai"

Reviewed on Jun. 21, 2025

Happy Stay Inn Madisonville I-69 By OYO
See all 56 properties in Drakesboro
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Drakesboro vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. However, how much your vacation to Drakesboro costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Drakesboro?
If you're looking to snag a cheap Drakesboro vacation package, consider travelling in January, February and August. You're likely to find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Drakesboro?
Generally, a handful of days is enough to explore the main sights during your Drakesboro vacation. But if you'd like to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Drakesboro package deals?
Use Expedia's filter tool to help you find some unbeatable Drakesboro package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Drakesboro package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Drakesboro vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Drakesboro trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Drakesboro?
If you have your Drakesboro travel dates locked in, book as soon as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Drakesboro?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Drakesboro.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to put aside for your trip to Drakesboro. Then, choose a property that suits your budget, whether that's an economical stay or a deluxe getaway.
  3. Determine how many days away: Start by listing all the sights and activities you want to get to in Drakesboro. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Drakesboro vacation package.

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