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Fun Winter Activities in West Michigan: A Guide to Outdoor Adventure

Fun Winter Activities in West Michigan: A Guide to Outdoor Adventure

While most tourists and visitors think of the lakeshore as a summer destination, they may not realize that it’s actually the perfect winter wonderland! With snowy landscapes, charming towns, and a plethora of activities, West Michigan is a hub of winter fun during the colder months. From festive holiday markets and events to cross-country skiing and ice skating, there is something for everyone to enjoy. Here’s your guide to making the most of winter, let’s explore the best outdoor winter activities during the 2024-2025 winter season!

Cross Country Skiing & Snowshoeing

Cross country skiing and snowshoeing are popular activities in West Michigan with the abundance of natural areas and dunes. These activities allow adventurers to appreciate the landscapes of the lakeshore, burn off the holiday meals and enjoy the experience. Below is a list of the top cross country skiing and snowshoeing destinations from South Haven to Muskegon.

Pigeon Creek

Pigeon Creek is situated between Holland and Grand Haven, making it the perfect location in close proximity to our properties. Pigeon Creek has everything spread across 282 acres. There are over 10 miles of groomed trails for all levels of skiers, snowshoeing trails, a cozy lodge with a cafe and rentals. We do suggest calling ahead to make sure there are rentals available, as ski and snowshoe equipment are first come first serve.

Saugatuck Dunes State Park

Saugatuck Dunes State Park will make for an unforgettable winter outing, combining lakeshore views with the thrill of cross country skiing and snowshoeing. This state park is great for those looking for more of a challenge. Trails will be steeper and more ambitious. However, you will need to supply your own equipment.

Allegan State Game Area

Closer to our Saugatuck and South Haven properties, the Allegan State Game Area is ready for all your outdoor adventures. Spanning over 19 miles, the ski trails are prime for all levels, from beginner to pro. Here is a trail map of the game area in case you need any guidance. 

Riley Trails

Made up of 300 wandering acres, Riley Trails offers numerous ungroomed trails for walking, running, snoeshowing, and cross country skiing. Located in Holland, Riley Trails is accessible to all our properties. Trails are ungroomed, so feel free to have your furry friends tag along for all the fun!

Renting Gear

There are limited parks and trails that have rentals for your winter gear, but there’s no need to fret as multiple shops offer ski and snowshoe rentals in the area. In Downtown Saugatuck, Landshark Outfitters is the place to go! They offer daily rentals. For more details and tips and tricks from their expertise, check out their website here. 

Sledding

Whether you’re a daredevil seeking adrenaline or a family looking for connection and fun while enjoying the beauty of nature, sledding along the lakeshore is an adventure worth experiencing. There’s plenty of sledding hills to find in West Michigan so bundle up, enjoy the winter magic, and let the exhilaration of sledding create unforgettable moments during your winter getaway. 

Pigeon Creek

Pigeon Creek’s sledding hill is great for families, children, and friends alike. The park’s lodge is just at the top of the hill and is the perfect place to grab a streaming cup of hot chocolate to warm up after a fun winter adventure. And with early winter nights, Pigeon Creek compensates by lighting up the sledding hill, providing safe and fun sledding all day and night! 

Saugatuck Dunes State Park

Sledding at the dunes takes a bit more adventure than most hills, as it requires hiking on top of sledding, making for an afternoon of guaranteed excitement. Embark on an adventure to find the hill that suits you, whether it’s a small kid-friendly dune or a large and thrilling slope.

Van Raalte Farm Sledding Hill

Van Raalte Farm sledding hill is a beloved spot among the locals who return for winter fun year after year. The farm park is a historical site connecting back to the founder of Holland with a large estate of trails and park amenities all year round.  You’ll be able to find the sledding hill after a short trail hike from the main entrance of the park.

Ice Skating

Kick off your winter getaway on the right foot and embrace the winter time when you lacing up  your skates and hitting the ice rink. If you get good enough at it, you just might find a new favorite winter season pastime. Lace up your skates and enjoy some family fun for all  whether it’s in an indoor and outdoor rink. 

South Haven Ice Rink

South Haven Ice Rink provides plenty of frosty fun for everyone. This outdoor ice rink in located in the heart of South Haven where you can experience the fun of skating with the mood of the winter chill. With affordable fun at $5 admission and $5 rental fees, it’s the perfect activity for family and friends. For more information and their schedule, visit their website here. 

