Title: Book the Best HISTORIC Hotels in Windsor in 2025 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7880.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7880.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7880.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7880.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7880.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Windsor, CT ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Windsor Historic Hotels Tonight [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Historic Hotels ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/43807f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/cb15b578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/f80f24a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/w3840h2877x0y3-d81a67a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baldwin Inn & Suites, SureStay Collection by Best Western West Springfield 7.2/10 Good (79) "Wonderful place, we will back next year. Will recommend some friends " CA $140 CA $160 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Springfield-Hotels-Regency-Inn-Suites.h15705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/4d56c1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/87d31093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/2153ce93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/68b918ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Springfield Downtown by IHG Metro Center 9.0/10 Wonderful (1027) "Clean, great rooms, nice breakfast, reasonable rate. " CA $176 CA $199 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w905h683x60y0-7e221032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w905h683x59y0-8f890c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w904h683x60y0-a0d1107c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/39eb1814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Overlook - Check the view from your deck! Collinsville 10/10 Exceptional (23) "I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area." CA $205 CA $394 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/2a786c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/d1a711aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/fe9f60cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90870000/90868400/90868316/4a7e96de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #25 \*Massive\* 5 BR in Downtown Southington\* Southington 9.0/10 Wonderful (2) "There was a ton of room and the king beds in all the rooms were great. We had a couple small concerns that were addressed super fast. Great space, great hosts!!! Would stay again and highly recommend!" CA $201 CA $529 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Southington-Hotels-25-Massive-5-BR-In-Downtown-Southington.h90868316.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/beddc5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/ab7a0a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/9e5b89dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/3f9ce895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A European Country Getaway ~ 1930s Stone Cottage In Connecticut! Granby 10/10 Exceptional (90) "Just stayed one night for our wedding. Beautiful and very quiet. Easy check in/check out process." CA $207 CA $371 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/North-Granby-Hotels-A-European-Country-Getaway-1930s-Stone-Cottage-In-Connecticut.h19812250.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/1bc1a012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/010bda9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/4f70f9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/cd7d0c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville Collinsville 10/10 Exceptional (60) "We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. " CA $360 CA $618 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-07&endDate=2025-10-08®ionId=7880&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Courtyard By Marriott Hartford/Windsor Airport](//images.trvl-media.com/lodging/1000000/10000/8300/8239/ddcff042_y.jpg) ### Courtyard By Marriott Hartford/Windsor Airport 10/10 Excellent "Very nice location. Staff were friendly. Perfect hotel for a quick stay after seeing a concert at the Xfinity Theatre." [](https://expedia.ca/Hartford-Hotels-Courtyard-By-Marriott-HartfordWindsor-Airport.h8239.Hotel-Information) ![HYATT house Hartford North/Windsor](//images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/5ad64187_y.jpg) ### HYATT house Hartford North/Windsor 10/10 Excellent "Rooms felt clean" [](https://expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information) ![Marriott Hartford/Windsor Airport](//images.trvl-media.com/lodging/1000000/810000/806000/805952/4a5e058b_y.jpg) ### Marriott Hartford/Windsor Airport 10/10 Excellent "Very conveniently located off route 91. Clean, great staff and restaurant on property." [](https://expedia.ca/Hartford-Hotels-Marriott-HartfordWindsor-Airport.h805952.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](//images.trvl-media.com/lodging/1000000/50000/50000/49978/13428cf5_y.jpg) ### La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport 10/10 Excellent "Close proximity to the airport. Clean room but the outer areas and hal" [](https://expedia.ca/Hartford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Hartford-Bradley-Airport.h49978.Hotel-Information) ![Extended Stay America Suites Hartford Farmington](//images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg) ### Extended Stay America Suites Hartford Farmington 10/10 Excellent "Took a chance and so glad I did. Everything was extremely ckean and receptionists were very helpful. Would stay again." [](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ![Motel 6 Wethersfield, CT - Hartford](//images.trvl-media.com/lodging/1000000/990000/986100/986068/692a6601_y.jpg) ### Motel 6 Wethersfield, CT - Hartford 10/10 Excellent "Enjoyed my stay here " [](https://expedia.ca/Hartford-Hotels-Motel-6-Wethersfield.h986068.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Springfield MA](//images.trvl-media.com/lodging/1000000/20000/18100/18056/71c77a60_y.jpg) ### La Quinta Inn & Suites by Wyndham Springfield MA 10/10 Excellent "We have been going to La Quinta in Springfield for the last five years. We love the convenience the breakfast and their staff is very nice and courteous. I highly recommend." [](https://expedia.ca/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information) ![Hampton Inn Hartford/Airport](//images.trvl-media.com/lodging/1000000/900000/892600/892590/4a4de62f_y.jpg) ### Hampton Inn Hartford/Airport 10/10 Excellent "It was extremely convenient since the car rentals are closed when we get in. Shuttle to the hotel, and back the next day to the airport for car rental. Very easy. Good breakfast too." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information) ![Hilton Garden Inn Hartford North/Bradley Int'l Airport](//images.trvl-media.com/lodging/1000000/540000/531100/531022/fb287dbf_y.jpg) ### Hilton Garden Inn Hartford North/Bradley Int'l Airport 10/10 Excellent "Clean room, and friendly service - Good breakfast offered. Nice overall!" [](https://expedia.ca/Hartford-Hotels-Hilton-Garden-Inn-Hartford-NorthBradley-Intl-Airport.h531022.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Windsor? > You're likely already making plans to see the sights of historical relevance during your vacation in Windsor. Visit the shops and theme park while you're in town. And also relish a stop at the top-notch restaurants in this family-friendly area. ### How many historical hotels are there in Windsor? > In Windsor, you'll find 14 hotel accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the must-see historical places and other sights to visit in Windsor? > Landmarks like Windsor Historical Society and Oliver Ellsworth Homestead in Windsor might be worth a visit. Cultural venues include Windsor Arts Center, Vintage Radio and Communications Museum of Connecticut, and SS&C SummerWind Performing Arts Center. Additionally, you'll find Six Flags New England in the area. ### What is a historic hotel like in Windsor? > Guests who choose a historic hotel can spend a night or two in a place that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the public spaces and guestrooms of these historic hotels in Windsor, bringing the history to life. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The physical building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value and how it influenced the community. ### Do historic hotels in Windsor have modern facilities? > Hotel interiors feature the modern conveniences and safety features you've come to expect, while every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in most hotels will be available in a historic hotel. 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