Skip to content
7 Winter Date Ideas for Singles Over 50

7 Winter Date Ideas for Singles Over 50


Winter provides a unique opportunity for both adventure and relaxation, as the days are shorter, darker, and colder. Get the best winter date ideas for singles over 50 tailored to the season here from SilverSingles. Scenic winter hikes, ice skating, or cozy fireside evenings can encourage partners to embrace the beauty of the snow-filled months. The ultimate list of winter date night ideas promotes quality time, shared experiences, and an appreciation for the season.

In this complete guide to winter date ideas for singles over 50, you’ll find excellent free winter date ideas, activities that keep you up and moving, and ideas for those evenings when you want to stay home. Keep reading to learn more, and plan your next stellar date night today. Additionally, if you’re single, over 50, and looking to connect with potential partners, be sure to join SilverSingles today. The app is private, secure, and easy to use. With thousands of new active members each month, finding your perfect partner is easier than ever before.

Snowy Outdoor Adventures for Active Couples

We know it’s cold outside, but bundling up and stepping out into nature with your partner can be both beautiful and cathartic. There’s something special about the way the snow sits on the branches, how the icicles hang from above, and looking out over the beautiful winter landscape.

Not only can these outside winter date ideas provide you with an opportunity to spend quality time with your lover, but being outside in the cold weather has benefits, too. First, sunlight exposure, even in the winter, can help improve mood, reduce stress, and promote mindfulness. It can enhance the quality of sleep and even strengthen your circulation. Some even say that it boosts endorphins and leads to better skin!

Throughout the warmer months, date options are limitless. Strolls in the park, outdoor sports games, al fresco dining as the sunlight stretches well into the evening hours — but in the winter, things may seem to slow to a crawl. However, keeping the fire going in your relationship is essential even as the temperature drops outside. One of the best ways to do this is to plan winter date ideas that embrace the sentiment of the season and celebrate the intimacy you share with your partner.

It also gives you the perfect excuse to get close, cozy up, and keep each other warm. Here are a few of our favorite outdoor winter date ideas for singles over 50.

1) Scenic Winter Hikes & Snowshoeing Trails

If you live in the suburbs or in a more rural setting, taking a scenic winter hike or snowshoeing adventure can make for the perfect date activity. Plan your evening to arrive back to your car or home just before sunset. You can walk around the neighborhood or your local park or look up nearby nature reserves and scenic overlooks.

One of the best parts about this winter date idea is that it’s free! It’s also a great way to stay active. Make inside plans for after your walk–visit a local cafe for an espresso or hot tea, or make hot cocoa together at home.

2) Ice Skating Dates & Post-Skate Warm-Ups

If you live in a colder region of the United States, the chances are that your local city has an ice skating rink set up for the season. Sometimes, these communal rinks are free or low-cost to city residents. Many offer senior discounts, too. It’s okay if you don’t have your own ice skates; most rinks have rentals available for just a few dollars.

After your skating adventure, plan a post-workout warm-up. Go see a movie together, get a nice hot dinner, or stop at a local bookstore to do some browsing. Make your secondary plans more low-key and calm after a busy day on the ice to strike a perfect balance.

3) Hit the Mountains: Ski Resorts and Retreats for Couples

According to Ski Magazine, seniors comprise more than 16% of the skiing population annually in the United States. That means more than 59 million seniors hit the slopes each year. Skiing tends to be a long-standing family tradition, with many individuals raised enjoying the snow sport. Now, it’s time to carry on the tradition and share your passion with your partner.

Cozy up in the lodge after a long day in the powder. Sip hot apple cider, snuggle by the fire, and enjoy the lights on the slopes as the sun goes down. If you’re not into the sport but want to enjoy the atmosphere, look for mountains that offer alternatives like snow tubingit’s fun for all ages.

4) Take a Scenic Winter Drive

We know this one isn’t technically inside, but it is out of the cold. Hop in the car and take a scenic winter driver with your partner. This is one of our favorite winter date ideas for singles over 50 since it’s easy, free, and memorable. Drive through the closest mountainside, along a local river, or somewhere you can see the nearest city skyline and revel in the colors of the winter sky.

For bonus points, drive through a coffee shop on the way for some hot beverages and a delicious pastry. Play your favorite music, tell your favorite jokes, and enjoy the ride.

Cozy Indoor Winter Date Night Ideas

Some people prefer to stay as warm as possible throughout the winter months, opting not to brave the great outdoors. This is an understandable take, and there’s nothing better than spending time with loved ones in the comfort of your home.

When planning a winter date night, add a few extra elements to your space to elevate the atmosphere. Light winter-scented candles, consider low-lighting, and make sure to have plenty of cozy throw blankets available.

Fireside Moments to Deepen Connection

For the ultimate intimate experience, light a fire in the hearth and spend a quiet night at home with just your partner. This is a great way to strengthen your emotional connection, promote relaxation, improve communication, and deepen your bond. Enjoy each other’s company without feeling rushed or distracted. You’ll get bonus points if you make it an unplugged evening and put away the phones.

5) Host a Fireside Game or Puzzle Night

Everyone loves an excellent winter group date. After the chaos of the holidays, getting together with friends can feel good. Everyone’s schedules are more open these days, and staying connected is important. Invite other couples over for a game or puzzle night. Play a tried and true favorite, or branch out and pick something new.

Serve light refreshments and finger foods for the group, or ask everyone to pitch in and bring something small.

6) Creating Fireside Wine Tasting Events

One of our favorite winter date ideas is to host a fireside wine-tasting event for just the two of you. There are two ways to do this. The first is visiting your local wine store and buying a selection of bottles you’ve never tried. Ask fellow wine lovers or the store employees what their favorites are for new ideas. Then, create your own tasting menu.

The second way to have an at-home wine tasting is to sign up for a virtual sommelier course online. You’ll receive information ahead of time detailing precisely what to buy.

7) Enjoying Quiet Nights with Books or Stories

Having quiet time together is one of the most peaceful winter date night ideas. Light a fire and curl up on the couch with your favorite books or magazines. Put on some classical music or light jazz, make a few mugs of tea, and settle in for the evening.

Join SilverSingles Today and Find Love After 50

Join SilverSingles today and connect with like-minded singles who share your values and interests. It’s time to start your next chapter and find love after 50. Sign up now and discover meaningful relationships waiting for you!

The Editorial Team is a contributor to Silver Singles. See more of The Editorial Team’s articles here.

Related Posts