What are the must-see sights for first-time visitors on a day trip to Oakville?

For a day trip to Oakville, you'll want to check out the Oakville Harbour. Take a stroll along the waterfront, browse the shops, and grab a bite to eat at one of the many restaurants. You can also visit the Oakville Museum, which tells the story of the town's history. If you're looking for something a little different, head over to the Bronte Creek Provincial Park, where you can explore the trails and learn about the local flora and fauna.

What are the best bed and breakfasts in Oakville?

Among the B&Bs in Oakville, Awesome Private Room 2 , Comfy Private R1 Ensuite Bath Downtown Mississauga and 201 Large Private Bedroom On Second Floor are the most popular ones.

In which districts of Oakville should you consider booking a bed and breakfast?

The best districts for bed and breakfasts in Oakville are Old Oakville and the area around the Oakville Harbour. These areas are close to the town's main attractions and offer a charming and historic atmosphere. You'll find a good selection of bed and breakfasts in these areas, ranging from cozy and intimate to luxurious and spacious.

What are the best bed and breakfasts with a pool in Oakville?

Private Room "Clean And Disinfected Space" , Luxurious 2 Bdr Suite Near Sq1 - Utm - Parking/pool and Le Boutique Great Toronto are the best B&Bs with a pool in Oakville.

What is the typical weather in Oakville, and how does it affect outdoor plans?

Oakville has a humid continental climate, with hot and humid summers and cold and snowy winters. The best time to visit for outdoor activities is during the spring and fall when the weather is mild. During the summer, you can enjoy swimming, boating, and hiking, while in the fall, you can enjoy the beautiful foliage. During the winter, you can go skiing, snowboarding, and ice skating.

What are the best bed and breakfasts with a jacuzzi in Oakville?

The best B&Bs with a jacuzzi in Oakville are Private Room - Private Bathroom & Free Parking $65 , The French Rose Room and Comfortable Queen Bedroom | Bright & Inviting Home .

What dining options are recommended for solo travelers staying at bed and breakfasts in Oakville?

For solo travelers staying at bed and breakfasts in Oakville, I recommend checking out some of the local cafes and bistros. You'll find plenty of options in the Old Oakville area, like the Oakville Coffee Company or The Queen's Plate. These places offer a cozy and welcoming atmosphere and are perfect for enjoying a quiet meal or a cup of coffee.

What are the best bed and breakfasts for families and kids in Oakville?

The best B&Bs for families and kids in Oakville are Ga Stay , Private Room "Clean And Disinfected Space" and Greater Toronto B&b- Your Oasis Away .

What are the best cultural activities and events in and around Oakville?

Oakville has a vibrant arts and culture scene. You can catch a show at the Oakville Centre for the Performing Arts or visit the Oakville Galleries. The town also hosts a number of festivals and events throughout the year, including the Oakville Jazz Festival and the Oakville Fall Fair. You can also check out the Oakville Public Library for a variety of events and programs.

What are the best pet friendly bed and breakfasts in Oakville?

The best pet friendly B&Bs in Oakville are Private Sun Filled Suite , Nice - Modern Room In A Friendly Home and Private Room "Clean And Disinfected Space" .

Which hiking trails are recommended for exploring in and around Oakville?

For hiking in Oakville, you can check out the trails at Bronte Creek Provincial Park. You can choose from a variety of trails, ranging from easy to challenging. The park also offers a variety of other activities, such as camping, fishing, and canoeing. Another option is the Sixteen Mile Creek Trail, which runs along the creek and offers scenic views of the surrounding area.

What are the best bed and breakfasts with parking in Oakville?

Awesome Private Room 2 , Bronte Village Near The Lake and Quiet And Comfortable Homestay are the best B&Bs with parking in Oakville.

What amenities are commonly offered in bed and breakfasts in Oakville?

