Windsor Holiday Rentals, Connecticut: Private House Rentals

A rustic barn surrounded by autumn foliage and a field.

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Our top choices for Windsor hotels

A modern hotel room with a dining area, seating arrangements, and a large TV screen.

A modern hotel room with a seating area, a flat-screen TV, and a dining table.

A modern living room with a grey sofa, a black exercise bike, and a large mirror reflecting the room.

A hotel room with a large bed, a desk, a chair, and a sofa.

1. Hampton Inn Hartford/Airport

Windsor

Jerome

3.496.736 ₫

4.021.247 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table, and a balcony with a view.

A hotel lobby with seating areas, a flat-screen TV, and a large window.

A conference room with rows of tables and chairs, a stage at the front, and a carpeted floor.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted above the fireplace.

2. Hilton Garden Inn Hartford North/Bradley Int'l Airport

Windsor

James

2.949.005 ₫

3.391.355 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with grey sofas, blue ottomans, and a large plant.

A modern kitchen with a central island, bar stools, and pendant lighting.

An outdoor patio with wicker furniture, a fire pit, and a grill.

An indoor swimming pool with a tiled floor, a brick wall, and a glass partition.

3. HYATT house Hartford North/Windsor

Windsor

Trisha

3.492.855 ₫

4.016.784 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with a long bar, seating area, and a TV mounted on the wall.

A Marriott hotel with a large entrance, multiple floors, and a well-lit facade.

A modern hotel room with a flat-screen TV mounted on the wall, a grey armchair with a yellow pillow, a round ottoman, a grey sofa with yellow pillows, and a side table with a lamp and remote control.

A hotel room with a modern design, featuring a large bed, two armchairs with cushions, a flat-screen TV mounted on the wall, and a carpeted floor.

4. Marriott Hartford/Windsor Airport

Windsor

Normand

4.113.807 ₫

4.730.878 ₫ total

includes taxes & fees

14 Nov - 15 Nov

A modern hotel room with a sofa, armchair, and a TV mounted on the wall.

A dark-themed room with a refrigerator stocked with beverages and a shelf unit with snacks and toiletries.

A bar area with a counter, stools, and a menu board.

An outdoor seating area with wicker furniture and a small table with a drink.

5. Courtyard By Marriott Hartford/Windsor Airport

Windsor

Bree Ann

3.629.206 ₫

4.173.586 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A modern hotel lobby with a breakfast bar, a seating area, and a view of the outdoors.

A hotel room with a large bed, a sofa, a chair, and a ceiling fan.

A modern lounge area with a sofa, armchairs, a flat-screen TV, and a decorative wall.

A reception area with a cityscape mural, two reception desks, and a tiled floor.

6. La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Windsor Locks

David R.

2.583.419 ₫

2.970.932 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.

A bar area with high stools, a counter, and a television mounted on the wall.

A modern hotel lobby with a fireplace, comfortable seating, and artwork on the walls.

A DoubleTree by Hilton hotel with a 'Shade Grill' sign, a well-maintained lawn, and a clear sky at dusk.

7. DoubleTree by Hilton Hartford - Bradley Airport

Windsor Locks

Kimberly

3.231.796 ₫

3.716.565 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A hotel patio with outdoor seating, a fire pit, and a building with multiple floors and large windows.

A modern kitchen with a bar area, seating, and a view of the outdoors.

A multi-story hotel with a modern design, featuring a prominent entrance and a covered walkway.

A modern bar area with a central bar counter, blue bar stools, and a large abstract artwork on the wall.

8. Cambria Hotel Manchester South Windsor

South Windsor

Shawn

3.936.577 ₫

4.527.063 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a curved sofa, a reception desk, and a fireplace.

A hotel suite with a minibar, a sign for the suite shop, and two Homewood Suites refrigerators stocked with beverages and snacks.

A breakfast bar with coffee machines, a waffle maker, and various food containers.

A covered outdoor area with a barbecue grill, seating, and a basketball hoop.

9. Homewood Suites by Hilton Windsor Locks Hartford

Windsor Locks

Matthew

3.353.141 ₫

3.856.112 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A lobby with a fireplace, seating area, and a reception desk.

A modern lobby with a blue sofa, a round coffee table, and a leather chair.

A room with a fireplace, a wooden table with a bottle of champagne, two glasses, and a bouquet of roses.

10. Fairfield Inn & Suites Hartford Airport

Windsor Locks

Bettie

2.937.103 ₫

3.377.669 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel with a flat roof, large windows, and a covered entrance.

