Greenville Vacations

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Discover the most popular places to visit in Greenville

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.

Thistle Cottage

Greenville Hotel Deals

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

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

Greenville KY
$306 nightly
The price is $344 total per night from May 25 to May 26
$344 total
May 25 - May 26
Total with taxes and fees
10/10 Exceptional! (5 reviews)
"Charming, pristine little cottage. Old world Charm. Gracious and attentive hostess. Absolutely lovely."

Reviewed on May 15, 2026

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
Sleepin' Hickory: Deep Woods Luxury, Game Room & Winding Creek View

Sleepin' Hickory: Deep Woods Luxury, Game Room & Winding Creek View

Greenville KY
10/10 Exceptional! (3 reviews)
"Wonderful retreat! Oversize comfy furniture, full kitchen, beautiful bedrooms, peaceful quite and relaxing. Zero road noise. Loved the Mullenburg Coffee and snacks provided by hosts!"

Reviewed on Feb 15, 2026

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Sleepin' Hickory: Deep Woods Luxury, Game Room & Winding Creek View
Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

2.5 out of 5
1891 Lantaff Blvd Madisonville KY
$98 nightly
The price is $109 total per night from Jun 21 to Jun 22
$109 total
Jun 21 - Jun 22
Total with taxes and fees
Baymont by Wyndham Madisonville
See all 138 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.

Find the Best Greenville Vacation Packages

Greenville Essential Information

Language
English
Currency
U.S dollars
Population
4,400
Max Temp Winter
45ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Greenville vacation package cost?
You'll find cheap prices on Expedia for your Greenville getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Greenville costs.
What are the cheapest months to go to Greenville?
January, June and July are the best times to search for cheap Greenville vacation packages. Traveling in quieter months means you'll typically find lower prices on flights and accommodations.
How many days is enough for Greenville?
With a well-organized schedule, you can easily tick off the top Greenville attractions in a few days. But if you want to venture off the beaten track or take day trips, consider booking your Greenville vacation for longer.
How to find the best Greenville package deals?
Start your search for a Greenville package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Greenville package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greenville escape underway.
Is it cheaper to book a Greenville vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Greenville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Greenville?
If you've got your Greenville vacation dates finalized, book as soon as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Greenville vacation packages?
Your Greenville break is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.