Best Ontario Winter Weekend Getaways

Hot spring pool at Millcroft Inn & Spa in Caledon, Ontario.

If you dream of strolling through idyllic, snow-covered villages, you don’t need to look far to find your perfect Ontario winter escape: come visit us at Vintage Hotels! We offer several luxurious locations and revitalizing winter activities to enjoy right in the heart of the Niagara region. Looking for a quieter atmosphere? Visit us in the quaint village of Alton at Millcroft Inn & Spa, where luxury accommodations meet countryside elegance.  

Victorian Village in Niagara-on-the-Lake.

Victorian Village of Niagara-on-the-Lake

Explore the beauty of Victorian Village, where you can experience the winter wonderland of your dreams. Just a short drive away is the Niagara Falls, which is a sight to behold in any season, but during the winter months, the Falls’ beauty is only accentuated by incredible holiday lights. Sip on your favourite latte and witness the splendour of winter all around you as this spectacular world wonder transforms before your eyes with all the colours of the rainbow.

Ice rink at the Pillar and Post hotel in Niagara-on-the-Lake.

Skating in a Winter Wonderland

The Gardens opens a beautiful, spacious  skating rink each winter at  Pillar and Post. With its lovely low lights in the evenings, it’s the perfect place to enjoy romantic winter skating after dark with that special someone. Alternatively, bring the kids for an afternoon of good food and family-friendly fun!

The Outpost, our incredible all-season café, provides classic snack bar options along with seasonal favourites that the whole family will enjoy. Kids will love sipping on our classic hot chocolate or non-alcoholic apple spritzers, while the adults can indulge in tasty craft cocktails and fine local wines. Our gourmet sandwiches, grilled to perfection, are a treat that everyone can appreciate on those cold winter days.

Icewine samplers offered during the winter.

Celebrate Icewine Season in Style

Winter in Niagara is icewine season, and as Ontario’s destination for fantastic, local VQA wines, there are many wineries where you can sample from the ice wine harvest and savour regional favourites. Book your stay with Ice Wine Lover’s Getaway Package, where you’ll enjoy a delectable charcuterie plate for two and a specialty icewine martini along with your cozy accommodations at one of our three Niagara-on-the-Lake properties.

For wine tasting, visit Sue Ann Staff Estate Winery for a deluxe indoor wine flight where you’ll enjoy five wines in Sue Ann’s Icewine Room, or head on down to The Hare Wine Co, where they serve up fabulous premium icewines each season.

Icewine being sampled at the Niagara-on-the-Lake Icewine Festival.

Visit the Niagara-on-the-Lake Icewine Festival

Indulge in a weekend of delights at the Niagara-on-the-Lake Icewine Festival, a beloved local tradition that promises to be a sensory extravaganza. Local vineyards will showcase and sample a diverse array of Icewines so you can discover what you like best. Treat your taste buds to delectable culinary pairings, complemented by the backdrop of live music, captivating ice sculptures, and more.

A couple drinking champagne in The Gardens during the Sip & Savour event.

Attend the Winter Sip & Savour Event in The Gardens

Escape to The Gardens at Pillar and Post to sample wines, beers, whiskies, and gourmet bites at the winter Sip & Savour event. As you make your way through The Gardens, enjoy culinary delights paired with the finest beverages. Cozy up by the warming fire pits scattered throughout the venue, creating a welcoming atmosphere for all. Don’t miss out on the chance to glide on the ice with your skates for an extra touch of seasonal magic!

Join us from February 23-24 and sample the best from the Niagara region.

A couple enjoying their luxury spa experience at Millcroft Inn & Spa.

Relax and Rejuvenate with a Luxury Spa Experience

Retreat to wine country at Millcroft Inn & Spa and learn why our spa facility is world-class when it comes to relaxation. Choose from signature treatments like our Indian Head Massage or our Fire & Ice Deluxe Manicure and Pedicure. If you’re craving a sample of a little of everything we have to offer, try our Head-to-Toe Reviver, where you’ll be treated to full-body exfoliation, pressure point therapy, and relaxing scalp massage. Enjoy an invigorating afternoon of hiking or cross-country skiing. Then cap off your visit with a dip in our famous Hot Spring Pools to warm up after a long day of exciting winter activities.

A beef dish served at Headwaters Restaurant in Caledon.

Your Destination for Fine Dining

Reserve your table at one of our award-winning hotel restaurants and savour the flavour—you won’t be disappointed! We tailor our five-star menus by season while keeping the classics, so you’ll always enjoy seasonal, farm-fresh ingredients and locally produced wines.

For a true winter escape stay and dine with us to treat that special someone to a date night they’ll never forget.

A couple hiking in Caledon, Ontario.

Winter Hiking

Escape the demands of the week and enjoy hiking the trails surrounding Millcroft Inn & Spa. Whether you’re an avid hiker or just seeking a serene escape, the expansive grounds invite you to explore lush trails surrounded by towering trees and babbling brooks. As you wander through the pristine landscapes, the invigorating scent of the forest and the soothing sounds of nature will rejuvenate your mind and spirit.

Plan Your Winter Escape with Vintage Hotels

With so much to do and see, planning the perfect winter getaway is easy with Vintage Hotels! Designed with luxury and glamour in mind, our vintage guestrooms, combined with the multitude of amazing activities and sightseeing available, make for a trip you’ll remember forever. Contact us to learn more about our winter packages and book your dream getaway today. 

Book NowFind a Hotel