Best Of The Best: Tulsa Date Guide 2019

By Taylor Wade
Writer for Ambiance Matchmaking


The dating experts at Ambiance Matchmaking carefully crafted this list of date night ideas. Find a venue that matches your dating style: casually intimate, elegant and upscale, quirky and offbeat, or somewhere in the middle. Take your pick and start planning!


Roosevelt’s | Cherry Street

With 79 tap handles — 70 that will be craft beers and the other nine being wines, ciders and cocktails — you will not have an easy time making a decision on what to drink at this new Cherry Street gastropub. The interior features a classic feel and a warm and welcoming interior with lots of wood and metal fixtures. There is a large, partly covered patio covered with heavy-duty fan misters that will cool the air by 10 to 15 degrees, just what we need in the hot months of Oklahoma!


Prairie Brewpub | Brady District

The Prairie Brewpub is all about food & locally brewed craft beer. Located in the heart of Tulsa’s Historic Brady District in Downtown Tulsa, this beautiful new brewpub occupies the former home of the Universal Ford Showroom. It took two years of renovation to bring together all the elements that provide a perfect spot to showcase Tulsa’s Brewers Prairie Artisanal Ales. Prairie Artisanal Ales also makes many of their unique brews right inside the brewpub. A full menu is served daily and lunch is an option on the weekends.
AMBIANCE TIP: If it's a sunny day, enjoy lunch on their huge patio!



The Chalkboard At The Ambassador Hotel | Downtown

The Chalkboard is nestled inside the beautiful boutique hotel, The Ambassador. The carefully crafted menu is specifically designed around the four seasons and all ingredients are locally sourced. It's sophisticated and elegant without the pretension, making it the perfect date night spot.


The Boiler Room At The Mayo Hotel | Downtown

Formerly known as Trula's Bar & Bistro, The Boiler Room is an upscale restaurant nestled inside the magnificent Mayo Hotel. The hotel is so aesthetically pleasing from the moment you walk inside and see the grandiose staircase. There's many date spots to choose from in this boutique hotel, all beautiful in their own grandeur. Dine in The Boiler Room, get a caffeine buzz from Topeca Coffee, or sip a cocktail from The Penthouse rooftop lounge. 
AMBIANCE TIP: Start with dinner at The Boiler Room and head to The Penthouse rooftop lounge for a nightcap.



First Friday Art Crawl | The Brady Arts District

The First Friday Art Crawl was voted one of the Best Free Entertainment Events in Tulsa, and for a good reason! This year-round monthly event provides local artists the opportunity to display and sell their work in Tulsa's downtown mini-galleries and studios. Furthermore, established museums and galleries offer free admission and many shops stay open late. During any given Art Crawl, visitors can expect visual art, performances and even fireworks! The Art Crawl is held on the first Friday of the month and open from 6–9 pm. 

AMBIANCE TIP: Turn the First Friday Art Crawl into the perfect date night by starting with a cocktail, coffee or early dinner on one of the many patios in the Brady Art District. After browsing the art, end the night with a late dinner or nightcap at one of the district's restaurants. 


The Center Of The Universe | Downtown

In downtown Tulsa, you will find this unique phenomenon known as The Center Of The Universe. It's a worn concrete circle, approximately thirty inches in diameter, within the middle of another circle made up of thirteen bricks. When a person stands in the center, whatever they say, they will hear it echo while everyone around won’t hear the echo. This cool effect works best when there are no trains passing below. To find it, go to the pedestrian overpass along Boston Ave between 1st and Archer street. Coming from either side of this railroad overpass, you can follow a brick path that goes to a brick circle that is located directly over the tracks. The closest address is 50 S. Boston Ave.

AMBIANCE TIP: Afterward, head north to the Brady Arts District where you can check out an art gallery or grab lunch and a craft beer on Prairie Brewpub's huge patio!



Doc’s Wine & Food | Brookside

Doc's Wine & Food is one of our favorite spots to eat, drink, and people watch on the front patio overlooking Brookside. While everything on the menu is delicious, Doc's specializes in cajun and creole food and also has the best oysters in town. We recommend going for a Sunday brunch and don't forget to try their mimosas.