Greenville 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

Ready to book your vacation to Greenville?

 

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Greenville Hotel Deals

Terrific 3-bedroom house in charming Greenville

Terrific 3-bedroom house in charming Greenville

Greenville KY
10/10 Exceptional! (1 review)
"Great little house in Greenville. Very clean and updated. All new everything! Great communication with host when we had questions."

Reviewed on Jun 7, 2026

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Terrific 3-bedroom house in charming Greenville
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Greenville KY
The price is CA $267 per night from Jul 12 to Jul 13
CA $267
CA $487 total
Jul 12 - Jul 13
includes taxes & fees
10/10 Exceptional! (6 reviews)
"We have stayed here twice now and plan to stay again. The host is wonderful with communication and making sure everything is good. Very clean and such a cozy home."

Reviewed on Jun 21, 2026

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

2 out of 5
1900 Lantaff Blvd Madisonville KY
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Aug 1 to Aug 2
CA $127
CA $141 total
Aug 1 - Aug 2
includes taxes & fees
7/10 Good! (940 reviews)
"Propiedad oscura , húmeda y todo antiguo por el precio que tiene no lo recomiendo nunca"

Reviewed on Jul 5, 2026

Days Inn by Wyndham Madisonville
See all 144 properties in Greenville
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

Stay near popular Greenville attractions

Thistle Cottage

You can spend time browsing the exhibits at Thistle Cottage during your trip to Greenville. Amble around the area's parks or visit its monuments.
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Frequently asked questions

How much does a Greenville vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Greenville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Greenville?
You can typically find reduced prices and better availability in January, February and August. Explore our cheap Greenville vacation packages and you could get some great off-season deals.
How many days is enough for Greenville?
With a well-organized schedule, you can easily tick off the top Greenville sights in a few days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Greenville vacation for longer.
How to find the best Greenville package deals?
Finding a cheap Greenville package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Greenville package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Greenville vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can customize your Greenville escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Greenville?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Greenville trip.
How to plan a trip to Greenville?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite season and the activities on offer will also help you decide when to vacation in Greenville.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Greenville. Then, select a property that works with your budget, whether that's an affordable stay or a high-end retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Greenville. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Greenville vacation package for you.

Explore a world of travel with Expedia

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