A breakfast buffet with various food items and condiments.

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.

A modern lobby with a reception desk, seating area, and a large wall-mounted screen.

11. Springhill Suites Marriott Airport

Windsor Locks

Sandy

3.236.712 ₫

3.722.219 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Candlewood Suites hotel with a modern design, featuring multiple floors and a well-lit entrance.

A playground with swings, a basketball hoop, and a shelter.

A hotel room with a sofa, a bed, a desk, and a framed picture on the wall.

A reception area with a reception desk, a framed welcome sign, a framed abstract artwork, and an exit sign.

12. Candlewood Suites Windsor Locks Bradley Arpt by IHG

Windsor Locks

Rebecca

2.276.824 ₫

2.618.348 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A hotel lobby with a long communal table, several chairs, a sofa, and a television.

An outdoor patio with a table and chairs, a large umbrella, and a view of a building with large windows.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a lifeguard sign indicating no diving.

A hotel room with a bed, bedside table, lamp, artwork, bathroom with sink, toilet, and shower.

13. Hampton Inn & Suites Hartford-Manchester

Manchester

George

2.736.846 ₫

3.147.373 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A hotel room with a bed, a sofa, a desk with a chair, a TV, and a lamp.

An indoor swimming pool with clear water, a lifeguard chair, and a changing room with a shower.

14. Holiday Inn Express & Suites Bradley Airport by IHG

Windsor Locks

Linda

3.078.887 ₫

3.540.720 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel lobby with seating arrangements, a central dining table, and a kitchenette area.

A hotel room with two beds, a desk, a chair, a TV, a lamp, a small table with bottles, and a framed picture on the wall.

A reception desk with a wooden backdrop and a large, detailed drawing of a ship.

A hotel kitchenette with a microwave, coffee maker, and a sink.

15. Sheraton Hartford Hotel at Bradley Airport

Windsor Locks

John

5.700.344 ₫

6.555.396 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel hallway with a bed, desk, and a mirror.

A spacious lobby with wooden flooring, red and black chairs, a coffee station, and a television.

A long, narrow hotel corridor with carpeted floors, wooden trim, and wall-mounted lights.

A spacious hotel lobby with a wooden herringbone floor, a reception desk, and a large glass door leading outside.

16. Comfort Inn East Windsor - Springfield

East Windsor

Lovett

2.642.927 ₫

3.039.366 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a large window, a flat-screen TV, red upholstered chairs, a glass coffee table, and a patterned carpet.

A spacious dining area with high ceilings and large windows, featuring red upholstered chairs and a glass-top table.

A hotel room with two beds, a television, a desk with a lamp, and a framed picture on the wall.

A Days Inn hotel with a two-story building, a covered patio, and a landscaped front yard.

17. Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Windsor Locks

Andrew

2.089.245 ₫

2.402.631 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A Baymont Inn & Suites with a prominent sign, brick buildings, and a landscaped entrance area.

A gym with various exercise equipment, a clock on the wall, and large windows.

A hotel room with a large bed, bedside tables, a desk, a chair, and a television.

A Baymont Inn & Suites reception area with a television, two potted plants, a fireplace, and a leather couch.

18. Baymont by Wyndham East Windsor Bradley Airport

East Windsor

Samuel

1.737.182 ₫

1.997.763 ₫ total

includes taxes & fees

29 Oct - 30 Oct

An outdoor patio with a stone wall, a grill, and outdoor furniture.

A multi-story hotel with a stone facade, a prominent entrance with a canopy, and an American flag.

A spacious lobby with a seating area, a stone accent wall, and a television mounted on the wall.

A modern living room with a stone fireplace, a beige sectional sofa, a round coffee table, and a large abstract painting on the wall.

19. Homewood Suites by Hilton Hartford Manchester

Manchester

Amy

3.585.480 ₫

4.123.302 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a blue sofa, a fireplace, and a corner market.

A hotel room with a snack shelf stocked with various chips and a mini-fridge with bottled water and juice.

A long counter with a variety of food items and a coffee machine, set against a wall with a fruit mural.

A Fairfield Inn & Suites Marriott hotel with a modern facade, large entrance, and visible interior through the glass doors.

20. Fairfield Inn & Suites Hartford Manchester

Manchester

Dan

2.709.421 ₫

3.115.835 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Windsor attractions

Loomis Chaffee School

This prestigious New England boarding school blends historic architecture with state-of-the-art facilities. Schedule a guided campus tour to experience Loomis Chaffee's innovative learning spaces and picturesque grounds.