Bed and breakfasts in Oakville typically offer a range of amenities, including a complimentary breakfast, free Wi-Fi, and parking. Some bed and breakfasts also offer additional amenities, such as a fireplace, a hot tub, or a swimming pool. When you're booking, be sure to check the amenities offered by each bed and breakfast to find one that meets your needs.

Oakville B&B, Guest Houses and Inns

9.9 36 reviews

Family-friendly, Cozy, Elegant

B&B, Hamilton

This Burlington guesthouse is situated in the Tansley Woods neighborhood, a short drive from downtown Burlington, the Burlington lakefront, and the GO station, offering easy access to Toronto and Niagara Falls within a 40-45 minute drive.
The one-bedroom, two-bathroom guest house features a spacious living area with a smart TV and fireplace, a queen bed, on-site parking, and proximity to the Tansley Woods Community Centre and pickleball court.

No reviews

Luxury Executive Studio

B&B, Toronto

B&B listing. You will be located in Toronto.
Facilities and services: a child space, an iron and a kitchen. This accommodation also has air conditioning!

8.5 78 reviews

The Refined Oak - Cozy Lower Retreat

B&B, Milton

This charming bed and breakfast is situated in Oakville, just a short drive from Mississauga Convention Center and BMO Field, making it a convenient base for exploring the area. Guests consistently rate this lodging highly for its cleanliness, location, and overall experience.
This cozy inn features a private basement bedroom with its own bathroom, perfect for couples or solo travelers. Amenities include a shared kitchen, free parking, and Wi-Fi, ensuring a comfortable and convenient stay.

9.2 15 reviews

Stylish Oakville Studio | Work Desk +Free Parking

B&B, Milton

This Oakville studio, a short drive (distance unspecified) from Milton, Ontario, offers convenient access to Milton's attractions.
The modern unit features a fully equipped kitchenette, high-speed Wi-Fi, a Smart TV, on-site parking, and accommodates two guests comfortably.

9.6 19 reviews

Family Friendly Self-contained Spacious Suite

B&B, Toronto

This Glen Abbey, Oakville basement apartment rental is conveniently located minutes from major highways, a short drive to downtown Oakville, and approximately 40 minutes from Niagara Falls, offering easy access to Toronto attractions.
This spacious unit sleeps 4-5 guests comfortably with a queen bed, single bed, sofa bed, full kitchen (refrigerator, stove, microwave, toaster, kettle), washer/dryer, and is near parks, walking trails, and recreational facilities including pickleball, tennis, and basketball courts.

9.6 156 reviews

New Studio Unit With Full Kitchen In Oakville

B&B, Milton

This studio apartment is located on the border of Oakville and Mississauga, just 30 minutes from Toronto and 60 minutes from Niagara Falls, making it a convenient base for exploring the region. The accommodation has earned excellent ratings for location, cleanliness, and overall user experience.
The ground-level studio apartment offers a private entrance and can comfortably accommodate up to three guests. It comes equipped with modern amenities including a fully equipped kitchen, washer and dryer, a big screen smart TV, and internet access.

No reviews

Modern 2br/2ba Oakville Apartment With Flex Space

B&B, Milton

This private suite is located in North Oakville, a short drive from Milton, offering convenient access to local attractions.
This newly finished two-bedroom, two-bathroom B&B accommodates up to four guests, featuring a full kitchen, two living areas, on-site fitness equipment, and complimentary high-speed Wi-Fi.

9.0 244 reviews

Ga Stay

B&B, Toronto

GA STAY is a charming bed and breakfast located in Oakville, a peaceful town just outside of Toronto, offering easy access to the city's attractions, including the CN Tower and Scotiabank Arena. This highly-rated accommodation boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The bed and breakfast features a spacious 1000 square foot layout, perfect for families or groups. Guests can enjoy amenities like free parking, free Wi-Fi, a peaceful garden, family rooms, air conditioning, and private bathrooms, making this a convenient and comfortable choice for your Toronto getaway.

