Dillsboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top Dillsboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
Price was CA $1,090, price is now CA $991 per person
CA $991
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
8.6/10 Excellent! (1,007 reviews)
The staff (especially Heather at the front) were wonderful. The lobby was beautiful and the outdoor pool was excellent. The breakfast was pretty good too. However, the room was pretty worn down and beds were uncomfortable.

Reviewed on Aug 4, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $2,698, price is now CA $2,098 per person
CA $2,098
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
The drinks were amazing, the staff were friendly and attentive. Great location.

Reviewed on Aug 1, 2026

Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was CA $1,768, price is now CA $1,563 per person
CA $1,563
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.4/10 Exceptional! (2,033 reviews)

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was CA $1,407, price is now CA $1,262 per person
CA $1,262
per person
Oct 16 - Oct 18
found 2 days ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
9.6/10 Exceptional! (485 reviews)
Stayed here multiple times. Always a top-notch hotel experience. Great location with lots of stores, restaurants, and attractions within walking distance. Very dog friendly.

Reviewed on Aug 4, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,135, price is now CA $1,025 per person
CA $1,025
per person
Oct 16 - Oct 18
found 2 days ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
8.8/10 Excellent! (1,007 reviews)
Good location in the downtown of Louisville, nice and clean room, helpful stuff.

Reviewed on Aug 4, 2026

Ready to book your vacation to Dillsboro?

 

Choose your dates

Dillsboro Hotel Deals

Drury Plaza Hotel Cincinnati Florence

Drury Plaza Hotel Cincinnati Florence

3 out of 5
7915 US Hwy 42 Florence KY
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 25 to Aug 26
CA $163
CA $183 total
Aug 25 - Aug 26
includes taxes & fees
9.6/10 Exceptional! (1,112 reviews)
"Good location and staff but our room left a lot to be desired. Our bathroom sink faucet leaked our entire visit. A huge portion of the carpet in the bathroom and door was wet which isn’t the best situation when your disabled child can only crawl on the ground."

Reviewed on Aug 4, 2026

Drury Plaza Hotel Cincinnati Florence
Country Inn & Suites by Radisson, Cincinnati Airport, KY

Country Inn & Suites by Radisson, Cincinnati Airport, KY

3.5 out of 5
759 Petersburg Road Hebron KY
Fully refundable
The price is CA $119 per night from Aug 30 to Aug 31
CA $119
CA $134 total
Aug 30 - Aug 31
includes taxes & fees
Country Inn & Suites by Radisson, Cincinnati Airport, KY
Hollywood Casino & Hotel

Hollywood Casino & Hotel

3 out of 5
777 Hollywood Boulevard Lawrenceburg IN
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Aug 31 to Sep 1
CA $121
CA $151 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,075 reviews)
"I realize I booked a smoking room and I figured the walls might be a little discolored, but the carpet was horrible. It felt damp and tacky. I will say the bed was clean. And I had watched a video saying that they had a pool and a masseuse which they hadn’t neither. Was really disappointed."

Reviewed on Aug 4, 2026

Hollywood Casino & Hotel
See all 227 properties in Dillsboro
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 Dillsboro vacation package cost?
You'll find cheap prices from CA $991 on Expedia for your Dillsboro break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Dillsboro costs.
What are the cheapest months to go to Dillsboro?
If you're looking to snag a cheap Dillsboro vacation package, consider planning a trip in January, February and September. You're likely to find lower prices on flights and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Dillsboro?
Usually, a handful of days is enough to check out the major sights during your Dillsboro vacation. But if you want to have time to kick back or take day tours, consider extending your trip.
How to find the best Dillsboro package deals?
Begin your search for a Dillsboro package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Dillsboro package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Dillsboro adventure underway.
Is it cheaper to book a Dillsboro vacation as a package?
You can enjoy significant savings on your next Dillsboro escape by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Dillsboro?
If you've got your Dillsboro vacation dates locked in, book early to score some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Dillsboro?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the activities available will also help you decide when to escape to Dillsboro.
  2. Set your budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Dillsboro. Then, select a property that fits your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Dillsboro. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, book the right Dillsboro vacation package for you.

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