Title: Book the Best ROMANTIC Hotels in Windsor, CT from CA $108 - Windsor Romantic Getaways | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Windsor, CT from CA $108 ![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 Romantic Hotels Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-09-27&endDate=2025-09-28&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-09-28&endDate=2025-09-29&adults=2&travelerType=ROMANTIC&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&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Romantic Hotels ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/f54b808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/f27325f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/fe5d083b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/8300/8221/ac81a89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Hartford South Hotel Rocky Hill 8.4/10 Very good (1009) "I like that the hotel is right off of the highway." CA $164 CA $189 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-South-Hotel.h8221.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/8c361790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/1f9e04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/ec875b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Middletown Middletown 9.0/10 Wonderful (504) "Lovely to see all the wedding festivities and how attentive to all the guests " CA $234 CA $297 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/38773b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/e372d97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/85ecfd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Windsor Locks / Bradley Intl Airport Windsor Locks 6.8/10 (1585) "Comfy hotel for the night. " CA $94 CA $108 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Windsor-Locks-Bradley-Intl-Airport.h17518.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/5ad64187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/w5601h3728x0y0-c99467b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/29fddb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/0d46fd41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house Hartford North/Windsor Windsor 9.0/10 Wonderful (1014) "Everything was great and enjoyed the breakfast as well" CA $208 CA $239 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/4a5e058b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/70db7242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/b40f94fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/810000/806000/805952/d53228d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Hartford/Windsor Airport Windsor 8.4/10 Very good (1011) "Very conveniently located off route 91. Clean, great staff and restaurant on property." CA $291 CA $335 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Hartford-Hotels-Marriott-HartfordWindsor-Airport.h805952.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/20124035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/e63c41d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/894da154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avon Old Farms Hotel Avon 8.4/10 Very good (1002) "We stayed one night. Room was clean, bed was comfy and bathroom roomy. Morning buffet was good. " CA $194 CA $253 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/28100/28055/5ff906fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28055/eafb26fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/28100/28055/efc360f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/30000/28100/28055/518feb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham East Windsor Bradley Airport East Windsor 6.2/10 (1010) "Itvwas a great stay " CA $94 CA $108 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hartford-Hotels-Baymont-By-Wyndham-East-Windsor-Bradley-Airport.h28055.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/cba1dcde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/6c5f731d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/1691fc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/50478178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy a restful stay with fast internet, smart TV and the company of your pet. winsted 9.2/10 Wonderful (44) "Fantastic hosts and great facilities would highly recommend" CA $119 CA $229 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Winsted-Hotels-Enjoy-A-Restful-Stay-With-Fast-Internet.h72396823.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/4f26a2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/07b77cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/83c04a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/463bda09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Hartford-Farmington Farmington 8.4/10 Very good (1004) "So safe and good hospitality" CA $242 CA $278 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/de3a2b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/8ed6c680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with satellite channels, pay movies](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7baf880a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Bristol, Connecticut Bristol 9.0/10 Wonderful (1010) "I loved that the property had star bucks coffee!!!! " CA $236 CA $271 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.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=2025-10-11&endDate=2025-10-12®ionId=7880&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![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 "Friendly staff. Room smelled like cigarette smoke upon entering, but room spray resolved that. Bathtub was extreslow to drain, causing water to accumulate. " [](https://expedia.ca/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.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) ![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) ![Days Inn by Wyndham Windsor Locks / Bradley Intl Airport](//images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1_y.jpg) ### Days Inn by Wyndham Windsor Locks / Bradley Intl Airport 10/10 Excellent "Everything was fine. It was clean and quiet. Room was basic but adequate. Bkft was good. Thank you for having us. " [](https://expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Windsor-Locks-Bradley-Intl-Airport.h17518.Hotel-Information) ![Residence Inn by Marriott Hartford/Windsor](//images.trvl-media.com/lodging/1000000/20000/18200/18141/5604e365_y.jpg) ### Residence Inn by Marriott Hartford/Windsor 10/10 Excellent "Everything is great here, but why do you charge for parking????" [](https://expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-HartfordWindsor.h18141.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Windsor? > Are you and your partner in need of a romantic vacation? Our guests also enjoy Windsor for its shopping, theme park, and restaurants. You might consider checking out some of the nearby sights and attractions such as Loomis Chaffee School, Keney Park, or Northwest Park. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Windsor? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Windsor: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Windsor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall. ### What is there to do in Windsor? > There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Windsor. Couples looking for a little of everything will enjoy Windsor for its shopping, theme park, and restaurants. Loomis Chaffee School, Keney Park, and Northwest Park are worth a stop when you're out and about. ### What's the best way to get to Windsor and around town during my romantic getaway? > This information about transportation options in Windsor might help your romantic trip get off to a smooth start: To get to Windsor, book a flight to Bradley Intl. Airport (BDL), which is the closest major airport, located 5.8 mi (9.3 km) from the city center. 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