Best Weekend Winery Getaways Around the GTA

Escape to wine country for a weekend getaway!

You don’t have to travel far for the perfect weekend getaway to wine country. With over 17,000 acres of vineyards, you can find unique wine tours, tastings, and experiences right in Ontario, and what better time to enjoy Ontario’s wine country than Summer?
Escape to wine country this summer for a romantic getaway with your partner, a fun weekend with friends, or just head out alone for some much deserved rest and relaxation. After a weekend spent soaking in the sunshine while sipping on VQA wines and signature ice wines in one of Ontario’s picturesque wine regions, you’ll feel rejuvenated. A weekend winery getaway is about more than just discovering good wine, it’s also about eating good food, taking in beautiful views, and enjoying the activities and attractions in the region. Start planning the perfect weekend winery getaway to one of these spots around the GTA!

Riverbend Inn & Vineyard

6104 Niagara Pkwy, Niagara-on-the-Lake, ON

Riverbend Inn & Vineyard is only minutes from the old town of Niagara-on-the-Lake and is surrounded by 17 acres of vineyards, manicured lawns, and gardens. This intimate Georgian mansion is the picture of luxury and comfort. Each of its elegant rooms comes equipped with luxury amenities like bathrobes and a fireplace. Riverbend Inn & Vineyard offers hotel and dining packages, as well as customizable itineraries. The vineyard consists of blocks of Chardonnay, Cabernet Sauvignon, Merlot, Sauvignon Blanc and Vidal where you can enjoy tastings, tours, or seminars. Don’t forget to dine at the onsite restaurant, The Oaklands, which features a seasonal menu by Chef Ross Midgley.

Vineland Estates Winery

3620 Moyer Rd, Vineland, ON

Enjoy the tranquillity of the Niagara countryside at Vineland Estates Winery where you can choose between two accommodations: Bed and Breakfast Cottage or Estate Guest House. Vineland Estates Winery offers a variety of unique tasting and tour experiences. Love Cabernet Franc? Check out their Flair for Franc experience, which includes a  walk through the vineyards, as well as history and tastings that are all Franc inspired. Afterwards, you can head to their restaurant in a renovated 1845 farmhouse for dishes featuring ingredients from local purveyors prepared by an internationally trained team of chefs. The restaurant at Vineland Estates Winery is one of Niagara's first winery restaurants.

Inn on the Twenty

3845 Main St, Jordan Station, ON

Inn on the Twenty is a boutique inn in Jordan with an on-site spa, restaurant, and 5 event spaces. The century-old building surrounded by Niagara wine country offers quaint comfort. For a rustic experience, stay in one of their simple, cozy, and uniquely decorated suites. Or if you want to indulge, they also have suites with floor-to-ceiling windows, private garden access, second-floor loft bedrooms, and wet bars. Get pampered at the full-service spa offering a list of rejuvenating treatments, including massages, facials, manis & pedis, and body wraps and scrubs. The Inn on the Twenty’s restaurant menu features farm-to-table flavours with handpicked wine pairings. There are also numerous vineyards nearby for you to explore, including Cave Spring Cellars, Creekside Estate Winery, Foreign Affair Winery, Sue-Ann Staff Estate Winery, and Cave Spring Vineyard.

White Oaks Resort & Spa

253 Taylor Rd, Niagara-on-the-Lake, ON 

Located on 13 acres in the heart of the Niagara area attractions, White Oaks Resort & Spa offers boutique accommodations in Niagara’s Wine Country. White Oaks Resort & Spa is Ontario's first Canada Select Five Star (and CAA Four Diamond) Resort and it doesn’t disappoint. Along with modern and refined suites, the resort also has outstanding amenities. Take The Club, for example! The Club is their fitness facility staffed by fitness experts and racquet professionals offering racquet sports, cardio and strength training, personal training, yoga, pilates, swimming, and more. For some TLC, you can head to The Spa and treat yourself to one of their blissful treatments and therapies. At White Oaks Resort Spa, you have three dining options, including Play Bar + Grill, Grow Kitchen & Cafe, and the award winning LIV Restaurant. The White Oaks wine tours include visits to at least 3 wineries for tastings. 

Huff Estates Inn & Winery

2274 Prince Edward County Rd 1, Bloomfield, ON

Huff Estates Inn & Winery is a modern, state-of-the-art facility producing high quality wines. All guests who stay at their elegant accommodations are treated to a complimentary tasting. Nearby the accommodations, you’ll also find an art gallery and sculpture garden. Huff Estates Inn & Winery offers custom packages for everything from spa treatments to escorted wine tours. In the summers, you can enjoy live music every Sunday from 1-4 pm at their indoor/outdoor seating area while eating authentic Italian wood fired pizza.

The Picton Harbour Inn

33 Bridge St, Picton, ON

The Picton Harbour Inn is a locally owned and operated inn offering comfortable guest rooms along the waterfront in Picton. Floating docks and boat slips, with hydro and shower access, are available for guests. The Picton Harbour Inn’s family-style restaurant, LightHouse Restaurant, was voted County Weekly News Readers’ Choice Favourite Breakfast for several consecutive years. Guests of The Picton Harbour Inn can enjoy discounted wine tour pricing with Sandbanks Vacations and Tours with pick-up and drop-off at The Picton Harbour Inn, making it the perfect spot to explore Prince Edward County’s wine region.

Vineyard Loft at the Three Dog Winery

1920 Fish Lake Rd, Picton, ON

Enjoy premium wines in a relaxed atmosphere at Three Dog Winery’s Vineyard Loft. The studio loft apartment on the grounds comes with a full kitchen and BBQ, access to a private patio, and vineyard views. The Vineyard sits on 10 acres and features Pinot Noir, Pinot Gris, Cabernet Franc, and Baco Noir. Every weekend, you can enjoy live music with a bottle of wine and wood fired pizza.

Waupoos Estates Winery

3016 County Rd 8, Picton, ON

This 100-acre waterfront property was Prince Edward County’s first winery. Today, Waupoos features 20 acres of established vineyards growing 18 different varieties. You can stay at Waupoos Estates Winery in The Farmhouse, a beautifully restored century home with views of Prince Edward Bay and the vineyards. You have the choice of renting individual rooms, the upper floor, or the whole house. For panoramic views of Lake Ontario, head to The Restaurant, the winery’s gazebo-style restaurant. The Restaurant’s menu spotlights sustainable, fresh ingredients grown on property for a farm-to-table experience. If you’re a fan of cider, you'll be happy to know that Waupoos Estates Winery also shares the property with their sister company Clafeld Cider House, which offers a variety of award-winning hard apple ciders.

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