Also, if you happen to visit West Michigan in February you can attend South Haven’s  ice sculpture competition at the Ice Breaker Festival which will be full of fun with a chili cook-off, sleigh rides, and ice skating shows!

Griff’s Ice House West

Griff’s Ice House West is currently the only ice skating in Holland, MI. But by the end of next year there will be a full outdoor ice skating park in Holland!

The ice house is home to local hockey teams and offers public skating, rentals, and a snack bar! You’ll easily be able to spend a long afternoon here having fun with friends and family. Visit their website here for more info.

Local Tip: Sign-up on their website to have public skate schedules texted to you. 

Winter Sports Complex

The Winter Sports Complex in Muskegon is a 4-in-1 combination of fun for everyone with ice-skating, snowshoeing, cross-country skiing, and luging! All activities have great night time options too. Glide through a serene wooded trail for a truly unique skating experience. The complex’s ice skating is one of the best in West Michigan with an ice rink as well as an ice skating trail running through the forest. Another unique experience offered by the complex is luging, and nothing says thrill like a giant slide. You can think of luging in a similar manner. Designed by olympians, the luge track is 1 of only 4 in the United States. You’ll be provided equipment and training before the best slide ride of your life. After your fun winter activities you can warm up by their bonfire with a warm and cozy cup of hot chocolate! For more information visit their website here. 

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Oval Beach named one of the Best Beaches

Oval Beach Named one of the Best Beaches

Oval Beach in Saugatuck/Douglas has been voted one of the best beaches in Michigan by USA Today voters. This stunning beach is famous worldwide for its gorgeous shoreline along Lake Michigan and picturesque backdrop of rolling dunes.

 

Not only does Oval Beach offer breathtaking views, but it also provides convenient amenities such as easy parking with three spacious lots, concessions, restrooms, and picnic areas. You can purchase day passes for just $15.00 per car or opt for a season pass for $75.00. And the best part? You can pay with cash or credit card! Beach entry is free from Labor Day through Memorial Day. So why wait? The beach is open  daily from 8:00 am to 10:00 pm, so come join us along the shoreline and enjoy the sunshine and sand at Oval Beach during your stay along the lakeshore of West Michigan. 

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A Perfect Gift for Mother’s Day

A Perfect Gift for Mother's Day

Mother’s Day is approaching in just a month, a day dedicated to the resilient and loving women in our lives. If you’re looking for the perfect gift for her, we have just what you need. Finding the ideal Mother’s Day gift can be a challenge, with so many options to consider. But Upscale Lakeshore is here to make it easier for you. This May, consider giving the gift of relaxation, me-time, or a getaway with friends and family to show appreciation for the special women in your life.

 

Our vacation rentals offer welcoming escapes from the hustle and bustle of everyday life. Allow her to unwind and savor a tranquil vacation by the lakeshore. Whether she prefers lakefront access or proximity to downtown amenities, we have the perfect rental awaiting. But act swiftly before availability is gone!

 

Our local hospitality team is just a call away for restaurant, shopping, and spa recommendations, or check out our blog featuring insider tips on the best spots across West Michigan. You can also indulge the special women in your life with our array of concierge services available on our website. Treat her to a rejuvenating yoga session, an exquisite in-home chef experience and more. Make sure this Mother’s Day is one she’ll cherish forever!

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Plan Your Spring and Summer Escape

Plan Your Spring and Summer Escape

(Photo Credit: Julien Capmeil)

As we quickly approach the spring and summer seasons, we can’t help but get excited for all the amazing vacations that are just around the corner! West Michigan is the ultimate vacation destination with its beautiful beaches, waterfront restaurants, and charming beachtowns. Don’t wait too long to book your stay, as the calendar fill up quickly once the warmer months roll around.

 

 

West Michigan is the ideal summer vacation spot, conveniently located just a short drive away from all the cities across Michigan, Indiana, Illinois and Ohio. You can enjoy the beauty of Lake Michigan and its charming beachtowns without the worry of the salt water and the sharks. Now is the perfect time to start planning your escape and take advantage of the early bird specials before everyone else. At Upscale Lakeshore, we offer a variety of vacation rentals in different town, each with their own unique charm and attractions. Our homes can accommodate anywhere from 6 to 23 guests, making it the perfect spot for a family getaway or a fun trip with friends. Head to our rentals page find the perfect home away from home for you and start counting down the days until your blissful escape! Our hospitality team is dedicated to ensuring you have an unforgettable experience filled with fun and relaxation. Let’s make this spring and summer one to remember!

