The Best Historic Hotels in Windsor from NT$2,308 in 2026

A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

A bar area with multiple seating options, a wine rack, and a bar counter.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

Woyengimiebi

NT$1,448

NT$2,308 total

includes taxes & fees

Nov 16 - Nov 17

A Stonecroft Inn with a stone facade, large windows, and a covered entrance.

A modern reception area with a marble counter, wooden flooring, and seating arrangements.

A hotel room with a bed, a TV on a dresser, a desk, and a door leading to a bathroom.

2. Stonecroft Inn

South Windsor

Jessica

NT$2,979

NT$3,568 total

includes taxes & fees

Oct 19 - Oct 20

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.

3. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

Robert

NT$3,486

NT$4,176 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a prominent entrance and a Holiday Inn Express sign.

An indoor water park with a central pool, slides, and a seahorse ride.

An aerial view of a coastal area with a beach, dense forest, and a clear sky.

4. Holiday Inn Express Windsor Waterfront by IHG

Downtown Windsor

Janette

NT$3,185

NT$3,815 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a sofa, a small table, a bedside table with a phone, a lamp, and a bed.

A modern bathroom with a wooden vanity, a green chair, a desk, and a large mirror.

A modern kitchen area with a breakfast bar, bar stools, and a decorative wooden partition.

A conference room with blue chairs, a podium, a flat-screen TV, and a coffee station.

5. Hampton Inn & Suites by Hilton Windsor

South Cameron

Mary

NT$2,999

NT$3,593 total

includes taxes & fees

Nov 1 - Nov 2

A conference room with a long table, chairs, and a city view through large windows.

A hotel room with a bed, a desk, a TV, a sofa, and a view of the city.

A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

6. Best Western Plus Waterfront Hotel

Downtown Windsor

Brandie

NT$2,688

NT$3,220 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel room with a large bed, a desk with a chair, a bathroom with a stone backsplash, and a blue accent wall.

A spacious room with a stone accent wall, a wooden floor, and a glass door with frosted glass panels.

A spacious dining area with multiple tables and chairs, a kitchen area with appliances, and a stone accent wall.

A modern interior with a leather sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

7. SureStay Plus by Best Western Windsor

Remington Park

Bashar

NT$1,928

NT$2,309 total

includes taxes & fees

Oct 24 - Oct 25

A spacious lobby with a modern design, featuring a large seating area, a fireplace, and a bar/lounge area with a brick accent wall.

A bar area with a long counter, multiple stools, and a wine display.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A modern lobby with a fireplace, seating area, and a pantry.

8. Four Points by Sheraton Windsor Downtown

Downtown Windsor

Tamika

NT$3,194

NT$3,826 total

includes taxes & fees

Oct 25 - Oct 26

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Top Windsor Hotel Reviews

Lexington Inn & Suites Windsor

8/10 Good

"It was exactly what we needed, a clean place to sleep after a hockey tournament. The breakfast was a bonus! I would stay again."

Holiday Inn Express Windsor Waterfront by IHG

10/10 Excellent

"N"

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent

"Took awhile to find the elevators to go up to the second floor. Very long walk from parking garage to the registration desk. We will probably go back when we get another good deal on our room. Otherwise we stay off the property which means we are in the casino as long."

Best Western Plus Waterfront Hotel

10/10 Excellent

"Very nice hotel and very nice view"

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

10/10 Excellent

"Breakfast"

Super 8 by Wyndham Ambassador Bridge Windsor ON

8/10 Good

"The breakfast options could be a bit better. Especially the fruit choices. I think if more fresh varieties of fruit were offered people would like that. The bananas were greenish. But these things are not easy to run, i get that as well. I'm always happy there. Its clean and reasonably priced"

Frequently asked questions

What can a history enthusiast expect from a trip to Windsor?

You'll probably want to seek out the sights of historical relevance while on vacation in Windsor. While you're in town, you can check out the scenic riverfront and top-notch restaurants. And also relish a stop at the lively bars in this vibrant area.

How many historically relevant hotels are there in Windsor?

In Windsor, you'll find 249 hotel accommodations bookable on Expedia, including 2 designated as historic hotels or close to historic sites.

What are the top historical places and other sights in Windsor?

Windsor is notable for landmarks like Willistead Manor, Ambassador Bridge, and Duff-Baby House. Cultural venues include The Colosseum at Caesars Windsor, Chrysler Theatre, and Art Windsor-Essex. Additionally, in the area you'll find Ford Field and Little Caesars Arena.

What is a historic hotel like in Windsor?

Guests who choose historic hotels have a chance to stay in a building that has been officially recognized with a historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Windsor usually retain original characteristics such as period features or traditional architecture in their communal spaces or guestrooms.

What is the difference between a historic hotel and a heritage hotel?

They are quite similar. "Historic hotel" is a term often used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the building and architecture itself. Heritage hotels draw their meaning mainly from the cultural value and how it shaped the community.

Do historic hotels in Windsor have modern facilities?

Hotel interiors feature the modern conveniences and safety features you've come to expect, but every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in a hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Windsor, you won't find a place that's uncomfortable or rundown.

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