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Find Historic Hotels in Windsor from CA $60

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Top Windsor Historic Hotels

Drifted Inn - Riverfront Cottage
942 Front Rd S, Amherstburg, ON
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4.9/5Exceptional! (62 reviews)
Tranquility Found!

"We visited this beautiful property during the Thanksgiving long weekend as Covid restrictions left us unexpectedly released of our usual large family gathering hosting duties. What am amazing experience we had. We enjoyed every minute of this super private, water front adorable cottage. It is very ..."…"

Reviewed on Oct. 27, 2020

Drifted Inn - Riverfront Cottage
Ye Olde Walkerville Bed & Breakfast
3.5 out of 5
1104 Monmouth Road, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $109 per night from Dec 1 to Dec 2
4.7/5Exceptional! (189 reviews)

"Lovely heritage property. Host is fantastic. Bed was very comfortable and everything was very clean. Breakfast was served in three courses and was lovely."…"

Reviewed on Oct. 19, 2020

Ye Olde Walkerville Bed & Breakfast
TownePlace Suites by Marriott Windsor
2.5 out of 5
250 Dougall Ave, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $119 per night from Dec 4 to Dec 5
4.5/5Wonderful! (292 reviews)

"Pro: Very clean. Home-y. Full kitchen. Large size. Good price. Con: no bathtub, can hear noise from upstairs"…"

Reviewed on Oct. 12, 2020

TownePlace Suites by Marriott Windsor
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Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
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4.3/5Excellent! (1,170 reviews)

"It was great the place itself was nice the wifi was absolute garbage didnt work in the room at all."…"

Reviewed on Mar. 14, 2020

Caesars Windsor
Holiday Inn Express Windsor Waterfront
2.5 out of 5
33 Riverside Drive East, Windsor, ON
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4.3/5Excellent! (526 reviews)

"I loved the view of the river. Also, the front desk staff were all amazing! My problem was with breakfast, there were people standing all around watching you! It was sooo uncomfortable! Like you can't take a piece of food without someone staring at you!"…"

Reviewed on Mar. 15, 2020

Holiday Inn Express Windsor Waterfront
Four Points by Sheraton Windsor Downtown
3 out of 5
430 Ouellette Ave, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $121 per night from Dec 4 to Dec 5
4.2/5Excellent! (172 reviews)

"Staff was great at checking in and room was good and clean"…"

Reviewed on Sep. 27, 2020

Four Points by Sheraton Windsor Downtown
Hampton Inn & Suites by Hilton Windsor
2.5 out of 5
1840 Huron Church Road, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $129 per night from Dec 13 to Dec 14
4.1/5Very Good! (836 reviews)

"The staff were great and the hotel was clean. The hotel is under renovation so iam looking forward to seeing the improvement."…"

Reviewed on Sep. 4, 2020

Hampton Inn & Suites by Hilton Windsor
Seacliffe Inn
3 out of 5
388 Erie Street South, Leamington, ON
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4/5Very Good! (736 reviews)

"beautiful place and functional, we do wished to have known that the spa was not open because of covid. it was one of the reasons we booked the room."…"

Reviewed on Oct. 4, 2020

Seacliffe Inn
Holiday Inn & Suites Windsor Ambassador Bridge
3.5 out of 5
1855 Huron Church Road, Windsor, ON
Free cancellation
The price is CA $105 per night from Dec 4 to Dec 5
3.9/5Good! (836 reviews)

"The stay was good.The rooms were not being cleaned due to COVID but when we called for fresh towels we were able to pick them up at the front desk right away.What I would suggest is to make sure the front grounds of the hotel are cleaned consistently.There is one makeshift ashtray which was full ..."…"

Reviewed on Jul. 5, 2020

Holiday Inn & Suites Windsor Ambassador Bridge
Comfort Inn & Suites Ambassador Bridge
2.5 out of 5
2330 Huron Church Rd, Windsor, ON
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3.9/5Good! (771 reviews)

"Easy access from the highway but hard to get back into from driving in Windsor. There is a back driveway we discovered after the fact. Basic hotel but clean with comfortable beds."…"

Reviewed on Sep. 11, 2020

Comfort Inn & Suites Ambassador Bridge
Comfort Suites Downtown
2 out of 5
500 Tuscarora Street, Windsor, ON
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3.9/5Good! (611 reviews)

"The staff were extremely friendly and helpful. I felt very much at home there. Made my stay a delight."…"

Reviewed on Mar. 6, 2020

Comfort Suites Downtown
Super 8 by Wyndham Windsor/Dougall
2 out of 5
2498 Dougall Avenue, Windsor, ON
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3.8/5Good! (452 reviews)

"Room is clean an has good amenities and a great location"…"

Reviewed on Oct. 10, 2020

Super 8 by Wyndham Windsor/Dougall
Quality Inn & Suites Downtown
2.5 out of 5
675 Goyeau St, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $104 per night from Dec 4 to Dec 5
3.6/5Good! (852 reviews)

"A big thumbs up to Dylan (the receptionist on the morning shift) great guy. Thanks for making me overcome the terrible service from other receptionist. I slept soundly and happy"…"

Reviewed on Nov. 26, 2020

Quality Inn & Suites Downtown
Bestway Motel
2 out of 5
1954 Huron Church Rd. (Hwy #3), Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $65 per night from Dec 1 to Dec 2
3.6/5Good! (210 reviews)