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In Celebration of Love

In Celebration of Love

Whether you’re planning a romantic Valentine’s getaway or a fun Galentine’s weekend, create unforgettable memories by embracing the lakeshore of West Michigan. Upscale Lakeshore provides an array of lodging options that merge comfort with a touch of opulence, ensuring you experience an intimate and unforgettable stay. From the breathtaking views to the intimate experiences, there’s no place like Lake Michigan to celebrate love in its purest form. Enjoy cuddling up by a crackling fireplace and or unwinding in the hot tub while taking in the stunning views of the lake. The lakeshore awaits you and your loved one this Valentine’s Day. Book your stay now! 

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Winter Getaway along the Lakeshore of West Michigan

Winter Getaway along the Lakeshore of West Michigan

Are you thinking about planning your next winter getaway? Well, look no further than West Michigan! Winter here is so much more than just snow and chilly temperatures. The lakeshore along West Michigan offers endless fun and plenty of winter activities to do. Whether you’re ready to get out of the house, or would prefer to stay in where it’s warm, here are a few of our favorite West Michigan winter activities to indulge in this season!

Dining Outdoors

Embrace the winter wonderland with a side of delicious local food. You will find a variety of styles that’s offers outdoor dining in the winter. From igloos, tents to greenhouse set ups around town you’ll be sure to enhance your enjoyment during the winter season. Don’t let the cold stop you from enjoying the ultimate dining experience!

Go Ice Skating

Kick off your winter getaway on the right foot and embrace the winter time when you lacing up  your skates and hitting the ice rink. Lace up your skates and enjoy some family fun for all whether it’s in an indoor and outdoor rink. One of our favorite local spots is the South Haven Ice Rink.

Enjoy Winter Festivals

Winter along the lakeshore of West Michigan is the perfect time to celebrate the season with various festivals throughout each town. From ice-based delicacies and snow events, there are many activities that keep on going even when it’s cold outside such as the Ice Breaker Festival in South Haven and Holland on Ice. 

Visit Lake Michigan

Bundle up and enjoy a beach day at Lake Michigan. We all love Lake Michigan in the summer, but it is definitely a sight to see when touched by the magic of winter. The shoreline is a must-see destination, as it glitters with ice and snow and provides picturesque views. 

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Ring in the New Year with Upscale Lakeshore

Ring in the New Year with Upscale Lakeshore

Embrace the thrill of the approaching New Year as excitement fills the air! Join us along the picturesque lakeshore of West Michigan for an unforgettable celebration. Indulge in the elegance of a ball drop party or savor a special event at your favorite destination. Let the festivities begin with dazzling fireworks, delectable dinner events, and a night to remember. Welcome the New Year in style, surrounded by the enchanting beauty of West Michigan!

New Year's Eve in South Haven

Location: Downtown South Haven South Haven, MI 49090

 

Celebrate the new year in South Haven where the streets will be closed and there will be 1,000 beach balls dropped from the city center with fireworks at midnight!  Children can enjoy crafts, music, and a holiday train display followed by an early beach ball drop. As the night goes on, enjoy local cuisine, spirits, and shopping with the DJ keeping spirits alive under the moonlight.

New Year's Eve Coral Gables Style

Location: 220 Water St Saugatuck, MI 49453

 

Enjoy a special buffett and dancing the night away with DJ Misfitz to celebrate the new year at Coral Gables. There will be a fireworks show at midnight. Enjoy the celebration before hand and get the best seat on the river for the show. There will be a prime rib buffett, party favors, piano bar fun with Brandon Ward and a karaoke party.

New Year's Eve Roaring 20's Bash

Location: 121 Mary St, Saugatuck, MI 49453

 

The Cottage is hosting their first annual New Years Eve party! This year’s theme is the roaring twenties. Tickets include two signature cocktails and a large array of appetizers. There will be a red carpet entrance and photo op wall for your own polaroid photo. Enjoy a night of fun in your best roaring twenties attire!

New Year's Eve in Grand Haven

Location: Washington Ave, Grand Haven, MI 49417

 

Head to Downtown Grand Haven to ring in the new year! The festivities will begin with a DJ and then live music from the local band, Dank Hill. Dance and sing along with the entertaining and talented band as they perform hits from the ’90s and 2000s until the lighted ball drops with a countdown to midnight followed by a spectacular fireworks display. 

