Oakville Vacations from $447

Oakville, known for its family-friendly attractions and urban appeal, offers several types of vacation packages:

• Budget: For travelers seeking value, properties like Quality Inn and Suites Oakville-Mississauga, rated 8 out of 10 by travelers, provide essential amenities such as free breakfast and free WiFi.
• Pet-friendly: Bring your furry companions along with a stay at TownePlace Suites by Marriott Toronto Oakville, rated 8.9 out of 10 by travelers, which offers pet-friendly accommodations, family rooms, an indoor pool, and a kitchen — travelers often like the rooms and location.
• Breakfast: Many Oakville vacation packages include hotels that offer complimentary breakfast, such as Hilton Garden Inn Toronto/Oakville, rated 8.4 out of 10 by travelers, which also features a hot tub and indoor pool; travelers frequently praise the amazing breakfast and fantastic staff.
• Family: Family-focused packages often feature hotels with amenities like family rooms and indoor pools. Holiday Inn Oakville Centre by IHG, rated 8.1 out of 10 by travelers, is a great choice, also offering a restaurant on-site — travelers often highlight the amazing staff and rooms overlooking the pool.

An Oakville vacation package typically costs around $850 per adult for a weekend trip. Lower-priced bookings start from around $600 per adult, while other packages can reach up to $1,800.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The cheapest Oakville vacation package deals can be as low as around $560 per adult for weekend trips. Separately, June typically has the lowest average monthly price, around $850 per adult, for a 4-day trip, while October follows closely at around $1,000, for a 3-day trip. Bundling flights and hotel together also typically saves money — most Oakville packages include some savings versus booking separately, typically around $35 per adult. Longer, week-long trips can save even more, often around $75 per adult. Browse cheap vacation packages in Oakville on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The best time to go for an Oakville vacation package is typically from July to August, which are the peak booking months and offer the busiest atmosphere. September also sees high demand, making the late summer and early fall a popular period for visitors.For travelers seeking a potentially more affordable Oakville vacation, October can be a good option, as package prices tend to be lower compared to the peak summer months, while still offering pleasant conditions for exploring the city.

An Oakville vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels here offer convenient amenities like free breakfast, and some also provide airport shuttle service to and from Toronto Pearson International Airport (YYZ).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

For families, an Oakville vacation package built around a stay at TownePlace Suites by Marriott Toronto Oakville is a strong choice. Rated 8.9 out of 10 by travelers, this hotel offers family rooms, an indoor pool, and a kitchen, making it ideal for longer stays — travelers often like the rooms and appreciate the great breakfast. Nightly rates here are around $200.Couples might prefer a package with a stay at Hilton Garden Inn Toronto/Oakville, rated 8.4 out of 10 by travelers. This hotel features a hot tub, indoor pool, and a bar/lounge, providing a relaxing atmosphere, and travelers frequently praise the amazing breakfast and fantastic staff. Nightly rates are around $210.For best value, consider a package with Quality Inn and Suites Oakville-Mississauga. This hotel, rated 8 out of 10 by travelers, offers free breakfast and free WiFi, with nightly rates around $130.*Package availability and prices may change depending on dates and demand.

Oakville is primarily a central urban destination, well-suited for cultural and family-friendly trips. The town offers a vibrant arts scene, with venues like the Oakville Centre for the Performing Arts hosting local and international artists. Downtown Oakville provides a charming small-town feel with specialty stores and eateries, while historic sites such as the Erchless Estate offer a glimpse into the town's past.Travelers on an Oakville vacation package can explore these cultural attractions and enjoy various community events throughout the year, making it an ideal choice for those seeking urban exploration and local experiences.

Oakville is a strong choice for family vacation packages, being primarily known for its family-friendly attractions. Some of the bookings for Oakville are family trips, and many hotels cater to families with useful amenities.Family-friendly hotels like TownePlace Suites by Marriott Toronto Oakville, rated 8.9 out of 10, offer family rooms, indoor pools, kitchens, kitchenettes, and free breakfast, with travelers often praising the great breakfast and attentive staff. For activities, families can visit iFLY Toronto Oakville, about 2 miles from central Oakville, or explore Bronte Creek Provincial Park, about 9 miles away, which features a large pool and historic farm. Canada's Wonderland, a major theme park, is also about 18 miles from central Oakville, making it a popular day trip option.

Book your Oakville vacation package around 3 weeks before you travel. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 7 weeks out.June, July, and August are the most popular months for Oakville packages, so booking earlier is advisable if you're traveling during these times.

An Oakville vacation offers a variety of attractions, from indoor adventures to outdoor recreation and shopping:Browse and book things to do in Oakville on Expedia.

Most Oakville vacation packages last around 4 days, which is a good amount of time to explore the city's main attractions. About half of travelers choose weekend trips, while nearly a third opt for week-long trips.This duration allows you to experience highlights like indoor skydiving at iFLY Toronto Oakville, a round of golf at Glen Abbey Golf Course, or shopping at Square One Shopping Centre. Some travelers also choose two-week trips, providing ample time for a more in-depth Oakville vacation and exploring nearby regions.

Oakville is a strong choice for a weekend vacation package, with about half of all travelers opting for weekend trips. This duration is perfect for a focused visit, allowing you to explore key attractions and enjoy the local atmosphere.During a weekend Oakville vacation, you could experience indoor skydiving at iFLY Toronto Oakville, play a round at the renowned Glen Abbey Golf Course, or browse the shops and eateries in charming Downtown Oakville. A weekend trip provides a refreshing getaway without requiring an extended stay.

For an Oakville vacation package, a rental car offers the most flexibility, especially for exploring attractions outside the immediate downtown core. While walking is convenient in areas like Downtown Oakville and Bronte, and Oakville Transit operates bus routes throughout the city, many points of interest are spread out.For example, Square One Shopping Centre is about 6 miles from central Oakville, Bronte Creek Provincial Park is about 9 miles away, and Canada's Wonderland is about 18 miles from the center. Public transit is available, including transfers to other municipal systems in the Greater Toronto and Hamilton Area, but a car makes it easier to reach these diverse attractions at your own pace.

Oakville vacation package hotels are generally well-located, with many properties offering convenient access to central areas and attractions. For instance, Four Points By Sheraton Oakville and Hilton Garden Inn Toronto/Oakville are both about 3 miles from central Oakville.Other options like TownePlace Suites by Marriott Toronto Oakville are about 5 miles from the center, while Sandman Hotel Oakville is about 6 miles away. These hotels are often situated in distinct neighborhoods such as Glen Abbey or Bronte, providing different local experiences depending on your preference.

Oakville vacation package hotels can offer convenient access to restaurants and shops, especially in areas like Downtown Oakville and Bronte, which are noted for their walkability. While many hotels are a short drive from central areas, some are situated where amenities are easily accessible on foot.For example, Holiday Inn Hotel & Suites Oakville @ Bronte by IHG, rated 8.6 out of 10, is about a 5-minute walk from Bronte Creek Provincial Park, placing it within the walkable Bronte area. Similarly, Courtyard by Marriott Burlington, rated 9.1 out of 10, and Homewood Suites by Hilton Burlington, rated 8.3 out of 10, are also about a 5-minute walk from the park, offering proximity to local dining and retail options within that neighborhood.