8.1 151 reviews

Quiet And Comfortable Homestay

B&B, Toronto

Quiet and Comfortable Homestay is located 18 miles from the Mississauga Convention Center and 22 miles from both BMO Field and Budweiser Stage, making it a convenient base for exploring Toronto and its surrounding areas. The property consistently receives high marks for cleanliness, location, and overall guest satisfaction.
The homestay offers a comfortable and relaxing atmosphere with a shared lounge area and a private garden for guests to enjoy. Amenities include free Wi-Fi, parking, and a kitchenette in some units, along with air conditioning and a terrace for outdoor relaxation.

9.8 50 reviews

Debonair Home Near Downtown Oakville

B&B, Toronto

This fully renovated two-bedroom basement apartment is located in South Oakville, Ontario, a short distance from Kerr Street Village, Forster Park, and downtown Oakville.
This Oakville rental offers a private entrance, sleeps four guests, includes a full kitchen with dishwasher, and features a shared backyard and smart home technology, including a Nest Mini and Nest Protect smoke/carbon monoxide detector.

9.0 2 reviews

Modern Basement Apartment With Separate Entrance

B&B, Toronto

This Bed and Breakfast is located in a quiet Oakville neighborhood, a short walk from Oakville Trafalgar Hospital and near essential amenities and transit.
This 1-bedroom, 1-bathroom guesthouse accommodates up to 4 guests and features a private entrance, living area with a sofa bed, dedicated workspace, full kitchen, and on-site laundry, with Freschco, Shoppers Drug Mart, and various eateries nearby.

10 12 reviews

Large 2bdrm Bsmt Apt, Furnished, Laundry, Kitchen

B&B, Toronto

This basement apartment is located in the Clearview neighborhood of Oakville, a 30-minute drive from downtown Toronto and a 22-minute drive from Pearson International Airport. This two-bedroom, one-bathroom apartment comfortably sleeps four guests and offers a fully equipped kitchen, private laundry, a landscaped backyard with a gas BBQ grill, and a separate entrance for privacy.

Top-Rated Bed and Breakfasts near the City Center in Oakville

Wake up steps from popular downtown attractions by choosing central bed and breakfasts in Oakville, providing excellent, hassle-free city-center convenience.

9.9 67 reviews

Spacious 2 Bedroom Walkout Basement Suite

B&B, Toronto

This spacious two-bedroom basement suite (1400 square feet) is located in a suburban area of Toronto, offering easy access to major roads for exploring the city, though specific distances to landmarks like the CN Tower or the Rogers Centre remain unspecified.
The fully-equipped apartment, sleeping up to six guests, features a private fenced backyard, ample parking including EV charging, and a full kitchen with laundry facilities.

9.9 227 reviews

Private Sun Filled Suite

B&B, Toronto

This Toronto bed and breakfast is located in a residential neighborhood, close to shopping, transit, and restaurants. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The suite features an open concept layout with a spacious kitchen, living room, and bedroom, comfortably accommodating two guests. Amenities include a private fenced yard, a brick fireplace, large windows, a microwave, a refrigerator, a freezer, air conditioning, and parking.

9.7 19 reviews

Modern Retro Oak Guest Suite

B&B, Toronto

This Oakville guest suite, a short 40-minute train ride from Toronto via GO Transit, is conveniently located near Oakville Place mall, offering easy access to shopping, dining, and highways.
The private suite features a full kitchen, bathroom, queen bed, sofa bed (sleeping up to four guests), in-suite laundry, and motorized blinds; optional pool access is available for an additional fee.

9.3 19 reviews

Luxury 2br Suite | Private Entry |Oakville+parking

B&B, Toronto

This private 2-bedroom luxury suite is located in a quiet, upscale Oakville neighborhood, offering easy access to highways, shopping, and dining, approximately 18 miles southwest of Toronto.
This self-contained guesthouse accommodates up to 5 guests and features a spa-style bathroom, a full kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, free Wi-Fi, and on-site parking.