Noon Year's Eve

Location: 202 E Main St. Fennville, MI 49408

 

For a family friendly celebration, check out this annual year end celebration. Ring in the new year with little ones at Forever Curious Museum. The museum will have special activities, music, a photo booth and a big balloon drop at noon! Keep the whole family entertained and excited as the new year approaches! 

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Best Restaurants For Valentine’s Day Along The Lakeshore 

Best Restaurants for Valentine’s Day on the Lakeshore

To help keep the sparks flying, we have compiled a list of romantic restaurants near all of vacation rentals to make that Valentine’s getaway more special. Whether you’re looking for an upscale restaurant or a more casual spot, the lakeshore area has no shortage of romantic restaurants for a night out on the town. Be sure to make a reservation for dinner for two during your stay with Upscale Lakeshore.

Bowdie’s Chophouse

Located in Saugatuck and one of our favorite restaurants, evidenced by how much we mention it, Bowdies Chophouse is full of romantic atmosphere and candlelight. Their menu encapsulates creativity and sublime flavor, making a memorable valentine’s day experience. 

Seventy Six

Born from a love story, Seventy Six is a perfect place to have a romantic dinner with your special someone. It’s another favorite at Upscale Lakeshore and constantly receives positive reviews.  With upscale and modern American recipes full of flavors from around the world,  their elegant dining space, and hospitable staff will have you and your significant other taken care of on the day of love. 

Finn’s Chophouse

A sexy speakeasy and chop house located in the heart of  Spring Lake Village. Finn’s specializes in hand-cut prime-aged beef and is a speakeasy style bar with a twist. A wide selection of custom and classic cocktails, robust menu full of flavor, and a romantic atmosphere will make your valentine’s day one for the books. 

Sandy Point Beachhouse

Situated in West Olive, between Holland and Grand Haven, Sandy Point Beach House is an elegant and refined restaurant. Full of calming lake aspects from their decor to their menu, Sandy Point is cozy and intimate while being open and vibrant. This perfect symbiosis travels from its atmosphere to its menu full of light and creative dishes to warm and comforting classics. 

Butch’s Dry Dock

Another elegant and refined restaurant located in Downtown Holland. For more than 25 years, Butch has strived to create a place where people can celebrate the marriage of food and drink. Featuring locally sourced ingredients and a large wine selection, Butch’s is a great option for Valentine’s day, and even more perfect with their upfront tablecloth seating. 

Obstacle No. 1

Obstacle is another speakeasy bar with unique cocktails located in downtown holland. Their sophisticated and whimsical ambience is a perfect way to spice it up on valentine’s day. Their focus is on handmade craft cocktails while also serving a small plate menu. Check it out for an exciting new addition to Valentine’s Day! 

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Spend Valentine’s Day With Upscale Lakeshore

Spend Valentine's Day With Upscale Lakeshore

Valentine’s Day is just around the corner. Upscale Lakeshore can help you stay prepared, so you’re not scrambling for last minute plans for that special someone. Many of our homes feature the perfect ingredients for a romantic getaway. From large bathtubs and romantic charcuterie boards to elegant restaurant recommendations and nearby vineyards, we’re here to help you plan a whimsical night of love. This is the perfect planning time. You will be able to find our properties on our website with plenty of pictures to help you decide which is best for that special day. 

 

At Upscale Lakeshore, we will also be providing you and your loved ones with a charcuterie board full of specialty cheeses, fruits, meats, and chocolates from our partner Great Lakes Charcuterie Company. For romantic and high end restaurants, make reservations at Butch’s Dry Dock in Holland and or Bowdie’s Chophouse in Saugatuck which have menus full of delectable food, tasty desserts, and robust wines.

 

 

 

Book with us now before it’s not too late!

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Say Bye To Winter Blues, And Hello To Winter Fun On The Lakeshore​

Say Bye To Winter Blues, And Hello To Winter Fun On The Lakeshore​

With the holidays over, are you finding yourself in those winter blues? West Michigan and Upscale Lakeshore has just the cure for you. Our luxury properties are spread all across the West Michigan lakeshore with something for everyone. This blog is a look into the different places and activities to get you out of those winter blues and into the winter wonderland of West Michigan. After the excitement of the holidays, you may be wondering what can be exciting until the first blooming of flowers in spring – signaling the cold is over. We’re here to help you discover just that, the excitement before spring.

