Downtown Oakville Vacation Packages

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Top Holiday Package Deals in Downtown Oakville

Price found within the past 48 hours. Click for updated prices.
Spectacular Views Apartments

Spectacular Views Apartments

Downtown Toronto
Save 100% on your flight
CA $997
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.8/10 Excellent! (52 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
CA $2,771
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
9.4/10 Exceptional! (816 reviews)
Altitude Suites on Yonge

Altitude Suites on Yonge

Downtown Toronto
Save 100% on your flight
CA $1,292
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
9/10 Wonderful! (84 reviews)
Good

Reviewed on Sep 24, 2026

Altitude Suites Bay Street by Teristo Group

Altitude Suites Bay Street by Teristo Group

Downtown Toronto
Save 100% on your flight
CA $1,661
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
8.6/10 Excellent! (9 reviews)
Old Mill Toronto

Old Mill Toronto

Etobicoke
Save 100% on your flight
CA $1,204
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
9.4/10 Exceptional! (1,174 reviews)
Simple a Gorgeous Hotel with great staff, rooms and location. Easy to access the nearby Business District with charming restaurants, cafes and more…as well as the Light Rail 2 Line that gets you MUCH faster into Downtown and around..Toronto Traffic is REALLLLL…as in REAL BAD! Take Public transit! Lovely setting near a great walk/bike path system along the nearby river too! The History of the original Mill lives! We look forward to our return!

Reviewed on Sep 26, 2026

Where to stay in Downtown Oakville

Find the best Downtown Oakville areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Oakville
A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

5 out of top 10 points of interest in this area

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

Find hotels in Downtown Toronto
A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

1 out of top 10 points of interest in this area

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

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A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

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A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

Find hotels in Scarborough
An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

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Downtown Oakville Hotel Deals

Crowne Plaza Toronto Airport by IHG

Crowne Plaza Toronto Airport by IHG

33 Carlson Court Toronto ON
Fully refundable
CA $165
CA $198 total
Oct 10 - Oct 11
includes taxes & fees
Crowne Plaza Toronto Airport by IHG
Embassy Suites by Hilton Toronto Airport

Embassy Suites by Hilton Toronto Airport

262 Carlingview Dr Toronto ON
CA $188
CA $225 total
Oct 18 - Oct 19
includes taxes & fees
Embassy Suites by Hilton Toronto Airport
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

5400 Dixie Rd Mississauga ON
Fully refundableReserve now, pay when you stay
CA $127
CA $154 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (4,300 reviews)
"The front desk staff was very kind but my room was very unclean and in a state of disrepair. We saw some ants, the TV remote was covered in a brown residue, the TV was in the bedroom was broken (only a few channels came in clear without artifact and sound glitch), and someone else’s fake eyelash ..."

Reviewed on Sep 26, 2026

Sandman Signature Mississauga Hotel
See all 2,080 properties in Downtown 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Family Vacations
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Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular Downtown Oakville attractions

Oakville Museum

8.0/10 (4 reviews)
You can spend an afternoon browsing the exhibits at Oakville Museum in Oakville. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
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Oakville Centre for the Performing Arts

7.8/10 (84 reviews)
Take the family on an outing to Oakville Centre for the Performing Arts during your trip to Oakville. Stroll along the area's lakeside, or simply savor its top-notch restaurants.
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Lakeside Park

Lakeside Park is just one of the places to see in Oakville, so why not enjoy the other things to explore during your travels?
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Knox Presbyterian Church

After visiting Knox Presbyterian Church, make a plan to see the other sights and activities in Oakville.
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Towne Square Gallery

You can spend an afternoon browsing the exhibits at Towne Square Gallery during your travels in Oakville.
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The Thomas House

You can spend an afternoon studying the exhibits at The Thomas House during your trip to Oakville.
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Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

CA $46
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

CA $45
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

CA $78
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
See all activities in Toronto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.