"Cost great. Owners lovely and rememberedus from a year ago."…"

Reviewed on Feb. 10, 2020

Bestway Motel
Super 8 by Wyndham Ambassador Bridge Windsor ON
2 out of 5
2265 Huron Church Rd, Hwy 401 & Huron Church Road, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $76 per night from Dec 6 to Dec 7
3.5/5Good! (820 reviews)

"Everything is very nice. The layout of the room is the best. Not like most hotel that have two double beds, a one bed and one sofa layout is way more easier and useful. My only complain is the water pipe (or maybe the neighbour/upstairs wash room) is a little noisy."…"

Reviewed on May 31, 2020

Super 8 by Wyndham Ambassador Bridge Windsor ON
Bexon Rooms - Hotel Downtown Windsor
2 out of 5
830 Ouellette Avenue, Windsor, ON
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3.3/5 (72 reviews)
Walk to everything

"This hotel is in a great spot in downtown Windsor. You can walk to local bars and restaurants. Walk to the riverfront. Walk to the bus terminal to take the tunnel bus to Tiger/Lions/Redwings games. Staff is super pleasant. Best of all is the great price."…"

Reviewed on Jul. 19, 2017

Bexon Rooms - Hotel Downtown Windsor
Motel 6 Windsor, ON
2 out of 5
2000 Huron Church Rd, Windsor, ON
Free cancellation
The price is CA $82 per night from Dec 1 to Dec 2
3.2/5 (170 reviews)

"Little bit old inside the room but was good ............."…"

Reviewed on Aug. 30, 2020

Motel 6 Windsor, ON
Howard Johnson Plaza Hotel by Wyndham Windsor
2.5 out of 5
2530 Ouellette Avenue, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $72 per night from Dec 6 to Dec 7
3.2/5 (997 reviews)

"I have stayed at this property many times, both pre and post renovation, and it has improved. The staff are always very courteous and helpful. Even amid COVID, they still did there best to provide a pre-packed take away breakfast which was more than the other hotels I recently stayed at in the same ..."…"

Reviewed on Sep. 25, 2020

Howard Johnson Plaza Hotel by Wyndham Windsor
Traveller's Choice Motel
2 out of 5
3665 Sandwich Street West, Off Ojibway Pkwy Exit 1 from 401 W, Windsor, ON
Free cancellationReserve now, pay when you stay
The price is CA $60 per night from Dec 1 to Dec 2
3/5 (104 reviews)

"You get what you pay for, it's a decent motel. It's clean, cheap, good for a cheap and short stay. Was charged more than what I booked on Expedia, and the staff weren't very pleasant or helpful. Also, the $100 deposit was not specified anywhere on my booking before we got there. Overall though, it ..."…"

Reviewed on Feb. 15, 2020

Traveller's Choice Motel
Ivy Rose Motor Inn
2.5 out of 5
2885 Howard Avenue, Windsor, ON
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2.8/5 (193 reviews)

"Was ok air conditions let in cold draft that kept it cool un room too cool for me"…"

Reviewed on Feb. 29, 2020

Ivy Rose Motor Inn
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About Windsor Historic Hotels

Travelling can be more than just going somewhere different on your holiday, it can also be about understanding the culture and history of an area. A perfect way to experience the culture of a region is to learn about its past. Touring the area's museums or landmarks is a good start, but staying in a Windsor historic hotel can carry you back to another time period. Pack your duffel (you won't need a time machine) as your Windsor historic hotel awaits.

Old-World Charm, New World Amenities

A night in one of these Windsor historic accommodations can transport you to a historic period right from the start. With old-world charm and fascinating narratives, you'll that these accommodations stand apart from other hotels. Don't worry, you won't have to live totally in the past. Although these accommodations may be historic, they have most up-to-date conveniences to help you wind down on your stay. You'll notice your room outfitted with a cozy bed and just about everything you'll want for a wonderful stay.

Once you have spent time appreciating the hotel property, you can continue to take in this culturally-rich region by visiting the museums and famed landmarks. Of course, all this exploring is going to work up an appetite. Make sure to scan through the comments section and review the recommendations other travellers to Windsor think is merit a visit. You can also ask your hotel's front desk so you can get recommendations where the best areas to enjoy a drink or dinner in Windsor are.

Your Windsor Accommodation Is Waiting

Windsor has 126 vintage hotels that possess the feel and look of another era. Some of these hotel rooms are where important writers stayed. You're certain to reserve a room that has all the amenities and the traits you want. Take advantage of the great Windsor deals with Expedia, and make your visit one to remember with a stay in one of these unique accommodations.

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.
What's the best place to stay in Windsor to learn about local history?
Based on our travel expertise, Drifted Inn - Riverfront Cottage is a top historic cottage bookable on our site and it features in-room fireplaces. A couple of other options to soak up the local history include Ye Olde Walkerville Bed & Breakfast and Seacliffe Inn.
How many historically relevant hotels are there in Windsor?
In Windsor, you’ll find 66 hotel accommodations bookable on Expedia, including 26 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 Fort Malden National Historic Site. Cultural venues include Leamington Arts Centre, Chrysler Theatre, and Art Gallery of Windsor. Other popular sights include Detroit Windsor Tunnel and Caesars Casino.
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 — any place of special interest. 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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