A large castle with a fountain in front.

Historic Hotels & Resorts in Southern Ontario from NZ$235

  • 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 Southern Ontario Historic Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Southern Ontario historic hotels

A modern restaurant with a long communal table, individual tables, and a cozy seating area.
A rooftop terrace with outdoor seating, a clock tower, and a view of the surrounding landscape.
A bar area with stools, shelves of bottles, glasses, and a bar counter.
A modern living room with a red sofa, a round coffee table, a grey armchair, and a large flat-screen TV mounted on the wall.

1. The Postmark Hotel

The Postmark Hotel
Newmarket
United States
Candida
NZ$265
includes taxes & fees
11 Oct - 12 Oct
The Postmark Hotel
A traditional stone building with a sloped roof, surrounded by a well-maintained garden with various plants and a small waterfall.
A hotel room with a bed, two bedside lamps, a nightstand, a dresser, a chair, a small table with a bottle and glasses, and a window with curtains.
A historic building with a stone facade, a covered entrance, and a small waterfall in the garden.
A reception area with a wooden counter, framed certificates, and a painting on the wall.

2. Old Mill Toronto

Old Mill Toronto
Etobicoke
United States
Sofiya
NZ$443
includes taxes & fees
30 Oct - 31 Oct
Old Mill Toronto
A large stone building with a symmetrical facade, a central entrance, and a well-maintained lawn with yellow flowers.
An outdoor wedding venue with stone flooring, white chairs, and a stone building entrance.
A historic stone building with a prominent bay window and a decorative balcony.
An outdoor dining area with tables and chairs under trees, surrounded by candles and a gazebo.

3. Westover Inn

Westover Inn
St. Mary's
Canada
Adam
NZ$235
includes taxes & fees
1 Oct - 2 Oct
Westover Inn
A spacious lobby with a stone wall, a chandelier, and seating arrangements including a blue sofa and chairs.
A patio area with brick flooring, outdoor seating, and hanging flower baskets.
A spacious living area with a large blue sofa, two chairs, a round coffee table, and a chandelier. There is a stone wall with a fireplace and a large window above the sofa.
A silver convertible car parked in front of a building with a sign that reads "GLENEPIN INNASPA".

4. Glenerin Inn & Spa

Glenerin Inn & Spa
Erin Mills
Canada
Maged
NZ$273
includes taxes & fees
4 Oct - 5 Oct
Glenerin Inn & Spa
A cityscape with a mix of modern and historic buildings, including a prominent Art Deco structure.
A long, narrow hallway with wooden paneling and large windows on one side.
A marina with boats docked, a prominent tower, and modern high-rise buildings in the background.
A bar area with a marble countertop, multiple shelves of liquor bottles, and a row of green bar stools.

5. Fairmont Royal York

Fairmont Royal York
Downtown Toronto
Canada
Melaine
NZ$506
includes taxes & fees
23 Oct - 24 Oct
Fairmont Royal York
The King Edward Omni Hotel entrance with a crown logo, classical architecture, and a grand staircase.
A spacious lobby with a large chandelier, a bar area, and a seating arrangement with multiple tables and chairs.
A spacious lobby with a grand fireplace, elegant seating, and a large decorative fountain.
A room with large windows, elegant chandeliers, and classic architectural details.

6. The Omni King Edward Hotel

The Omni King Edward Hotel
Downtown Toronto
Canada
Kelvin
NZ$466
includes taxes & fees
30 Oct - 31 Oct
The Omni King Edward Hotel
A modern kitchen with a wooden table, a grey sofa, and a TV.
A bar area with four green stools and a wooden bar counter.
Retreat to the rustic elegance of The Chelsea Loft's bedroom. Fifteen-foot ceilings and generous windows ensure a tranquil, sunlit sanctuary, minutes from Stratford’s Avon Theatre and downtown dining delights
A modern kitchen with stainless steel appliances, a wooden table with pots, and pendant lights.

7. Juno Lofts: Memories of Chelsea

Juno Lofts: Memories of Chelsea
Stratford City Centre
United States
Catherine C.
NZ$316
includes taxes & fees
5 Oct - 6 Oct
Juno Lofts: Memories of Chelsea
A room with a stone pillar, a black chair, a cushioned bench, and a wicker chair with a floral cushion.
A modern kitchen with a microwave, toaster, and sink. There are framed pictures on the wall and a fireplace.
A bedroom with a bed, two wall-mounted air conditioners, a nightstand, and a bedside table.
A two-story stone building with a white front door, a small porch, and a Canadian flag.

8. Ambassador B & B Guest Home

Ambassador B & B Guest Home
Stratford
United States
Maria
NZ$317
includes taxes & fees
4 Oct - 5 Oct
Ambassador B & B Guest Home
An indoor swimming pool with a checkered floor, wooden benches, and potted plants.
A grand lobby with a circular bar, a chandelier, and a large window with a view.
An outdoor patio with seating, tables, and string lights.
A multi-story hotel with a modern architectural design, featuring a mix of brick and glass facades.

9. The Yorkville Royal Sonesta Hotel Toronto

The Yorkville Royal Sonesta Hotel Toronto
Downtown Toronto
United States
Raminta
NZ$538
includes taxes & fees
12 Oct - 13 Oct
The Yorkville Royal Sonesta Hotel Toronto
A two-story house with a balcony, a flag, and a well-maintained garden.
A kitchen with a white countertop, a stainless steel sink, a microwave, a toaster, and a coffee maker.
A living room with a beige sofa, a glass coffee table, and a white dining table. There are two framed botanical prints on the wall.
A room with a water dispenser, a framed picture on the wall, and a floral curtain.

10. Deluxe Suite in Stratford Ambassador Guest Room

Deluxe Suite in Stratford Ambassador Guest Room
Stratford
United States
Ds V.
NZ$504
includes taxes & fees
5 Oct - 6 Oct
Deluxe Suite in Stratford Ambassador Guest Room
View all properties

Top Southern Ontario Hotel Reviews

DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

10/10 Excellent
"Lovely hotel. Friendly and helpful staff. Everything just as it should be."
Balbeer Singh 4-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Toronto Downtown
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

10/10 Excellent
"Well maintained property. Amazing breakfast buffet. Glad to see that the gym.is open again."
Lisa 1-night trip
Posted less than an hour ago
Holiday Inn Toronto Downtown Centre by IHG
Embassy Suites by Hilton Toronto Airport

Embassy Suites by Hilton Toronto Airport

8/10 Good
"It was all good"
Kelly 1-night trip
Posted 1 hour ago
Embassy Suites by Hilton Toronto Airport

Explore a world of travel with Expedia