The Perfect Romantic Getaway to West Michigan: Where to Stay, Eat and Explore

From wineries and walks along the beach to cozy nights by the fire, West Michigan is the perfect place for a romantic escape. No matter the season! This fall and winter, take a journey to the magical lakeside communities for intimate moments and lifelong memories. Discover the charming activities and amorous opportunities that await you and your loved one.

Stay With Upscale Lakeshore

Choose to stay in your own private residence with Upscale Lakeshore properties, where privacy and comfort are guaranteed. Whether you’re searching for a cozy cottage nestled along the lakeside or a chic townhouse close to local activities, we have the perfect spot for your romantic retreat. Mornings begin with slow, meaningful conversations on the three-season porch, a steaming cup of locally sourced coffee in hand, as you take in the peaceful surroundings. For the evenings, imagine curling up by the fireplace, the warmth of the flames adding a cozy glow to your night. Every moment here is meant to spark connection and create unforgettable memories.

Romantic Activities in West Michigan

Apple-Picking & Pie Tasting

Crane’s Orchard is a local gem where you can hand pick apples, wander through pumpkin patches, and savor famous homemade pies. Spend the day at the orchard and afterwards, bake your own apple-themed desserts back at home. It’s the perfect way to end a cozy day.

Star Gazing

Nothing is more romantic than gazing at the stars on a peaceful beach! For a quiet evening together, head to Windsnest Park in West Olive, a hidden gem between Holland and Grand Haven. Bundle up, grab a blanket or some beach chairs, a dessert and wine to share and spend an evening under the stars.

Wine Tasting

Explore the local wine scene in along the lakeshore, where wineries and cider distilleries offer an inviting atmosphere for a romantic day out. Visit Cogdal Vineyards, a small-batch winery that often hosts live music and events. 12 Corners Vineyards has tasting rooms in both South Haven and Grand Haven, with the South Haven location just steps from the waterfront—ideal for a romantic walk afterward!

Board Games by the Fire

Grab a glass of wine, sit by the fire, and spend hours laughing with your favorite person. Many Upscale Lakeshore properties come with board games galore and an indoor fire place, making the perfect atmosphere for an intimate night bonding over friendly competition seeing who’s the better word master at Scrabble.

Romantic Restaurants in West Michigan

Bowdie's Chophouse

Located in Downtown Saugatuck, Bowdie’s Chophouse is a favorite for romantic dining. The dim lighting and intimate setting pair beautifully with a creative, flavorful menu that offers an unforgettable dining experience.

Seventy-Six

Born from a love story, Seventy-Six is a perfect place to have a romantic dinner with your special someone. With upscale and modern American recipes full of flavors from around the world you and your significant other will have your tastebuds taken care of.

Finn's Chophouse

A 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. This romantic atmosphere will make your romantic getaway one for the books.

Obstacle No. 1

For a more whimsical vibe, Obstacle No. 1 in downtown Holland is a must-visit. Known for their handcrafted cocktails and small plates, this speakeasy bar offers a sophisticated yet cozy setting, perfect for a fun night out.

Butch's Dry Dock

Butch’s Dry Dock in Downtown Holland has been known for celebrating the marriage of food and drinks. With locally-sourced ingredients and an extensive wine list, Butch’s offers a refined dining experience.

Book Your Romantic Getaway with Upscale Lakeshore

Our homes have been carefully designed with our guests in mind, making them the perfect place for you and your partner to escape for a weekend filled with connection and romance. You are sure to feel right at home with your loved one. Check out our available propertie s now for an unforgettable romantic getaway!