A marina with several boats docked, including one named 'INARA'.

Search Winery Hotels in Oakville

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Oakville Winery Hotels

Our top choices for Oakville hotels with winery

1. Holiday Inn Oakville Centre by IHG

Holiday Inn Oakville Centre by IHG
3.0 star property
Oakville
8.6 out of 10, Excellent, (1,005 reviews)
"We love coming to this hotel because of the convenient location, friendly and helpful staff, and great amenities, like the pool and restaurant on site. We have recommended to many other people and will continue to stay here!"
Canada
Laurie
The price is £94
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Oakville Centre by IHG

2. Monte Carlo Inn Oakville Suites

Monte Carlo Inn Oakville Suites
3.0 star property
Oakville
8.0 out of 10, Very good, (2,286 reviews)
"Clean room, friendly staff, nice breakfast, lots of parking space and great location."
Canada
Robert
The price is £64
includes taxes & fees
6 Dec - 7 Dec
Monte Carlo Inn Oakville Suites

3. Sandman Hotel Oakville

Sandman Hotel Oakville
3.5 star property
Oakville
8.8 out of 10, Excellent, (2,642 reviews)
"Enjoyed our stay"
Canada
James
The price is £83
includes taxes & fees
15 Nov - 16 Nov
Sandman Hotel Oakville

4. Holiday Inn Hotel & Suites Oakville @ Bronte by IHG

Holiday Inn Hotel & Suites Oakville @ Bronte by IHG
3.0 star property
Oakville
8.8 out of 10, Excellent, (1,002 reviews)
"Clean, friendly good breakfast"
Canada
Darla
The price is £76
includes taxes & fees
13 Nov - 14 Nov
Holiday Inn Hotel & Suites Oakville @ Bronte by IHG

5. Hilton Garden Inn Toronto/Oakville

Hilton Garden Inn Toronto/Oakville
3.0 star property
Clearview
8.8 out of 10, Excellent, (1,007 reviews)
"Great staff and good breakfast"
Canada
Nicole
The price is £96
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Toronto/Oakville

6. Quality Inn and Suites Oakville-Mississauga

Quality Inn and Suites Oakville-Mississauga
2.5 star property
Clearview
8.4 out of 10, Very good, (1,002 reviews)
"Truly enjoyed our stay, we were there for two nights, it was well situated, room was very clean and breakfast was actually pretty good."
Canada
Michele
The price is £65
includes taxes & fees
15 Nov - 16 Nov
Quality Inn and Suites Oakville-Mississauga

7. Four Points By Sheraton Oakville

Four Points By Sheraton Oakville
3.0 star property
Clearview
8.8 out of 10, Excellent, (160 reviews)
"Staff was very friendly, the breakfast was good, the room was very clean"
Canada
Deniz
The price is £84
includes taxes & fees
15 Nov - 16 Nov
Four Points By Sheraton Oakville

8. TownePlace Suites by Marriott Toronto Oakville

TownePlace Suites by Marriott Toronto Oakville
3.0 star property
Oakville
9.0 out of 10, Wonderful, (373 reviews)
"Very good hotel and well maintained, friendly staff as well"
United States
Edson
The price is £99
includes taxes & fees
15 Nov - 16 Nov
TownePlace Suites by Marriott Toronto Oakville

9. Fairfield Inn by Marriott Toronto Oakville

Fairfield Inn by Marriott Toronto Oakville
3.0 star property
Clearview
8.4 out of 10, Very good, (1,007 reviews)
"Hotel was very clean and the breakfast was wonderful. Staff was also very friendly and accommodating."
United States
Jacqueline
The price is £79
includes taxes & fees
6 Dec - 7 Dec
Fairfield Inn by Marriott Toronto Oakville

10. Staybridge Suites Oakville by IHG

Staybridge Suites Oakville by IHG
3.0 star property
Oakville
8.6 out of 10, Excellent, (1,024 reviews)
"In spite of renovations, the room was great and the staff exceptional."
Canada
Thomas
The price is £107
includes taxes & fees
22 Nov - 23 Nov
Staybridge Suites Oakville by IHG

11. Homewood Suites by Hilton Toronto Oakville

Homewood Suites by Hilton Toronto Oakville
3.0 star property
Oakville
9.2 out of 10, Wonderful, (739 reviews)
"Great stay…been here a few times now!"
Canada
Tara
The price is £148
includes taxes & fees
13 Nov - 14 Nov
Homewood Suites by Hilton Toronto Oakville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Oakville Hotel Reviews

Frequently asked questions

What winery activities should we do in Oakville, Ontario, Canada?
For an exceptional wine experience in and around Oakville, Ontario, you'll find a delightful array of activities suiting discerning tastes. The region is renowned for its diverse offerings, from intimate tastings to immersive tours and gourmet food pairings.

Couples seeking a romantic outing will adore the private seated tastings often offered at esteemed wineries like Gargiulo Vineyards. Imagine savouring exquisite wines with guided pours in a tranquil setting, perhaps followed by a delicious food-and-wine pairing, such as artisanal cheeses or fine chocolates. Many wineries also boast charming patios and terrace service, great for a leisurely lunch amidst picturesque vineyard views, creating truly memorable moments together.

For those keen to delve deeper into the winemaking process, educational tours and tastings are a fantastic choice. These experiences allow you to learn about the journey from grape to glass while sampling the region's finest vintages. If you're looking for a more social and creative twist, keep an eye out for wine-and-art or wine-and-paint events, which regularly feature in local Oakville event listings and offer a fun, interactive way to enjoy the local wine scene.

Should you wish for a broader exploration, consider booking a guided wine tour into the renowned Niagara wine country. Many tour operators offer convenient pick-up options directly from Oakville, providing a seamless and luxurious way to visit multiple exquisite wineries in a single, well-organised trip.
Can I cancel my winery hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right winery hotel in Oakville for you.
How can I save on a winery hotel in Oakville with Expedia?
Find Oakville hotel deals by joining One Key™, Expedia's free travel rewards programme. As a member, you can unlock instant savings with Member Prices and member perks when you're logged in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
How much does a winery hotel in Oakville cost?
Enjoy staying in a winery hotel in Oakville, with plenty of hotels from £67 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.
Is it cheaper to book flights and a winery hotel in Oakville as a package deal?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

Explore a world of travel with Expedia