Title: Book the Best HISTORIC Hotels in Windsor in 2026 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx9542)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d9542.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d9542.Destination-Travel-Guides) ![Great views. Great wine. Call ahead for a tasting. #russianrivervalley](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stacey Strykowski 🌾 ![](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Feb 8 - Feb 9](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 9 - Feb 10](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-02-09&endDate=2026-02-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor historic hotels ![Restaurant](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/ba51d0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Carriage House Junior Suite](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/87d0ebfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/4192c81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/8edd8fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel La Rose [](https://www.expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) Historic Railroad Square 9.2/10 Wonderful (1,315 reviews) "Clean, comfortable, safe, and very easy access to dining and shopping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $116 CA $135 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/d77769c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/69e452a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/e45c85a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/c82fb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Cottage in downtown Santa Rosa, CA [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.Hotel-Information) Santa Rosa 9.6/10 Exceptional (65 reviews) "Good location for coffee and restaurant. Nice backyard " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vicki a. CA $253 CA $554 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/39000000/38780000/38772100/38772004/f5f6c086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, video library](https://images.trvl-media.com/lodging/39000000/38780000/38772100/38772004/85d66844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/39000000/38780000/38772100/38772004/7dc4e55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38780000/38772100/38772004/d34d35ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Ranch House on a Premier Wine Label's Vineyard in Sonoma Wine Country [](https://www.expedia.ca/Sebastopol-Hotels-Historic-Ranch-House-On-A-Premier-Wine-Labels-Vineyard-In-Sonoma-Wine-Country.h38772004.Hotel-Information) Sebastopol 9.8/10 Exceptional (69 reviews) "Loved this place. Rustic but in the best way. Property was nice. Would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen F. CA $270 CA $640 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Sebastopol-Hotels-Historic-Ranch-House-On-A-Premier-Wine-Labels-Vineyard-In-Sonoma-Wine-Country.h38772004.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24470000/24469600/24469536/b69a22fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels](https://images.trvl-media.com/lodging/25000000/24470000/24469600/24469536/fe58a7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/25000000/24470000/24469600/24469536/f809a66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24470000/24469600/24469536/ebf91dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 Bedroom Oceanfront in Dillon Beach with spa [](https://www.expedia.ca/Dillon-Beach-Hotels-7-Bedroom-Oceanfront-In-Dillon-Beach-With-Spa.h24469536.Hotel-Information) Dillon Beach 9.4/10 Exceptional (172 reviews) "Fantastic spot. Big well appointed kitchen, good bed room setup and dining table size perfect for our planning with 180 degree view of ocean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer S. CA $1,415 CA $2,684 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Dillon-Beach-Hotels-7-Bedroom-Oceanfront-In-Dillon-Beach-With-Spa.h24469536.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/20000000/19530000/19526600/19526572/a9cfa9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19530000/19526600/19526572/530d7e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, video library](https://images.trvl-media.com/lodging/20000000/19530000/19526600/19526572/3c87d350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19530000/19526600/19526572/24bb758a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH [](https://www.expedia.ca/Bodega-Bay-Hotels-ON-A-BLUFF-WITH-180-DEGREE-CLOSE-WATER-VIEWS-SHORT-WALK-TO-THE-BEACH.h19526572.Hotel-Information) Bodega Bay 9.2/10 Wonderful (226 reviews) "Views were amazing! Truly enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristi E. CA $572 CA $1,045 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Bodega-Bay-Hotels-ON-A-BLUFF-WITH-180-DEGREE-CLOSE-WATER-VIEWS-SHORT-WALK-TO-THE-BEACH.h19526572.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=2026-02-23&endDate=2026-02-24®ionId=9542&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Golden Haven Hot Springs](https://images.trvl-media.com/lodging/10000000/9860000/9857000/9856954/cde0eb66_y.jpg) ### Golden Haven Hot Springs 10/10 Excellent "Excellent!" [](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.Hotel-Information) ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "Everything was great! Clean refurbished since we were there last! " [](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "The room was clean staff was friendly and breakfast was great . Everything was provided in our room for showering , coffee. Beds were comfortable. " [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/ded94e64_y.jpg) ### Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton 10/10 Excellent "Great stay" [](https://expedia.ca/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "We come here once a year for our Anniversary. They always make it so special for us!!! Thank you again!" [](https://expedia.ca/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![DoubleTree by Hilton Sonoma - Wine Country](https://images.trvl-media.com/lodging/1000000/30000/23800/23750/b3252764_y.jpg) ### DoubleTree by Hilton Sonoma - Wine Country 10/10 Excellent "Nice room and most of all, quiet!" [](https://expedia.ca/Rohnert-Park-Hotels-DoubleTree-By-Hilton-Sonoma-Wine-Country.h23750.Hotel-Information) ![The Inn at the Tides](https://images.trvl-media.com/lodging/1000000/20000/11800/11786/cb3cd68d_y.jpg) ### The Inn at the Tides 10/10 Excellent "Great location. Easy online check in and out. Friendly staff. Rooms are spacious with large bathroom. Robes for relaxing. Our room 903 was ground level, had a patio with 2 chairs, overlooking the bay. Building next to pool area. Nice pool/hot tub/sauna area. Complimentary bottle of wine in room and continental breakfast or 25% off menu at the Tides restaurant. Had a great stay! " [](https://expedia.ca/Bodega-Bay-Hotels-The-Inn-At-The-Tides.h11786.Hotel-Information) ![The Lodge at Bodega Bay](https://images.trvl-media.com/lodging/1000000/20000/10600/10546/9c3a45cd_y.jpg) ### The Lodge at Bodega Bay 10/10 Excellent "Beautiful lodge. Loved our room, which stepped out into the walking trail. Dinner was good, in a lovely environment. " [](https://expedia.ca/Bodega-Bay-Hotels-Bodega-Bay-Lodge.h10546.Hotel-Information) ![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "The staff we're friendly & my stay was very quiet. Beware you will smell the attached restaurant to the hotel & want to go get breakfast in the morning." [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Windsor? ### How many historical hotels are located in Windsor? ### What are the must-see historical places and other sights to visit in Windsor? ### What is a historic hotel like in Windsor? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Windsor have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Business Hotels in Alta Vista Homeowners Association ](https://www.expedia.ca/Alta-Vista-Homeowners-Association-Santa-Rosa-Hotels-Business-Hotel.0-n553248635976477532-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Downtown San Francisco ](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-All-Inclusive-Hotel.0-n6151902-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Downtown San Francisco ](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-Golf-Hotel.0-n6151902-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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