Experience · Boulder
Date Night Live Music in Downtown Boulder
Kick off your evening with an energizing live music performance at the historic Boulder Theater, a true downtown gem. Afterwards, settle into the elegant ambiance of License No. 1 for classic cocktails before indulging in a refined dinner at Oak at Fourteenth, celebrating local flavors.
A 4.5-hour Boulder evening plan for couples — License No. 1, Boulder Theater, Oak at Fourteenth.
- Duration
- 4h 30m
- Cost
- $150–$300
- Stops
- 3 stops
- Area
- Whittier + 1 more
- Walking
- Light walking · Total 0.2-mile driving route
- Best time
- 5:00 – 10:00 PM
- Ideal for
- Couples · Friends · Solo · Adults
The plan
The plan
- 1License No. 1(45 min)→
- 2Boulder Theater(2 hrs)→
- 3Oak at Fourteenth(1 hr 45 min)
Why this plan works
The 3 stops cover about 0.2 miles total, which keeps you in one pocket of Boulder instead of crossing town between them. Boulder Theater is the main event and takes the biggest block of time; the other stops are built around it. It finishes at Oak at Fourteenth — a short, low-effort stop you can skip if you're ready to call it. Best suited to couples, friends, solo, and adults who want a planned Boulder outing without improvising between stops.
The story
Overview
Kick off your evening with an energizing live music performance at the historic Boulder Theater, a true downtown gem. Afterwards, settle into the elegant ambiance of License No. 1 for classic cocktails before indulging in a refined dinner at Oak at Fourteenth, celebrating local flavors.
The itinerary
3 stops, one great day
- 145 minLicense No. 1
Nightlife · Whittier
Speakeasy-style bar serving classic cocktails in chill, retro-inspired digs inside Hotel Boulderado.
What to do — Arrive at License No. 1, located in the Hotel Boulderado, and find a cozy spot to enjoy pre-show drinks. Check their menu for their signature cocktails or a fine wine selection.
Book it · License No. 1
0.1 mi · 3 min walk or 3 min drive
Then Walk 3 minutes north on 13th Street to the Boulder Theater.
22 hrsBoulder TheaterArts & Culture · Downtown
Art deco institution since 1906 for various music shows & mostly avant-garde films.
What to do — Check the Boulder Theater's schedule in advance for an evening show and purchase tickets. Arrive in time to find your seats and enjoy the performance.
Scout Side QuestPick your favorite vintage design detail in the theater before the lights go down.
0.1 mi · 3 min walk or 3 min drive
Then Walk 5 minutes south on 14th Street to Oak at Fourteenth.
3Optional 1h 45mOak at FourteenthFood & Drink · Downtown
Innovative, locally sourced New American cuisine & cocktails in stylish space with open kitchen.
What to do — Make a reservation for dinner at Oak at Fourteenth. Savor the chef's seasonal creations and enjoy the elegant atmosphere for a memorable close to your evening.
Scout Side QuestBefore the check arrives, take turns guessing each other's absolute favorite bite of the night.
Book it · Oak at Fourteenth
The route
On the map
Common questions
Planning this outing
- Is this a good Boulder itinerary for couples?
- Yes. It's built for couples, friends, solo, and adults and runs about 4 hr 30 min across 3 stops, starting at License No. 1.
- How long does this outing take?
- Plan on 4 hr 30 min door to door, including time between stops.
- How much does this Boulder itinerary cost?
- Roughly $150–$300 per person, before parking and tips. Free and low-cost stops are marked on each card.
- Is this itinerary walkable?
- Yes — every hop is under a mile, about 0.2 miles of walking in total.
- Do I need reservations?
- No. Every stop on this plan takes walk-ins, though weekends move faster if you arrive early.
Scout Stories
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