Greenwood Vacation Packages 2025/2026 from $403

Greenwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Ruleville Inn By OYO

$403

per person

Sep 19 - Sep 21

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Greenville (GLH)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

c towninn and suites

$403

per person

Sep 19 - Sep 21

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Greenville (GLH)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Rolling Fork Motel

$405

per person

Sep 19 - Sep 21

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Greenville (GLH)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Holiday Inn Express Hotel & Suites Cleveland by IHG

$524

per person

Sep 19 - Sep 21

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Greenville (GLH)

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Motel 6 Cleveland, MS - Delta State University

$431

per person

Sep 19 - Sep 21

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Greenville (GLH)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Top Greenwood hotels deals

Motel 6 Greenwood, MS

401 Highway 82 W, Greenwood, MS

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$73 total

Aug 20 - Aug 21

Total includes taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pet friendly

Parking included

Hampton Inn Greenwood

1815 Highway 82 W, Greenwood, MS

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$165 total

Aug 25 - Aug 26

Total includes taxes and fees

This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and dry cleaning are also on offer.

Pool

Breakfast included

SureStay Plus Hotel by Best Western Greenwood

635 Highway 82 W, Greenwood, MS

$135 nightly

$145 total

Aug 25 - Aug 26

Total includes taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Pool

Breakfast included

Holiday Inn Express & Suites - Greenwood by IHG

401 Clements St, Greenwood, MS

Free Cancellation

$151 nightly

$163 total

Sep 14 - Sep 15

Total includes taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Deluxe Inn & Suites

335 Highway 82 W, Greenwood, MS

Free Cancellation

Reserve now, pay when you stay

$60 nightly

$65 total

Aug 20 - Aug 21

Total includes taxes and fees

Free WiFi in public areas is available at this motel. Take advantage of the free self parking.

Parking included

Free WiFi

Americas Best Value Inn & Suites Greenwood

621 Highway 82 W, Greenwood, MS

Free Cancellation

Reserve now, pay when you stay

$51 nightly

$55 total

Aug 26 - Aug 27

Total includes taxes and fees

This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Parking included

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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.

Popular places to visit

Florewood State Park

You can take time to visit Florewood State Park during your travels to Greenwood. Amble around the area's parks or visit its churches.

The Mississippi Gift Company

Enjoy an outing to The Mississippi Gift Company during your stay in Greenwood. Stroll along the riverfront or visit the churches while you're in the area.

Back in the Day Museum

You can spend time studying the exhibits at Back in the Day Museum in Greenwood. Wander the riverfront and gardens while you're in the area.

Frequently asked questions

How much are vacation packages to Greenwood?

Starting from as low as $403, flight and hotel packages are the perfect way to stretch your travel budget. Watch out Greenwood — here you come!

How long should my Greenwood vacation be?

Typically, 2 nights is what many visitors book for their Greenwood trip. That's an useful guide, but there's plenty more to uncover if you give yourself a little longer.

Where can I get the best vacation package deals for Greenwood?

There are sensational Greenwood package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Keep this in mind the next time you're ready to cross another destination off your must-see list.

Why should I purchase my Greenwood vacation package via Travelocity?

With our Price Match Guarantee, we'll match any cheaper price you're able to find. Add to that our 24/7 customer support and first-rate service and the vacation you've been dreaming of is closer than ever before.

Will I save money on my Greenwood car rental if I combine it with my hotel or flight?

Combining your car, flight and hotel into a Greenwood vacation package is an excellent way to score an incredible deal. Plus, having your own wheels gives you absolute freedom to find your way to all those landmarks you can't wait to check out. Located 110 mi from Greenwood, Orpheum Theatre is one attraction that should be on your agenda. Put together a driving playlist and make a day trip of it.

Which airport is best for Greenwood?

The primary airport is Mid Delta Regional Airport (GLH). Grab your bags, exit arrivals and you'll discover yourself 45 mi from central Greenwood.

What is there to do in Greenwood?

Greenwood is brimming with sights to explore, like The Mississippi Gift Company and Fort Pemberton Memorial Park. These well-known attractions top most tourists' must-see lists.

Where should I stay when visiting Greenwood?

Many visitors choose to stay at the Holiday Inn Express & Suites - Greenwood, an IHG Hotel. It's the perfect base for your Greenwood getaway.