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10 outfits for date night.

A casual date night is an important ritual for couples to maintain, even as life gets busy. Regular one-on-one time helps to reestablish the connection with your partner—and you don’t always have to roll out the red carpet. Carving out quality time with your loved one can be as simple as pizza night or backyard picnic.

For any date, it’s important to be comfortable so you can focus on getting in some quality time instead of constantly adjusting your clothes or footwear. Plus, heels aren’t great for your health. Research has shown that high-heel-related injuries doubled between 2002 and 2012. In addition, more than 50 percent of women experienced foot pain due to high heels according to a survey. With that said, there are plenty of stylish flat options that will help elevate your date night outfit from basic to elegant, while significantly decreasing your chance of discomfort. Stylish and comfortable, a pair of Rothy’s might just be your perfect match. 

Wondering what to wear on a casual date? Here are some of our favorite casual date ideas. 


1. Scenic Night Stroll

If you can plan out a stroll at night, a walking date is one of the best activities you can enjoy with your loved one. Take your time while you’re walking and enjoy your natural surroundings. Maybe even consider bringing along a mug of something warm like hot chocolate or mulled wine if it’s chilly out. And remember, if it’s cold, plan accordingly by wearing a warm winter date night outfit.

What you’ll need:

  • Flashlight
  • Reusable water bottle
  • Lightweight towel
  • Granola bars or other snacks

Outfit idea:

  • Leggings, long tunic shirt, a zip-up fitted athletic jacket.

Rothy’s:


2. Beach Bonfire

The calming sound of the waves and the beauty of the beach helps make your casual date night fun and relaxing. Keep the fire going long into the night, use a stargazing app to find interesting constellations, or simply lounge by the beach and enjoy each other’s company. When you’re choosing your outfit to wear with flats at the beach, don’t forget to bring layers so you stay toasty as the sun goes down.

What you’ll need:

  • Wood
  • S’mores materials
  • Towel or picnic blanket

Outfit idea:

  • Dark skinny jeans
  • Loose blouse
  • Medium-weight sweater

Rothy’s:

  • The Flat in Cheetah provides wash-and-wear durability so you can sport them to the beach again and again.

3. Attend a Beer or Wine Festival

Do you and your partner like a cold one or a glass of red on the weekend? If that’s the case, there’s no better place to bond than a craft beer or wine festival. After you get home, you can talk about which beverages were your favorite or follow it up with dinner. Casual date night looks should be able to easily transition from day to night, so keep that in mind as you plan out your clothes.

What you’ll need:

  • Pretzel necklace
  • Designated driver
  • Festival tickets

Outfit idea:

  • A bright sundress
  • Sunhat
  • Vegan leather jacket

Rothy’s:

  • The Point in Marigold are the perfect bright-colored flats to make your festival experience more comfortable than ever.

4. Nighttime Picnic at the Park

Grab an electric lantern for mood lighting, a big picnic blanket, a bottle of your favorite wine, and a cheese and meat plate. Pick somewhere with a view so you can relax and enjoy the sights and sounds of quieter cityscape or countryside.

What you’ll need:

  • Picnic basket
  • Cheese and meat tray
  • Red wine
  • Reusable cups
  • Lantern

Outfit idea:

  • Jeans
  • Sweater
  • Light jacket

Rothy’s:

  • The Chelsea in Fawn will keep your feet happy as you traipse through the park on the way to your picnic rendezvous.

5. Home Movie Night

Throw a themed movie night based on the movies you and your partner love. Fans of horror? Make your way through famous 80s B-horror movies. Love documentaries? Learn something new with your partner. Or if you aren’t sure what to pick, go for the classics with romantic comedies like When Harry Met Sally, 500 Days of Summer, Amelie, and Say Anything.

What you’ll need:

  • Popcorn
  • Movies or Netflix
  • Lots of blankets

Outfit idea:

  • Jeans
  • T-shirt
  • Athleisure sweatshirt

Rothy’s:

6. Go to a Museum or Attraction

Go to a museum that is tailored to you and your partner’s interests. Are both you and your partner fascinated by aviation? Go to an aerospace museum. Do both of you have a love for strange history? Visit a place like the Winchester Mystery House.

What you’ll need:

  • Museum passes
  • Instant-film camera

Outfit idea:

  • Solid jumpsuit
  • Bright clutch

Rothy’s:

  • The Point in Big Cat will ensure you’re focused on absorbing interesting information and not on your feet

7. Go to a Farmer’s Market

A nighttime farmer’s market is the perfect place to bond over fresh produce, samples, and a delicious variety of delectable offerings. Buy some fresh flowers, try something new like an exotic fruit, and don’t forget to get some artisan coffee to fuel your wanderings.

What you’ll need:

  • Reusable grocery bags
  • Metal straw

Outfit idea:

  • Jeans
  • Long-line cardigan
  • Lightweight sweater

Rothy’s:


8. Cook at Home Together

Instead of relying on a restaurant to provide your food, it’s time to turn the tables and do it yourself. Decide how you want to divide up the labor. For example, someone can be in charge of the appetizer and dessert while the other takes care of creating the craft cocktail and the entree. Or, alternatively, you can turn it into a Chopped-style competition if you both love cooking. The best part is that at the end, you both win.

What you’ll need:

  • A recipe book
  • Apron

Outfit idea:

  • Skinny jeans
  • Comfy blouse

Rothy’s:


9. Go Camping

Even if it’s just for one night, escaping for an intimate night away in nature can bring you and your partner closer together. What better way to end the night than sitting with each other around the campfire eating s’mores and star gazing?

What you’ll need:

  • Tent
  • Sleeping bag
  • S’mores
  • Matches

Outfit idea:

  • Jeans
  • Button-up flannel
  • Woolen leg warmers

Rothy’s:

 

10. Take a Class Together

There are tons of classes you can take together. You can take a cooking class to bring your traditional Sunday night dinners to the next level, or take a wine and painting class for an introductory approach to art. 

What you’ll need:

  • Groupon or Meetup class

Outfit idea:

  • Casual date night dress
  • Watch or bracelet

Rothy’s:


Date Night Ideas and Outfits to Rekindle Your Relationship

Even if you’ve been with your partner for ten years, going on dates never loses its importance. You may think that because you live together or see each other that there's plenty of one-on-one time. But if you live a busy life with jobs and a family, it may be hard to fit in some alone time. With a little effort and planning—and the right casual outfits for date night—you’ll be on your way to reconnecting with your significant other.

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