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Winston - Salem Vacation Packages

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A cityscape at dusk with prominent buildings like the Winston Tower and a modern skyscraper.

Winston - Salem
North Carolina
United States of America
North America
Hotwire.com

Winston - Salem Flight + Hotel Packages

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

Holiday Inn Express & Suites Winston Salem Sw Clemmons by IHG

2.5 out of 5

Price was $981, price is now $846 per person

$846

per person

Oct 30 - Nov 3

found 23 hours ago

Roundtrip flight included

Dallas (DFW) to Greensboro (GSO)

Book a stay at this business-friendly hotel in Clemmons. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hanes Mall and Truist Sports Park are located nearby.

Great location! Love that there is another option to stay in Clemmons that is walkable to several dining options!

Reviewed on Aug 9, 2026

Julian Price House

3 out of 5

Price was $1,254, price is now $911 per person

$911

per person

Oct 22 - Oct 26

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Greensboro (GSO)

Book a stay at this golf guesthouse in Greensboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald Pointe Water Park are located nearby.

It was such a beautiful structure. It felt like the suite was designed for comfort and beauty. The gardens were fantastic. There could have been easier access to the electrical outlets. We would stay there again. Interactions with the owner Michael were helpful and pleasant.

Reviewed on Aug 2, 2026

Winston Sleeps 16 - 2 Kitchens Hot Tub

4 out of 5

Price was $2,294, price is now $1,821 per person

$1,821

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Greensboro (GSO)

Stay at this vacation home in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanes Mall and Joe White Tennis Center at Hanes Park are located nearby.

The Inn at Elon

3.5 out of 5

Price was $1,306, price is now $1,061 per person

$1,061

per person

Oct 30 - Nov 3

found 19 hours ago

Roundtrip flight included

Dallas (DFW) to Greensboro (GSO)

Book a stay at this business-friendly hotel in Elon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jimmy Powell Tennis Center and Alumni Gym are located nearby.

King Beds Hot Tub Arcade Grill & Firepit

4.5 out of 5

Price was $1,891, price is now $1,566 per person

$1,566

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Greensboro (GSO)

Book a stay at this luxury vacation home in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanes Mall and Joe White Tennis Center at Hanes Park are located nearby.

Loved this little house and all the attention to detail! Would definitely return.

Reviewed on Jun 17, 2026

Pandora's Manor Bed & Breakfast

3.5 out of 5

Price was $1,779, price is now $1,495 per person

$1,495

per person

Oct 30 - Nov 3

found 23 hours ago

Roundtrip flight included

Dallas (DFW) to Greensboro (GSO)

Stay at this B&B in High Point. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Centennial Station Arts Center and World's Largest Chest of Drawers are located nearby.

Exceptionally beautiful property and exceptional customer service. Graciously accommodated a change in plans, excellent communication throughout, friendly welcome and went the extra mile in all ways to make our very quick trip memorable!

Reviewed on Feb 20, 2026

The Ardmore Executive Suite

4 out of 5

Price was $1,013, price is now $875 per person

$875

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Greensboro (GSO)

Stay at this vacation home in Winston-Salem. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hanes Mall and Joe White Tennis Center at Hanes Park are located nearby.

Still very confused about payment process. Host asked me to send additional money on weird sources. But stay was great!

Reviewed on Apr 19, 2026

Proximity Hotel

4 out of 5

Price was $984, price is now $860 per person

$860

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Greensboro (GSO)

Book a stay at this business-friendly hotel in Greensboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions First Horizon Coliseum and Wet 'n Wild Emerald Pointe Water Park are located nearby.