A long bridge spanning a river, surrounded by lush greenery and fields.

Greenville Vacations from $502

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The Latest Greenville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 24 - Sep 27

    La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl + Flight

    Pearl
    3 nights
    3.0 star property
    8.6/10 - Excellent (1,012 reviews)
    Roundtrip Chicago (CHI) - Jackson (JAN)
    MDW - JAN1 stop JAN - MDW1 stop
    $553
    $502
    per traveler
    found 12 hours ago
    La Quinta Inn & Suites by Wyndham Jackson Airport/Pearl
  • Sep 24 - Sep 27

    The Westin Jackson + Flight

    Downtown Jackson
    3 nights
    4.0 star property
    9.0/10 - Wonderful (960 reviews)
    "Our room was pristine and the property is beautiful. All of the staff was polite and helpful. My only complaint is the lack of vending machines or a store to purchase drinks and some of the gum equipment was out of order."
    Reviewed July 23, 2026
    Roundtrip Chicago (CHI) - Jackson (JAN)
    MDW - JAN1 stop JAN - MDW1 stop
    $941
    $812
    per traveler
    found 12 hours ago
    The Westin Jackson
  • Sep 24 - Sep 27

    Ground Floor Waterfront on The Rez in Madison + Flight

    Madison
    3 nights
    2.5 star property
    Roundtrip Chicago (CHI) - Jackson (JAN)
    MDW - JAN1 stop JAN - MDW1 stop
    $1,322
    $1,169
    per traveler
    found 12 hours ago
    Ground Floor Waterfront on The Rez in Madison
  • Sep 24 - Sep 27

    Wingate by Wyndham Jackson/Ridgeland + Flight

    Ridgeland
    3 nights
    3.0 star property
    7.6/10 - Good (1,007 reviews)
    Roundtrip Chicago (CHI) - Jackson (JAN)
    MDW - JAN1 stop JAN - MDW1 stop
    $600
    $531
    per traveler
    found 12 hours ago
    Wingate by Wyndham Jackson/Ridgeland
  • Sep 24 - Sep 27

    Staybridge Suites Jackson by IHG + Flight

    Ridgeland
    3 nights
    3.0 star property
    8.4/10 - Very Good (1,004 reviews)
    "Breakfast was okay but staff didn't keep some items full"
    Reviewed July 25, 2026
    Roundtrip Chicago (CHI) - Jackson (JAN)
    MDW - JAN1 stop JAN - MDW1 stop
    $573
    $524
    per traveler
    found 12 hours ago
    Staybridge Suites Jackson by IHG

Discover the most popular places to visit in Greenville

Greenville Hotel Deals

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.

Frequently Asked Questions

How much does a Greenville vacation package cost?

You can pick up a vacation package to this destination from $502 on Expedia. However, how much your vacation to Greenville costs will depend on the season, hotel choice and length of stay.

What are the cheapest months to go to Greenville?

November, December and January are the best times to look for cheap Greenville vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on flights and accommodations.

How many days is enough for Greenville?

Typically, a handful of days is enough to see the top sights during your Greenville vacation. But if you'd like to have time to chill out or take day trips, consider extending your trip.

Is it worth booking a vacation package to Greenville?

It's easy to see why a Greenville vacation is on the must-do list of many travelers. Well-known attractions like Greenville Speedway are just the beginning of things to keep you busy here.

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 apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Greenville package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Greenville adventure off to a flying start.

Is it cheaper to book a Greenville vacation as a package?

Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the flexibility to create a customized Greenville vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Greenville?

If you've got your Greenville vacation dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for traveling on a whim.

Does Expedia offer Book Now, Pay Later Greenville vacation packages?

Set off on your perfect trip to Greenville with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up cheap deals before they sell out.

Book with confidence

Things to do in and around Greenville

Greenville, Mississippi, offers a delightful mix of romantic outings and outdoor adventures. You can indulge in body treatments, explore local campgrounds, and enjoy educational experiences. Don't miss the chance to take city tour packages, visit splash parks, try the Greenville Escape, or embark on a golf trip while discovering unique attractions throughout the city.

Shopping

For a delightful shopping experience in Greenville, explore local shops like the Indianola Pecan House and Quilting Bits N Pieces, both located 23 miles away. If you're up for a drive, these stores offer unique gifts and souvenirs that capture the essence of the region.

Recreation

At Warfield Point Park, enjoy serene walks along the river and unwind in nature's embrace. For a cultural experience, the Brindley Theater offers captivating performances that entertain families and couples alike. If you prefer outdoor activities, the Derrall Foreman Golf Course presents a perfect blend of sport and relaxation in a beautiful setting.

Adventure

Experience the thrill of motor racing at Greenville Speedway, where you can feel the adrenaline rush as cars zoom around the track. The vibrant atmosphere and exciting events create an unforgettable adventure for racing enthusiasts and spectators alike.

Nightlife

In Greenville, Mississippi, enjoy a vibrant nightlife scene at venues like the Delta Bistro and the Cotton House Hotel. Experience live music, cozy bars, and delicious dining options that create a lively atmosphere perfect for socializing and unwinding after a day of exploration.

Find the best attractions in and around Greenville

Greenville, Mississippi, is an ideal destination for romantic getaways and outdoor adventures. Visitors can enjoy golf at local country clubs, explore scenic lakes, and attend events at various conference venues. For those seeking culture and family-friendly experiences, the Greenville Museum and Greenville Zoo offer enriching activities. With its blend of urban charm and natural beauty, Greenville caters to diverse interests, making it a perfect spot for a memorable vacation.

  • Greenville Country Club: Experience a delightful day at the Greenville Country Club, where you can enjoy a round of golf amidst picturesque landscapes. This family-friendly venue offers excursions that cater to all skill levels, making it perfect for both seasoned golfers and beginners looking to learn.
  • Lake Ferguson: Just 4 miles from downtown, Lake Ferguson is a serene escape featuring beautiful beaches and stunning scenery. Ideal for outdoor enthusiasts, it's a perfect spot for romantic picnics, fishing, or simply soaking in the peaceful atmosphere.
  • Washington County Convention Center: Situated in the heart of Greenville, this convention center serves as a hub for business events and conferences. Its versatile spaces accommodate various functions, making it a key venue for networking and community gatherings.

Best time to go to Greenville

The best time to visit Greenville is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Tips to save on your trip to Greenville

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Greenville.
  • Consider traveling to Greenville during the low season (August and December to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.