Great Dates in Colorado Springs for Valentine’s Day and Beyond

Looking for Valentine’s Day date ideas? We’ve got you covered, whether you’re looking for a great first date, chocolate-paired dinner, playful outing or romantic night in.

Valentine’s Day is just around the corner, but there’s no need to freak out even if you have yet to make plans for you and your significant other. Whether it’s your first date or you’ve been together for years, there’s always a great way to make date night memorable and romantic. Colorado Springs has plenty of restaurants, bars, special events and even adventurous activities to help you make a special connection. Here are plenty to get you started.

First Dates

The Scene: First dates can make you eager and exhilarated at the promise of a budding relationship. Unfortunately, some first dates can also leave you feeling defeated by love—or just plain bored. The key to a great first date is choosing a unique and fun spot, but not necessarily somewhere you’ll be stuck for hours if your date is a dud.

Pro Tip: Don’t take a first date to your favorite bar or restaurant. Nothing is worse than running into an ex at the place you go to relax.

The Principal’s Office

Make it a morning or evening date by heading to The Principal’s Office. This place is hip and fun and serves phenomenal coffee and drinks. Grab some stools at the bar and draw on the chalkboard bartop. If things go well, there’s a great food menu to turn drinks into a full dinner date.

Brooklyn’s on Boulder

Nothing is more impressive that knowing about a secret bar—or at least one that feels secret—so taking your date to a speakeasy will definitely win you points. Check out the punch and pie special, available Thursdays and Fridays from 5 to 7 p.m.

Upstairs at La Baguette

If you want to make a statement with a cozy and romantic date, try the Upstairs at La Baguette. This cute wine bar is filled with comfy couches, reasonably priced bottles of wine, and some of the best cheese plates in town. If you’re feeling a connection, you can take a walk around Old Colorado City and stop by a nearby bar for a nightcap.

Let’s Do Dinner

The Scene: Sometimes date night is best spent at a delicious restaurant. Plenty of upscale eateries are offering special Valentine’s Day dinners and events to help couples feel the love. And the season is bringing out lots of fun pairings between chocolatiers and brewers.

Pro Tip: Make reservations. Even casual eateries will likely be booked for Valentine’s Day.

Brother Luck Street Eats

Brother Luck is known for his eclectic food and creative takes on traditional dishes. This year he’s hosting a Fifty Shades of Chocolate Dinner, where guests can enjoy food, wine and chocolate. Reservations are first come, first serve.
Feb. 14, 6:30-9 p.m.
Reservations required: 719-434-2741
Event page

The Warehouse

The Warehouse Restaurant is home to good food and beautiful art. Chef James Africano and company are serving a special Valentine’s Between the Sheets menu available Feb. 10-18. Dinner includes a three-course menu and drinks for two.
Feb. 10-18
Reservations: 719-475-8880
Event page

The Famous

The Famous is offering a Valentine’s Day 4 Course Dinner. The prix fixe menu features the likes of Atlantic Lobster Tail and American Wagyu N.Y. Strip and promises to be a sumptuous feast.
Feb. 14, 4-10 p.m.
Reservations: 719-227-7333
Event page

The Mona Lisa

There’s just something cozy and romantic about dipping your food in hot liquid cheese and chocolate. And wine fits in perfectly. The Mona Lisa is offering a Valentine’s 4-Course Menu the includes salad, cheese fondue, entree platter and chocolate fondue.
Feb. 11-14

Someone Say Chocolate?

The Scene: Valentine’s Day wouldn’t be complete without chocolates for your sweetheart! Chocolatiers and craft brewers and distillers are pairing up this season to bring lots of options for fun and decadent date options.

Pro Tip: These events span multiple days, so if you really hit it off or are in a serious relationship, make it a multiday celebration.

radiantly raw valentine's chocolate pairing
Photo courtesy of Radiantly Raw

Radiantly Raw Valentine’s Day Pairings

Radiantly Raw is teaming up with local brewers, distillers and bars to give you four opportunities to take your loved one out for flights and pints and more.

Whiskey & Chocolate Pairing
Distillery 291
Feb. 10-11, 5-9 p.m.

Cocktail and Chocolate Pairing
The Principal’s Office
Feb. 12, 4-8 p.m.

Beer and Chocolate Pairing
Fossil Craft Beer Company
Feb. 14, 5-8 p.m.

Moonshine and Chocolate Pairing
3 Hundred Days of Shine
Feb. 17, 5-10 p.m.

For more details on all Radiantly Raw pairings, visit the full event page.

Beer and Chocolate Pairing at Storybook Brewing

Artisan, gourmet chocolatier Cacao Chemistry and Storybook Brewing are teaming up with four delicious beer and chocolate pairings on Valentine’s Day.
Feb. 14, 4-9 p.m.
Event page

Fun and Games

The Scene: The lovey, dovey date isn’t for everyone. If your special someone would choose an adrenaline rush over a candlelit dinner, you have options. These active dates are a great way to make memories together.

Pro Tip: Let your date know where you’re going. Nothing is worse than having to slip on rented bowling shoes without socks.

Overdrive Raceway

Feel the need for speed by taking your beau for a ride in 55-mph karts at Overdrive Raceway. The new go-kart track has food and drinks, so you can make a night of it.

PLAY at the Broadmoor

Take game night to a new level with bowling, shuffle board and other games in the classy Broadmoor setting. You’ll impress your date with the top notch food and drinks, but still be able to relax. Reservations are required for bowling, and separate reservations are requested for dining.

Escape the Place

Teamwork makes the dream work. At Escape the Place, you’ll have to work with your date to solve a puzzle and get out of the escape room in a timely manner. Plus, they’ll see just how smart you really are.

Staying In

The Scene: Sometimes nothing sounds better than a night in with that special someone. That doesn’t have to mean foregoing all romance. Pick up chocolate, mix up some drinks, and buy a card and flowers to show your loved one you care.

Pro Tip: Don’t be afraid to ask store associates for suggestions and ideas. They’re the experts and can take your at-home date night from good to great, whether it’s Valentine’s or any day.

Bring Home Chocolates

Few people turn down chocolates. Radiantly Raw Chocolate is offering an aphrodisiac assortment to make the evening extra special. The packaging says, “Allow 15 minutes for things to heat up.”

Grab A Bottle

Homemade cocktails can be a fun change from your usual six-pack or bottle of wine. You probably have a favorite neighborhood shop. I like Downtown Fine Spirits and Wines. It has a great selection of whatever it is you like to drink, and owner Gregor Huesgen is always willing to help you with recommendations.

Don’t Forget the Flowers

Even if she says she doesn’t want flowers, don’t fall for it! A beautiful bouquet can make anyone feel special. Tell the owner of Dawn’s Creations who, what, when and how much, and she’ll build a custom creation.

Say It With a Card

Maybe it’ll be the first time you tell your significant other, or maybe you’ve said it a million times. But nothing says “I Love You” like a handmade card. LadyFingers Letterpress has an assortment of locally made and creatively handcrafted cards to help you express how much you care.

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