Best Oakville bed and breakfasts with air conditioning

9.9 107 reviews

Yvonne's Retreat: Beautiful Private Basement Oasis

B&B, Toronto

This Oakville B&B is located in the safe and quiet West Oak Trails neighborhood, a short drive from Toronto and close to essential amenities. It has excellent user, location, and cleanliness ratings.
The private entrance with keypad lock leads to a separate one-bedroom apartment with a queen bed, a pull-out couch for children, and a private bathroom. The small kitchenette and mini-library are perfect for preparing simple meals and relaxing with a book. The dedicated parking spot and proximity to amenities add to the convenience.

10 10 reviews

Budget 2 Bedroom Basement In Oakville

B&B, Toronto

This Oakwood Airbnb basement apartment in Toronto is a 20-minute walk from Lake Ontario beaches and parks, and a 5-10 minute walk from local restaurants and markets.
This two-bedroom, one-bathroom rental sleeps five guests and features a kitchenette with a microwave, stove, refrigerator, and in-unit laundry; guests also have access to a shared backyard and driveway.

9.7 32 reviews

Spacious 2 Bedroom Apartment - Prime Oakville.

B&B, Milton

This spacious Milton basement apartment, located near Oakville and Burlington (an 11-minute drive), offers easy access to Toronto and Niagara Falls (approximately 45 minutes away).
This two-bedroom, one-bathroom unit sleeps four, features a full kitchen with new appliances, in-unit laundry, air conditioning, parking, and high-speed internet access.

9.6 269 reviews

Bedroom With Queen Bed & Attach Full Bathroom

B&B, Toronto

Cozy Basement Apartment is a family-friendly B&B in Oakville, Ontario, just outside of Toronto. It offers easy access to major Toronto attractions, with Mississauga Convention Center and BMO Field within a 24-mile drive. The B&B has received very good user ratings and excellent location and cleanliness ratings.
This cozy B&B features a shared bathroom, air-conditioned rooms, flat-screen TVs, and free Wi-Fi throughout the property. Guests also have access to a private beach area, a garden, and parking. The surrounding area offers opportunities for skiing, cycling, and fishing.

