Valentine's Day

Valentine’s in Greensboro

Let us help you celebrate Valentine’s with your sweetie at our hotels and restaurants. We have a few perfect Valentine’s date night ideas that will enchant you and your special someone. Take a look at our romantic hotel packages, delicious culinary events and jazz concerts: They’ll help you set the mood all month long to make it the sweetest Valentine’s ever.

If you have never stayed at O.Henry Hotel for Valentine’s, you are in for a sweet treat. You’ll discover our gracious hospitality, attentive service and modern features, including inviting guestrooms with custom furnishings (you’ll love our extra-comfortable Magi bed) and original art in every corner of our AAA Four Diamond luxury hotel. O.Henry’s many amenities include a complimentary breakfast buffet and airport transportation, dining at Green Valley Grill, Afternoon Tea in the Social Lobby and much more.

Greensboro Valentine’s Hotel Packages

Check out our list of packages from classic romance, to listening to sweet tunes or even something a little naughty.

The Best Package for Classic Romance

Valentine's In Greensboro, Roses in guestroom

The All About Love package at O.Henry

Surprise your sweetie with the perfect romantic getaway! Start the night in one of our oversized guestrooms with a romantic turndown service that includes one dozen red long-stem roses, candles, bubble bath, sparkling wine and decadent housemade treats, with romantic music playing softly in the background. Then head downstairs and use your $30 credit toward priority dinner reservations at Green Valley Grill. Don’t rush home the next morning! Enjoy breakfast in bed and a late checkout of 2 PM.

Call 336-854-2000 to reserve or book online! 

The Best Package for A Romantic evening on Broadway

Paul Simon

Greensboro Symphony Valentine’s Package

Explore the unique artistry and music of the legendary Paul Simon on Valentine’s Day! Vocalist Paul Loren, his band and the GSO, will perform songs including: Bridge Over Troubled Water, The Sound of Silence, and 50 Ways to Leave Your Lover!

Stay in a graciously appointed guestroom, then make your way down to Green Valley Grill for dinner with the included $30 credit certificate. With two tickets in hand, you’re off to the performance in one of our nifty livery vehicles (it also will pick you up afterward). When you get back to your cozy room, you can slip into something more comfortable and share chocolate truffles and a bottle of sparkling wine—it’s all part of the package. The next morning, enjoy a late checkout of 2 PM.  Package available nights there is a Greensboro Symphony performance.

Call 336-854-2000 to book or book online!

MOre Romantic Packages

There’s more from where these came from. See all our romantic packages available this February and the whole year!

Special Valentine’s Events


Valentine’s Jazz

O.Henry Hotel 

Join us for Thursday Night Cocktails and Jazz and our Saturday Jazz Series performances! We have special Valentine’s performances planned for to keep the romance going! Enjoy vintage craft cocktails and delightful seasonal tapas (see the menu) along with varied styles of jazz. No cover charge! Learn More.

Friday, February 14, 2020: Special Valentine’s Day Performance with Lelenja Harrington

Saturday, February 15, 2020: Diana Tuffin, Dave Fox, Ron Brendle, and Matt Kosma

Mussels, Wine and Music

Mussels, Wine & Music

Print Works Bistro  

Print Works Bistro is hosting an extra-special pre-Valentine’s Day performance with our dear friends and extraordinary talents Evan Olson and Jessica Mashburn (AM rOdeO).  Listen to them play original live music, along with some favorites that have a local twist. No cover charge! Learn More

Songs From a Southern Kitchen

Lucky 32 Southern Kitchen

Lucky’s hosts a series of live performances curated by Ogi Overman. Enjoy an evening with fine area musicians, skillet fried chicken and a wide selection of libations. Learn more! 

Valentine’s Day Dining

Insiders Tip: reservations fill quickly. Make your reservation as early as possible or book one of our Valentine’s packages with guaranteed restaurant reservations!


Green Valley Grill

Adjacent to O.Henry Hotel, Green Valley Grill offers fresh, seasonal old-world European and Mediterranean flavors from the wood-fired rotisserie and grill. Unwind at their lively bar and enjoy craft cocktails and more than 75 wines by the glass.

Reserve online or call 336-854-2015.  

Print Works Bistro

Print Works Bistro

Adjacent to the Proximity Hotel, Print Works Bistro features classical and modern versions of French bistro dishes created with locally sourced food!  Experience an energetic bar with a craft cocktail list that changes with the seasons.

Reserve online or call 336-379-0699.  Reservations fill up quickly!