Outdoor Fun

Cross Country Skiing

There’s cross country skiing all across West Michigan and near all our properties. Check out our blog for a more in-depth guide on cross country skiing on the lakeshore!

 

 

Ice Skating

Near our properties in South Haven, they have a great outdoor ice rink great for all ages and families. And if you come in February you can witness their ice sculpture competition at the Ice Breaker Festival full of fun with a chili cook-off, sleigh rides, and ice skating shows! Ice Skating is also in Holland,  with a large indoor rink and in Muskegon, mentioned above. 

 

 

Snow Shoeing

If you aren’t close to Spring Lake or Muskegon, don’t fret as all of our properties are near places for snowshoeing. Pigeon Creek sits just north of Holland with rentals available and a plethora of trails to get your snowshoe on. They also have sledding and cross country ski rentals. In Saugatuck/Douglas, there is Allegan County Trails which is a great independent area for snowshoeing and you can rent your equipment in downtown Saugatuck at Landsharks. There’s more detailed information on our cross country skiing blog on our site! 

 

 

4 in 1 Fun 

Near our picturesque lakeside home, The Lookout, in Spring Lake, we have the Muskegon Winter Sports Complex. They have something fun for everyone. The complex is home to outdoor ice skating, cross country skiing, luging, and snowshoeing. All activities have great night time options too! Nothing says thrill like a giant slide. You can think of luging in a similar manner. Designed by olympians, the luge track is 1 of only 4 in the United States. You’ll be provided equipment and training before the best slide ride of your life. The complex’s ice skating is one of the best and unique in West Michigan with an ice skating trail through the forest. Cross Country Skiing is a staple activity in West Michigan, and the Muskegon Winter Sports Complex doesn’t exclude themselves from it. With 2 types of skiing from ice skiing, to classic cross country, you’ll be immersed in your own winter wonderland. Last but certainly not least, snowshoeing is also offered by the complex. Hiking is not just a summer activity especially with snowshoes. With 4 different trails ranging from easy to challenging and equipment rentals, you’re all set to begin your winter adventures. After your fun winter activities you can warm up by their bonfire with a warm and cozy cup of hot chocolate! 

 

Indoor Fun

Dining

West Michigan is popular for its food. The winter doesn’t change that, but it enhances it with cozy and comforting menus set to make your winter wonderland vacation as memorable as possible. Warm up after a long wintry day and satisfy your winter tastebuds with a delicious meal and Michigan-made craft beverage from the lakeshore’s farmhouse cideries, breweries, and distillery tasting rooms.

Shopping 

Explore the many unique boutiques and stores located in the downtowns. Each town has a different atmosphere with well-curated stores that are calling your name! You can be sure to treat yourself and find a local souvenir or two to bring home. During the winter, tree-lined streets adorned with sparkling lights will keep your spirits warm and bright.

 

Games

Towns across the lakeshore aren’t a stranger to entertainment. In South Haven, you’ll find Rocket Arcade, a place for adults to relive their childhood and for children to have fun. It’s a place for retro with games from the 70s, 80s, and 90s. In Holland you’ll find Lost City, a place where fun goes to live. With arcade games, mini golf, and laser tag, the fun will last for hours on end. Not only are there gaming centers in town, but the majority of our properties come with in house games and board games. You and the rest of your family and friends won’t be bored!

 

Relaxation

In winter, it’s customary for your skin to dry and those winter blues to take that summer glow from you. But what better way to revitalize yourself than with a massage or facial. Near many of our properties you’ll be able to find spas galore. Located in Holland, Salubrity Vida Spa has unique experiences to offer with floating therapy, infrared sauna, oxygen bar, and zero gravity massage chair. They also offer classic services like full body massage and facials. And don’t forget about Saugatuck/Douglas. Our top spa picks are Redefine Med Spa and Wellness Co. They’ll take care of all your spa needs. Redefine Med Spa has everything from massage and facials to botox, waxing, and tanning to give you that winter glow. Wellness Co offers a slightly different experience. They specialize in health and wellness services including microneedling, hydra facials, IV therapy and much more.

Well Wishes From Upscale Lakeshore ​

We know the winter can be hard while we are looking forward to the warmer months, amongst snow and frost. We want to show you how winter in West Michigan can make you fall in love with the season and our beautiful beach towns and properties. 

 

We wish you a beautiful year to you and your families!