"The property was beautiful and the room was very comfortable and spacious. The bed was very comfortable and the bathroom was very clean. Coffee and tea provided in the room, and a lovely hot breakfast along with yogurt, granola and fruit. Would definitely stay again. Easy walk to many delicious restaurants."
"The property was beautiful and the room was very comfortable and spacious. The bed was very comfortable and the bathroom was very clean. Coffee and tea provided in the room, and a lovely hot breakfast along with yogurt, granola and fruit. Would definitely stay again. Easy walk to many delicious restaurants."
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.
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.
The property was beautiful and the room was very comfortable and spacious. The bed was very comfortable and the bathroom was very clean. Coffee and tea provided in the room, and a lovely hot breakfast along with yogurt, granola and fruit. Would definitely stay again. Easy walk to many delicious restaurants.
The property was beautiful and the room was very comfortable and spacious. The bed was very comfortable and the bathroom was very clean. Coffee and tea provided in the room, and a lovely hot breakfast along with yogurt, granola and fruit. Would definitely stay again. Easy walk to many delicious restaurants.
Cynthia
Reviewed October 28, 2026Reviewed October 28, 2026
Didn’t realize when I booked but the location had a complementary wine tasting. Everyone who went to it was sooo personable. Normally not my scene, but everyone was so welcoming. Great breakfast spread too. The area is very walkable. I took a nearby path and ended up at Salem College very close by. It is America’s oldest women’s college dating back to colonial times. Many of the buildings look that old, but are very well kept. Just a beautiful experience all around. Clean rooms too!
Didn’t realize when I booked but the location had a complementary wine tasting. Everyone who went to it was sooo personable. Normally not my scene, but everyone was so welcoming. Great breakfast spread too. The area is very walkable. I took a nearby path and ended up at Salem College very close by. It is America’s oldest women’s college dating back to colonial times. Many of the buildings look that old, but are very well kept. Just a beautiful experience all around. Clean rooms too!
It's a beautiful mansion, adornerd with unique and perfectly chosen furniture, chandeliers, tapestry and artful pieces. I believe its a former institution of some sort. The staff was lovely and charming. Thank you for your hospitality!!!
It's a beautiful mansion, adornerd with unique and perfectly chosen furniture, chandeliers, tapestry and artful pieces. I believe its a former institution of some sort. The staff was lovely and charming. Thank you for your hospitality!!!
ANNABEL
Reviewed February 6, 2025Reviewed February 6, 2025
I use to live in Greensboro for many many years and always thought this looked like a fun place to stay. I have eaten at the green valley grill but had never had the pleasure of staying at the o’Henry. I was in town for a night decided to stay here. The hotel is gorgeous. The room is spacious! It is very elegant and classy..reminiscent of “old money”. I would stay again if ever given the opportunity
I use to live in Greensboro for many many years and always thought this looked like a fun place to stay. I have eaten at the green valley grill but had never had the pleasure of staying at the o’Henry. I was in town for a night decided to stay here. The hotel is gorgeous. The room is spacious! It is very elegant and classy..reminiscent of “old money”. I would stay again if ever given the opportunity
We stayed at the "sister property" (the O'Henry) several times but had not stayed at the Proximity. We tried but COVID or one thing or another led to not making our trip.
We had met the original owners and then knew about their transfer to the employees. What a terrific thing for an employer to do and what a great deal for the employees. It appears that they are doing a good job and keeping the quality up to former standards. The decor and amenities are outstanding, the Bistro not only has...
We stayed at the "sister property" (the O'Henry) several times but had not stayed at the Proximity. We tried but COVID or one thing or another led to not making our trip.
We had met the original owners and then knew about their transfer to the employees. What a terrific thing for an employer to do and what a great deal for the employees. It appears that they are doing a good job and keeping the quality up to former standards. The decor and amenities are outstanding, the Bistro not only has...
James
Reviewed December 25, 2021Reviewed December 25, 2021
Thanks for a wonderful stay. The property is beautiful and well kept. I was able to get some peace and quiet while attending GHOE and checking on the remodeling of one of my rental properties. I got the best rest during my stay. The property is safe and secure. The staff was very attentive and friendly. Definitely a home away from home. Will stay again.
Thanks for a wonderful stay. The property is beautiful and well kept. I was able to get some peace and quiet while attending GHOE and checking on the remodeling of one of my rental properties. I got the best rest during my stay. The property is safe and secure. The staff was very attentive and friendly. Definitely a home away from home. Will stay again.
Justina
Reviewed November 1, 2026Reviewed November 1, 2026
We came from California for a family wedding. The staff was very friendly, polite and welcoming. No complaints nothing bad to say about this place. The morning breakfast was well stock and food was fresh, well cooked, and clean area to eat.
We came from California for a family wedding. The staff was very friendly, polite and welcoming. No complaints nothing bad to say about this place. The morning breakfast was well stock and food was fresh, well cooked, and clean area to eat.
Winston-Salem, North Carolina, is a gem for travelers seeking rich history and vibrant culture. Begin your exploration at the Old Salem Museums & Gardens, where you can step back in time and experience the Moravian way of life through interactive exhibits and beautifully preserved architecture. For art enthusiasts, the Reynolda House Museum of American Art showcases an impressive collection of American art set within the stunning grounds of a historic estate. If you're traveling with children, the SciWorks offers hands-on science exhibits and a planetarium that are sure to captivate minds of all ages. Nature lovers will appreciate a stroll through the serene landscapes of the Bethabara Park, a historic site that combines beautiful trails with a glimpse into the area's early historic history. Finally, don’t miss the chance to savor local flavors at the thriving culinary scene, especially the renowned BBQ joints that Winston-Salem is famous for. For accommodations, consider staying in the downtown area, which offers easy access to these attractions and features a range of upscale hotels like the Kimpton Cardinal Hotel. Here, you can unwind in stylish rooms while enjoying the convenience of nearby restaurants and shops, ensuring a pampered experience that meets your high expectations.
