Upton Vacation Packages

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  • Better together

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

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

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Top Upton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was CA $971, price is now CA $799 per person
CA $799
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
8.6/10 Excellent! (1,006 reviews)

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was CA $1,899, price is now CA $1,564 per person
CA $1,564
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.6/10 Exceptional! (483 reviews)
The staff was their best asset! Very helpful, friendly, tried to accommodate any need!! Rooms were clean and beds were comfy!! We ate at the steakhouse in the hotel. Great food and our waitress was absolutely the best!!! The lobby could accommodate several groups of people!! Would stay there again!!

Reviewed on Jul 13, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $1,403, price is now CA $1,157 per person
CA $1,157
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9/10 Wonderful! (1,004 reviews)
Everything was wonderful

Reviewed on Jul 13, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,294, price is now CA $1,103 per person
CA $1,103
per person
Oct 3 - Oct 6
found 16 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Louisville (SDF)
8.8/10 Excellent! (1,009 reviews)
N/A

Reviewed on Jul 17, 2026

Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG

3 out of 5
Middletown
Price was CA $2,004, price is now CA $1,719 per person
CA $1,719
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8.2/10 Very good! (744 reviews)
Very dirty and many things broken (toilet, pool, moldings), staff not able to help at all. Property overall is in very poor condition. I most definitely do NOT recommend staying here. Also room for 4 people does not have room for 4.

Reviewed on Jul 13, 2026

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Upton Hotel Deals

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

2 out of 5
1043 Executive Drive Hardin Elizabethtown KY
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 21 to Jul 22
CA $107
CA $118 total
Jul 21 - Jul 22
includes taxes & fees
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
Ramada by Wyndham Elizabethtown

Ramada by Wyndham Elizabethtown

2.5 out of 5
205 Commerce Dr Elizabethtown KY
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jul 28 to Jul 29
CA $101
CA $111 total
Jul 28 - Jul 29
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Clean rooms and attentive staff."

Reviewed on Jul 17, 2026

Ramada by Wyndham Elizabethtown
Holiday Inn Express Horse Cave by IHG

Holiday Inn Express Horse Cave by IHG

2.5 out of 5
750 Flint Ridge Rd Horse Cave KY
Fully refundable
The price is CA $156 per night from Aug 16 to Aug 17
CA $156
CA $172 total
Aug 16 - Aug 17
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"Less than a typical holiday inn"

Reviewed on Jul 17, 2026

Holiday Inn Express Horse Cave by IHG
See all 252 properties in Upton
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 an Upton vacation package cost?
Offering excellent value package deals from CA $799 on Expedia, you'll be surprised at how little a vacation to Upton costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Upton?
January, February and November are the best times to search for cheap Upton vacation packages. Opting to travel in quieter months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Upton?
The ideal length for your Upton vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to check out all the major sights and discover some hidden gems along the way.
How to find the best Upton package deals?
Start your search for an Upton package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Upton package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Upton adventure underway.
Is it cheaper to book an Upton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Upton vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Upton?
If you've got your Upton travel dates finalized, book as soon as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Upton?

  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Upton.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Upton.
  3. Decide how long to go for: Now that you're more familiar with Upton, you can figure out the right length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Upton vacation package.

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