Frequently Asked Questions about bed and breakfast in Oakville

What are the must-see sights for first-time visitors on a day trip to Oakville?
For a day trip to Oakville, you'll want to check out the Oakville Harbour. Take a stroll along the waterfront, browse the shops, and grab a bite to eat at one of the many restaurants. You can also visit the Oakville Museum, which tells the story of the town's history. If you're looking for something a little different, head over to the Bronte Creek Provincial Park, where you can explore the trails and learn about the local flora and fauna.
What are the best bed and breakfasts in Oakville?
Among the B&Bs in Oakville, Awesome Private Room 2, Comfy Private R1 Ensuite Bath Downtown Mississauga and 201 Large Private Bedroom On Second Floor are the most popular ones.
In which districts of Oakville should you consider booking a bed and breakfast?
The best districts for bed and breakfasts in Oakville are Old Oakville and the area around the Oakville Harbour. These areas are close to the town's main attractions and offer a charming and historic atmosphere. You'll find a good selection of bed and breakfasts in these areas, ranging from cozy and intimate to luxurious and spacious.
What are the best bed and breakfasts with a pool in Oakville?
Private Room "Clean And Disinfected Space", Luxurious 2 Bdr Suite Near Sq1 - Utm - Parking/pool and Le Boutique Great Toronto are the best B&Bs with a pool in Oakville.
What is the typical weather in Oakville, and how does it affect outdoor plans?
Oakville has a humid continental climate, with hot and humid summers and cold and snowy winters. The best time to visit for outdoor activities is during the spring and fall when the weather is mild. During the summer, you can enjoy swimming, boating, and hiking, while in the fall, you can enjoy the beautiful foliage. During the winter, you can go skiing, snowboarding, and ice skating.
What are the best bed and breakfasts with a jacuzzi in Oakville?
The best B&Bs with a jacuzzi in Oakville are Private Room - Private Bathroom & Free Parking $65, The French Rose Room and Comfortable Queen Bedroom | Bright & Inviting Home.
What dining options are recommended for solo travelers staying at bed and breakfasts in Oakville?
For solo travelers staying at bed and breakfasts in Oakville, I recommend checking out some of the local cafes and bistros. You'll find plenty of options in the Old Oakville area, like the Oakville Coffee Company or The Queen's Plate. These places offer a cozy and welcoming atmosphere and are perfect for enjoying a quiet meal or a cup of coffee.
What are the best bed and breakfasts for families and kids in Oakville?
The best B&Bs for families and kids in Oakville are Ga Stay, Private Room "Clean And Disinfected Space" and Greater Toronto B&b- Your Oasis Away.
What are the best cultural activities and events in and around Oakville?
Oakville has a vibrant arts and culture scene. You can catch a show at the Oakville Centre for the Performing Arts or visit the Oakville Galleries. The town also hosts a number of festivals and events throughout the year, including the Oakville Jazz Festival and the Oakville Fall Fair. You can also check out the Oakville Public Library for a variety of events and programs.
What are the best pet friendly bed and breakfasts in Oakville?
The best pet friendly B&Bs in Oakville are Private Sun Filled Suite, Nice - Modern Room In A Friendly Home and Private Room "Clean And Disinfected Space".
Which hiking trails are recommended for exploring in and around Oakville?
For hiking in Oakville, you can check out the trails at Bronte Creek Provincial Park. You can choose from a variety of trails, ranging from easy to challenging. The park also offers a variety of other activities, such as camping, fishing, and canoeing. Another option is the Sixteen Mile Creek Trail, which runs along the creek and offers scenic views of the surrounding area.
What are the best bed and breakfasts with parking in Oakville?
Awesome Private Room 2, Bronte Village Near The Lake and Quiet And Comfortable Homestay are the best B&Bs with parking in Oakville.
What amenities are commonly offered in bed and breakfasts in Oakville?
Bed and breakfasts in Oakville typically offer a range of amenities, including a complimentary breakfast, free Wi-Fi, and parking. Some bed and breakfasts also offer additional amenities, such as a fireplace, a hot tub, or a swimming pool. When you're booking, be sure to check the amenities offered by each bed and breakfast to find one that meets your needs.

Popular destinations

Best Oakville bed and breakfasts with breakfast included

9.7 50 reviews

Spacious & Cozy Basement Suite-free Parking/wi-fi

B&B, Toronto

This Oakville basement apartment, a short drive from Bronte GO Station and a walk from a plaza and grocery store, provides easy access to Toronto via nearby bus routes and Oakville GO Transit.
This two-bedroom, two-bathroom rental sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, free high-speed Wi-Fi, and parking, offering a private entrance and friendly hosts.

Best Oakville bed and breakfasts with a garden

9.8 55 reviews

Modern 2br Suite | Full Kitchen & Parking

B&B, Milton

This Oakville basement apartment, near waterfront parks, golf courses, and the Oakville Town Centre (9 minutes away), offers convenient access to Toronto Pearson Airport and Niagara Falls.
This private, two-bedroom suite sleeps four, features a fully equipped kitchen with a dishwasher, a dedicated workspace, a private backyard with BBQ, free parking, and self check-in.

8.4 22 reviews

Welcoming Homestay With Relaxing Private Room

B&B, Toronto

This Oakville guesthouse, a peaceful retreat 20-27 miles from Toronto attractions like the Rogers Centre and CN Tower, offers convenient access to Mississauga Convention Centre, BMO Field, and Toronto Pearson International Airport.
The 120-square-foot studio features a fully equipped kitchen (fridge, microwave), private terrace, air conditioning, free parking, and accommodates two guests, perfect for a Toronto getaway.

