Be a Tourist in Your Own City - Use date night as an excuse to explore the spots around your city or town that you've never managed to frequent. Whether it's the world's largest ball of yarn, an art museum, or tacky theme restaurant, you'll quickly learn there's no place like your hometown. You're sure to have a blast acting like an out-of-towner. Don't forget to bring along a camera for those cheesy posed photos!
Go See a Play - Try a new take on "dinner and a movie." Find out what's performing at your local playhouse and check it out. Tickets are usually cheap and support local artists. If it ends up being awful, you can have a good time making fun of it together or re-enacting your favorite awkward scenes in the parking lot after the curtain comes down.
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Wine Tasting or Brewery Tour - What's the best way to enjoy libations on the cheap? Visit a local winery or brewery for a tour or tasting. Not only will it be like going to happy hour without the big bill, you might also pick up some tips for what to serve at your next dinner party or backyard barbeque. Just make sure you have a safe ride to get home after swigging down your samples.
Break the Ice - Warm up to your date while hitting the ice at a local ice skating rink. Cuddle up with hot chocolate and use this as an excuse to wear your favorite scarf while you and your date make your way around the rink. Not an outdoor rink in your area? Use this date in the dredges of summer to beat the heat and get close to your sweetie with an indoor skate.