Name: Hotel 24 South
Price range: CA $146
Rating: 9.4

Your Greenwood Vacation

Amazing adventures await when you reserve a vacation package to Greenwood. Whether you're a foodie, art buff or just a traveler who appreciates new places, there's something for everyone in this lively city. You'll want to do some exploring during your trip to Greenwood. Carve out some time for famous attractions like Veritas Vineyard and Winery, King Family Vineyards and Afton Mountain Vineyards. Don't delay exploring this city any longer. The perfect Greenwood vacation is just a few clicks away with Expedia.

Top Greenwood Vacation Deals

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

Oakhurst Inn at the University

Jefferson Park Avenue

CA $935

per person

Sep 9 - Sep 11

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottesville (CHO)

9.2/10 Wonderful! (569 reviews)

Great experience and the cafe is wonderful too! Highly recommend!

Reviewed on Jun 19, 2026

The Doyle Hotel

Starr Hill

CA $1,059

per person

Sep 9 - Sep 11

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottesville (CHO)

8.4/10 Very good! (1,007 reviews)

Loved the room, really large and comfortable. Didn't miss having a front desk, never had a need for them.

Reviewed on Jun 22, 2026

Virginia Guesthouse Hotel

Lewis Mountain

CA $1,006

per person

Sep 9 - Sep 11

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottesville (CHO)

9.6/10 Exceptional! (31 reviews)

New hotel. Outstanding staff. Still working out some kinks.

Reviewed on Jun 23, 2026

Dinsmore Boutique Inn

Venable

CA $972

per person

Sep 9 - Sep 11

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottesville (CHO)

9.6/10 Exceptional! (394 reviews)

This place was fantastic and I would gladly bool here again over any larger chain hotel. It was quaint, private, and very comfortable. Walking distance to UVA campus and many restaurants. Parking is included using a garage behind the building. Breakfast was included at the lovely Farmbell Kitchen below, making it a fabulous deal. The room was clean, spacious and beautiful and the staff were wonderful. I am so happy with our stay here!

Reviewed on Jun 22, 2026

Mayhurst Inn

CA $1,106

per person

Sep 9 - Sep 11

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottesville (CHO)

9.2/10 Wonderful! (293 reviews)

A perfect spot with the delicious breakfast. Highly recommend staying here.

Reviewed on Sep 4, 2025

Ready to book your vacation to Greenwood?

Choose your dates

Greenwood Hotel Deals

English Inn of Charlottesville

2000 Morton Drive Charlottesville VA

Fully refundableReserve now, pay when you stay

CA $115

CA $137 total

Jul 6 - Jul 7

includes taxes & fees

9.2/10 Wonderful! (2,911 reviews)

"The assistant manager that we talked to a couple of times (and checked us in) was very helpful in offering suggestions on activities/dining. The room was spacious and a good value. Everything was clean. The afternoon tea and cookies was nice. They have a large pool available; however, the advertising ..."

Reviewed on Jun 21, 2026

Omni Charlottesville Hotel

212 Ridge McIntire Rd Charlottesville VA

CA $214

CA $245 total

Jun 28 - Jun 29

includes taxes & fees

9.4/10 Exceptional! (1,044 reviews)

"Our stay was short but it was a beautiful place to put your head down ! Clean rooms and nice accommodations. Bedding was excellent and a quiet after hours experience."

Reviewed on Jun 21, 2026

Hotel 24 South

24 South Market Street Staunton VA

Fully refundableReserve now, pay when you stay

CA $146

CA $164 total

Jul 12 - Jul 13

includes taxes & fees

9.4/10 Exceptional! (1,173 reviews)

"Paid breakfast. Staff were oka"

Reviewed on Jun 23, 2026

See all 1,666 properties in Greenwood

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.