Search Romantic Hotels in Oakville

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakville Romantic Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Oakville Romantic Hotels

Queen Suite with Jetted Tub | In-room safe, desk, laptop workspace, blackout curtains
Monte Carlo Inn Oakville Suites

Monte Carlo Inn Oakville Suites

3.0 star property
Oakville
7.8 out of 10, Good, (1738)
"Great value."
Canada
Antler
The price is 2.450.321 ₫
2.879.835 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Monte Carlo Inn Oakville Suites
Terrace/patio
Hilton Garden Inn Toronto/Oakville

Hilton Garden Inn Toronto/Oakville

3.0 star property
Clearview
8.8 out of 10, Excellent, (1020)
"We would definitely stay here again."
Canada
Brian
The price is 2.278.666 ₫
2.677.888 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Toronto/Oakville
Exterior
Holiday Inn Hotel & Suites Oakville @ Bronte by IHG

Holiday Inn Hotel & Suites Oakville @ Bronte by IHG

3.0 star property
Oakville
8.6 out of 10, Excellent, (1010)
"Staff were very courteous and helpful!"
Canada
Brian
The price is 1.946.675 ₫
2.287.732 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Hotel & Suites Oakville @ Bronte by IHG
Exterior
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4.0 star property
Downtown Toronto
9.6 out of 10, Exceptional, (1020)
"I loved the atmosphere all the staff was nice and made my stay so wonderful"
United States
Danielle
The price is 3.304.821 ₫
4.051.876 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Revery Toronto Downtown, Curio Collection by Hilton
Lobby
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4.0 star property
Downtown Toronto
8.4 out of 10, Very good, (13365)
"Great hotel!"
Canada
Ken
The price is 3.023.760 ₫
3.707.280 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Chelsea Hotel, Toronto
Exterior
Fairmont Royal York

Fairmont Royal York

4.0 star property
Downtown Toronto
9.0 out of 10, Wonderful, (7469)
"Had a great stay!"
Canada
Tanvir
The price is 3.683.970 ₫
4.516.732 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Fairmont Royal York
Banquet hall
One King West Hotel & Residence

One King West Hotel & Residence

4.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (11575)
"Would definitely stay here again. "
Canada
Michelle
The price is 2.898.678 ₫
3.553.924 ₫ total
includes taxes & fees
19 Dec - 20 Dec
One King West Hotel & Residence
Indoor pool, outdoor pool
Hilton Toronto

Hilton Toronto

4.0 star property
Downtown Toronto
8.8 out of 10, Excellent, (2101)
"Great location, rooms were nice, and the indoor outdoor heated pool was great!"
Canada
Kris
The price is 4.160.830 ₫
5.101.386 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Hilton Toronto
Seasonal outdoor pool, open 6:30 AM to 10:00 PM, pool loungers
Hyatt Regency Toronto

Hyatt Regency Toronto

4.0 star property
Downtown Toronto
9.0 out of 10, Wonderful, (1790)
"Excellent stay, great staff, very good accommodations. "
United States
Arthur
The price is 3.522.690 ₫
4.318.995 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency Toronto
Meeting facility
Courtyard by Marriott Downtown Toronto

Courtyard by Marriott Downtown Toronto

3.5 star property
Downtown Toronto
8.6 out of 10, Excellent, (1798)
"its near to the places that we wanted to visit. "
Canada
Jaycel Grace
The price is 3.190.699 ₫
3.911.956 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Downtown Toronto
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.
View all properties

Top Oakville Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Oakville?
Are you and your partner looking for a romantic escape? Our guests also enjoy Oakville for its restaurants and theatre scene. You might consider checking out some of the nearby sights and attractions such as Glen Abbey Golf Course, Oakville Entertainment Centrum or Bronte Creek Provincial Park. If you're interested in staying close to a certain attraction, you can sort properties by neighbourhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Oakville?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Oakville: The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are February and January, with an average of -1°C. Average annual precipitation for Oakville is 929 mm.
What is there to do in Oakville?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Oakville. If you and your partner are interested in sampling the area's cuisine, you'll love Oakville for its array of dining options. You might consider a visit to Glen Abbey Golf Course, Oakville Entertainment Centrum or Bronte Creek Provincial Park.
What's the best way to get to Oakville and around town during my romantic getaway?
These transportation options in Oakville might help your romantic getaway go off without a hitch: If you're looking to fly to Oakville, the closest major airport is in Toronto, ON (YYZ-Pearson Intl.), located 15.3 mi (24.6 km) from the city centre. To see more of the surrounding area, hop aboard a train at Oakville Station or Bronte Station.