Search B&bs with Free Parking in Oakville

Parking is sorted from the start, as every B&B in Oakville on this list includes free on-site spaces for your stay.

9.8 55 reviews

Modern 2br Suite | Full Kitchen & Parking

B&B, Milton

9.6 19 reviews

Family Friendly Self-contained Spacious Suite

B&B, Toronto

8.4 22 reviews

Welcoming Homestay With Relaxing Private Room

B&B, Toronto

9.7 19 reviews

Modern Retro Oak Guest Suite

B&B, Toronto

Top Pet-Friendly Bed and Breakfasts in Oakville

A quality pet-friendly B&B in Oakville means nearby dog parks and city walks are on your doorstep with no compromise on your comfort.

9.8 50 reviews

Debonair Home Near Downtown Oakville

B&B, Toronto

9.8 55 reviews

Modern 2br Suite | Full Kitchen & Parking

B&B, Milton

9.2 15 reviews

Stylish Oakville Studio | Work Desk +Free Parking

B&B, Milton

9.6 156 reviews

New Studio Unit With Full Kitchen In Oakville

B&B, Milton

Browse Bed and Breakfasts with a Pool in Oakville

A B&B with a pool in Oakville is a brilliant base for a refreshing swim right in the heart of the city.

9.3 19 reviews

Luxury 2br Suite | Private Entry |Oakville+parking

B&B, Toronto

Popular B&bs with a Terrace in Oakville

Step onto your own terrace and take in the city skyline; every B&B in Oakville on this list includes private outdoor space.

9.6 19 reviews

Family Friendly Self-contained Spacious Suite

B&B, Toronto

Choose the Right B&bs with On-Site Dining in Oakville

On-site dining at your B&B in Oakville ensures a relaxing evening. Enjoy local flavors without ever having to leave your accommodations.

10 12 reviews

Large 2bdrm Bsmt Apt, Furnished, Laundry, Kitchen

B&B, Toronto

Search cheap b&b in Oakville from 100+ sites!

72 Bed and Breakfast and Inn in Oakville

Family-friendly, Cozy, Elegant

Luxury Executive Studio

The Refined Oak - Cozy Lower Retreat

Stylish Oakville Studio | Work Desk +Free Parking

Family Friendly Self-contained Spacious Suite

New Studio Unit With Full Kitchen In Oakville

Modern 2br/2ba Oakville Apartment With Flex Space

Ga Stay

Quiet And Comfortable Homestay

Debonair Home Near Downtown Oakville

Modern Basement Apartment With Separate Entrance

Large 2bdrm Bsmt Apt, Furnished, Laundry, Kitchen

Spacious 2 Bedroom Walkout Basement Suite

Private Sun Filled Suite

Modern Retro Oak Guest Suite

Luxury 2br Suite | Private Entry |Oakville+parking

Yvonne's Retreat: Beautiful Private Basement Oasis

Budget 2 Bedroom Basement In Oakville

Spacious 2 Bedroom Apartment - Prime Oakville.

Bedroom With Queen Bed & Attach Full Bathroom

Spacious & Cozy Basement Suite-free Parking/wi-fi

Modern 2br Suite | Full Kitchen & Parking

Welcoming Homestay With Relaxing Private Room

Modern 2br Suite | Full Kitchen & Parking

Family Friendly Self-contained Spacious Suite

Welcoming Homestay With Relaxing Private Room

Modern Retro Oak Guest Suite

Debonair Home Near Downtown Oakville

Modern 2br Suite | Full Kitchen & Parking

Stylish Oakville Studio | Work Desk +Free Parking

New Studio Unit With Full Kitchen In Oakville

Luxury 2br Suite | Private Entry |Oakville+parking

Family Friendly Self-contained Spacious Suite

Large 2bdrm Bsmt Apt, Furnished, Laundry, Kitchen