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 Perfect Dates in Downtown Bend


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The Jackalope Grill, Downtown Bend Oregon

​Do you want to create the perfect date with your loved one, but you're not sure where to start?  No worries, from fun to fancy -we've got you covered! 
Choose one of our "Downtown Dates" below, or mix and match to create your own. 

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10 Below, in the basement of The Oxford

Whiskey Lovers Date

First, share dinner and a whiskey flight at 10 Below, to hippest basement restaurant in Central Oregon.  Then, take a romantic walk around Downtown and through Drake Park - if you're lucky you'll be able to watch the moon on the river and smooch a bit!  End the night at the Stihl Whiskey Bar for a nightcap! 
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The Dogwood Cocktail Cabin

Sweet & Sour

Start your night at the Jackolope Grill.  This hideaway is a romantic's delight!  After dinner, head over to Vector Volcanoes for a fun hour of playing vintage video games.  Challenge your date and see who has the highest video game prowess!  End the night at The Dogwood Cocktail Cabin for some of the best cocktails in Bend!
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Vector Volcano Classic Arcade
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Artisan ice cream from Goody's

Eat & Chill

First, grab a one of the best burgers in town at The Drake.  Enjoy their classic diner feel while you eat award-winning food.  Next, grab some ice cream at Goody's - where all of their sweets are locally made (and they have the best ice cream I've ever tasted).  Then, catch a show at the McMenamins theater! 
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Deschutes Brewery & Public House

Couples Beer Crawl

If you live in Bend, chances are you love beer!  Grab your date and head to Downtown for a 'Couples Beer Crawl'.  Start the night at Deschutes Brewery and Public House and grab a beer and an appetizer. 
​From there head over to Bend Brewing Company for an award-winning brew and a delicious dinner. 
Last but not least, head to The Wine Shop and Beer Tasting Bar where you can enjoy a beer from Spider City Brewery (an all female owned brewery).  Remember to get your stamps if you are working to complete you Bend Ale Trail passport! 
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The salt tubs at McMenamins

Wet n' Wild with Fries

Start the evening at Bend Brewing Company with a couple of beers and a plate of their delicious sweet potato fries.  Next, stop by Tres Chic and let her pick out the perfect gift for herself!  Then head over for dinner & shuffleboard at the Fireside, and end the night in the salt tubs at McMenamins!
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The hidden broom closet bar

Two Nerds in a Pod

All good nerds start their date night at Pegasus Books & games where they purchase a new game to play! 
Then, head over to Beach Hut Deli to have some dinner, watch some sports, and play your new game.  When you've finished up there, seek and discover McMenamins hidden broom closet bar for a nightcap! 
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Beach Hut Deli


​Downtown Bend Business Association (DBBA)

DBBA: Our mission is to improve the economic vitality by enhancing the experience, image and lifestyle of Downtown Bend.
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916 NW Wall Street in Downtown Bend, Oregon
Downtownbend@gmail.com
​541-788-3628
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  • Home
  • Downtown Businesses
    • Business Directory
    • Eat & Drink
    • Shopping
    • Lodging
    • Arts & Entertainment
    • Beauty Services
    • Civic Services
    • Services
    • Downtown Dollars >
      • Downtown Dollars | Digital
      • Downtown Dollars | Paper
  • Annual Events
    • Welcome Ski Groups
  • Downtown Blog
  • The DBBA
    • DBBA Board & Staff >
      • Board Membership
    • DBBA Minutes & Agendas
    • The EID
    • EID Map
    • DBBA Member Portal >
      • DBBA | New Business Setup
      • DBBA | Member Update
      • DBBA | Service Request
      • DBBA | Marketing Request
      • DBBA | Member Connect
      • DBBA | Anonymous Feedback
      • DBBA | DT Dollars for businesses >
        • Downtown Dollars Reseller Order Form
      • DBBA | COBLA Internships
      • DBBA | Flower Program
      • DBBA | Payment Portal
      • DBBA | Merchant Meetings
  • Info Hub
    • Sponsor a Downtown Flower Basket
    • Downtown Advertising >
      • Banner Program
      • Directory Kiosks
    • Downtown Bend First Friday Art Walk
    • Downtown History
    • Downtown Parking
    • Downtown Sidewalk Vendor Information
    • The Bend Pledge
    • Friends of Downtown Bend
    • The Minnesota Experience
    • Peace Corner
    • Contact Us