Find the best romantic hotels in Winston-Salem
For couples seeking a romantic escape in Winston-Salem, North Carolina, these hotels offer the perfect blend of charm and comfort. Each hotel provides a welcoming atmosphere ideal for creating memorable moments together.
Why it's great for a couples retreat: For a romantic getaway steeped in charm and history, The Historic Brookstown Inn is an exceptional choice with a remarkable guest review rating of 9.6. Guests can enjoy the hotel’s beautiful terrace, perfect for intimate evenings under the stars, and the complimentary breakfast that sets a delightful tone for the day ahead. The inviting ambiance and thoughtful amenities make it an ideal retreat for couples looking to connect and unwind.
Other amenities: Additional features enhance the romantic experience, including a kitchenette for convenient in-room dining, daily housekeeping to ensure a pristine environment, and access to nearby winery tours for a taste of local flavors. The hotel is situated in a historical district, offering a picturesque setting for strolls, while amenities like air conditioning, premium bedding, and a serene garden contribute to a peaceful stay.
Nearby attractions: Benton Convention Center - 0.74 miles, Old Salem - 0.48 miles, Home Moravian Church - 0.58 miles
Why it's great for a couples retreat: Though primarily a budget-friendly option, the Hampton Inn Winston-Salem Hanes Mall boasts a solid review rating of 9.2 and a cozy atmosphere perfect for couples on a romantic budget. The inviting outdoor pool serves as a lovely spot to relax together, while the complimentary breakfast is ideal for starting the day with a shared meal. The hotel’s comfortable rooms also feature plush bedding, ensuring a restful night for travelers.
Other amenities: Couples will appreciate the self-parking convenience and the nearby shopping district for leisurely outings. Additional amenities include a fitness center, daily housekeeping, and free toiletries, all ensuring a straightforward stay. For those who wish to explore the area, nearby golf courses offer a chance for some playful competition.
Why it's great for a couples retreat: The Springhill Suites by Marriott Winston-Salem Hanes Mall is a charming option for couples, earning a review rating of 9.0. The hotel features a delightful rooftop garden, perfect for romantic evenings spent enjoying the view. Guests can also indulge in the indoor pool, creating a relaxing atmosphere for unwinding together.
Other amenities: This hotel offers additional amenities that enhance the experience, including free breakfast options, air conditioning, and premium bedding for a restful stay. Couples will appreciate the convenient microwave for in-room snacks, as well as the thoughtful touches like free toiletries and daily housekeeping. The hotel’s nearby local golf courses and shopping areas adds to the appeal, making it an accessible choice for couples looking to explore Winston-Salem.
Why it's great for a couples retreat: The Hampton Inn & Suites Winston-Salem/University Area provides a cozy and affordable base for couples, featuring an excellent review rating of 9.0. While not explicitly romantic, the hotel offers a warm atmosphere and convenient amenities that make it a pleasant place for couples to stay. Guests can enjoy the indoor pool, perfect for unwinding together after a day of exploration, along with a complimentary breakfast to start the day on a sweet note.
Other amenities: Couples can take advantage of amenities like free self-parking, daily housekeeping, and a fitness center to stay active during their stay. The hotel’s nearby golf courses and hiking locations provides opportunities for leisurely couple activities. With a separate living room in some suites and a welcoming design throughout, this hotel offers comfort and convenience for romantic travelers.
Nearby attractions: Grand 18-Winston-Salem - 1.14 miles, SciWorks - 1.06 miles, Kaledium North Science Museum - 1.06 miles
Why it's great for a couples retreat: For a truly luxurious romantic escape, the Kimpton Cardinal Hotel stands out with an impressive guest review rating of 9.0 and exquisite amenities designed for couples. Guests can indulge in private hot tubs and enjoy in-room massages, creating a tranquil and intimate atmosphere. The hotel’s chic design and attention to detail make it a perfect backdrop for a romantic retreat.
Other amenities: In addition to its romantic offerings, the hotel features 24-hour fitness facilities, a delightful snack bar, and designer toiletries to pamper every guest. The concierge service is available to help arrange nearby winery tours, ensuring couples can enjoy the local flavors together. Other highlights include billiards, a cozy sofa bed, and complimentary cribs upon request, making it a versatile choice for all travelers.
Nearby attractions: Benton Convention Center - 0.32 miles, Old Salem - 0.93 miles, Home Moravian Church - 1.03 miles
Frequently Asked Questions
Searching for romantic hotels in Winston-Salem?
Are you looking for a romantic escape? Our guests also love Winston-Salem for its major shopping area, array of dining options, and sporting events. If you'd like to explore some of the area's notable sights, you might make a stop by Old Salem, Truist Stadium, or Bowman Gray Stadium. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winston-Salem?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Winston-Salem: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Winston-Salem is 51 inches.
What is there to do in Winston-Salem?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Winston-Salem has to offer. If you're hoping to see some of the area's cultural attractions, you'll enjoy Winston-Salem for its shopping, art scene, and museums. A visit to Old Salem, Truist Stadium, or Bowman Gray Stadium might be just the ticket when you're checking out the sights.
What’s the best way to get to Winston-Salem and around town during my romantic getaway?
This information about transportation options in Winston-Salem might help your romantic trip go off without a hitch: If you're looking to fly to Winston-Salem, the closest major airport is Winston-Salem, NC (INT-Smith Reynolds), located 2.7 mi (4.4 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.