A large tree with extensive moss and Spanish moss hanging from its branches.

Weekend getaways in Greenwood

Where to?

Dates

November 2026

December 2026

Check prices for these dates

Oct 30

Nov 6

Nov 13

Nov 20

Featured weekend hotel deals in Greenwood

An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.

SureStay Plus Hotel by Best Western Greenwood

Greenwood

$136 nightly

Oct 23 - Oct 25

Total with taxes and fees

Check out pet-friendly hotels in Greenwood

A modern hotel room with a bed, a desk, and a chair.

Motel 6 Greenwood, MS

Greenwood

$74 nightly

Oct 20 - Oct 21

Total with taxes and fees

SureStay Plus Hotel by Best Western Greenwood

Greenwood

$127 nightly

Oct 22 - Oct 23

Total with taxes and fees

A covered porch with a cushioned bench and decorative pillows, a wooden railing, and a clear view of the surrounding landscape.

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

Greenwood

$130 nightly

Oct 20 - Oct 21

Total with taxes and fees

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Hotels with free breakfast in Greenwood you'll enjoy

SureStay Plus Hotel by Best Western Greenwood

Greenwood

$127 nightly

Oct 22 - Oct 23

Total with taxes and fees

A coffee station with two coffee machines and a variety of coffee pods and cups.

Holiday Inn Express & Suites - Greenwood by IHG

Greenwood

$161 nightly

Nov 1 - Nov 2

Total with taxes and fees

A hotel room with two beds, a headboard, bedside lamps, and a patterned carpet.

Americas Best Value Inn & Suites Greenwood

Greenwood

$85 nightly

Oct 20 - Oct 21

Total with taxes and fees

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Top Greenwood Hotel Reviews

Holiday Inn Express & Suites - Greenwood by IHG

Greenwood

10/10 Excellent

Wayne

SureStay Plus Hotel by Best Western Greenwood

Greenwood

10/10 Excellent

Eve

A modern living room with two grey sofas, a coffee table, and a decorative wall unit with a vase.

Hampton Inn Greenwood

Greenwood

10/10 Excellent

We've stayed here before and will again. Everything was clean and fresh as usual. The lobby had a nice large seating area for our family to gather for the "after reunion". While visiting, the desk clerk brought us cookies hot from the oven. I asked about water, and she told me where it was. Before I had a chance to go get it she brought me one! As our guests were leaving we were discussing where to pick up chicken the next day for the lunch we were attending, and the desk clerk piped in with...

M.E.

A hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn & Suites Grenada

Grenada

10/10 Excellent

Anonymous traveler

A hotel room with two beds, a desk with a lamp, a TV, and a painting on the wall.

Holiday Inn Express & Suites Grenada by IHG

Grenada

10/10 Excellent

Debbie

A reception area with a modern design, featuring a reception desk, a bench, and a wall with a colorful pattern.

Holiday Inn Express and Suites Winona North by IHG

Winona

10/10 Excellent

LAURA

A hotel room with a large bed, a desk with a computer, a chair, and a television.

Americas Best Value Inn Winona

Winona

10/10 Excellent

Clean facilities. A man sweeps up the parking lot, zero trash. Housekeeping checked to see if we needed anything. The desk staff were friendly. Easy access right off Hwy 82. For the downstairs rooms, you can park at your door. The room had a nice sized small fridge, no freezer, and a microwave. Ice machine is right outside check-in/lobby/breakfast area. Breakfast: In the fridge were microwavable breakfast sandwiches, Yoplait yogurt, 8oz bottles of organic whole milk, OJ, and apple juice. There...

Charene