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Northwest Park

7.8/10 (24 reviews)

Explore 473 acres of diverse habitats through 12 miles of scenic trails at this natural retreat. The nature center's educational exhibits and heritage breed farm create an immersive outdoor experience for all ages.

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Windsor Arts Center

7.6/10 (18 reviews)

This historic freight house turned art centre showcases contemporary New England art in a charming railway setting. Enjoy rotating exhibitions while soaking in the creative atmosphere of Windsor's cultural hub.

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Oliver Ellsworth Homestead

8.2/10 (15 reviews)

Step back in time at Elmwood, home of Oliver Ellsworth who helped draft the US Constitution. Explore period furnishings and family artefacts in this beautifully preserved 18th-century residence.

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Windsor Historical Society

8.0/10 (12 reviews)

Step into Connecticut's oldest English settlement at the Windsor Historical Society's museum complex. Explore two historic homes dating to the 1700s and try on colonial costumes in the hands-on learning centre.

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Vintage Radio and Communications Museum of Connecticut

7.6/10 (13 reviews)

This time-traveling museum showcases communication technology from the 1800s to modern computers. Tap out Morse code messages and tune vintage radios while knowledgeable volunteers bring history to life.

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Windsor Meadows State Park

7.6/10 (10 reviews)

This riverside haven offers peaceful trails winding through floodplain forests with Connecticut River views. Explore the meadows or launch your boat for a day of fishing and serene water adventures.

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Learn more about Windsor

Stroll through centuries of history at the Oliver Ellsworth Homestead, where a Founding Father's legacy comes alive. Explore nature trails and farm animals at Northwest Park, then catch an outdoor concert at SummerWind's scenic amphitheatre.

See all hotels in Windsor

Top Windsor Hotel Reviews

Hampton Inn & Suites Hartford/East Hartford

8/10 Good

"Took forever for the water to get hot on the 3rd floor. Room 328. I had to run it for at least 20-25 minutes before I could take a shower."

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

8/10 Good

"The hotel was fine. Room was clean and bed comfortable. Breakfast was ok but there were some equipment issues. Staff was efficient and parking fine."

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"Super service, surtout le préposé de soir, sympathique et à l’écoute des clients 😊"

Quality Inn West Springfield

10/10 Excellent

"Overall I had a great two day stay at the Quality Inn. I have stayed here over a dozen times when in the area to visit Six Flags, my previous visit was in the spring, and they have made some updates since! I noticed new chairs in the hallways and room, and the exterior of the building was repainted a new color and looks more modern! I had room 421, a 2 queen, which was mostly clean and comfortable. Only issue was the new tan chair by the door looked comfortable, but I did not sit in it, as it had long hairs and sticky residue all over the cushion... Otherwise the room was clean, beds were comfortable with 4 pillows on each bed, lots of towels, and fridge worked great! The lamp between the bed did not work though... At check in, the man with tattoos on his hands wasn't that friendly or welcoming but did honor my request for a higher floor. Later, when returning from dinner next door (Great Japanese restaurant!) I heard him tell a guest she had the entire 5th floor to herself, which was annoying as each night I had neighbors who I could hear easily through the walls... Why not space out guests when there is space? I woke up my first morning to hearing the neighbors talk... Breakfast was fine with a decent variety, I liked the donuts, eggs were decent, as was the sausage. The room was a great value and I will return. It looks like the first floor was restored for guest use again too! Nice to see some changes and hope they continue renovating and updating the property!"

Marriott Hartford/Windsor Airport

10/10 Excellent

"Me encantó"

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"We had a wonderful stay! The staff were incredibly friendly and welcoming. Everything in the hotel is beautiful, modern, fresh and brand new. We were especially impressed by the complimentary massage chairs in the room. Highly recommend this hotel!"

Holiday Inn Express Southington by IHG

8/10 Good

"A fairly clean hotel with very nice staff! The only thing that bothered us was the constant smell of weed/marijuana every day we were there."

Courtyard By Marriott Hartford/Windsor Airport

8/10 Good

"The staff was great. The bathroom was extremely clean."

More cheap stays in Windsor

Motel 6 Enfield, CT - Hartford

11 Hazard Ave Enfield CT

1.516.928 ₫

1.744.467 ₫ total

19 Oct - 20 Oct

includes taxes & fees

Rodeway Inn & Suites East Windsor

161 Bridge St East Windsor CT

1.594.036 ₫

1.833.142 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Candlewood Suites Windsor Locks Bradley Arpt by IHG

149 Ella Grasso Turnpike Windsor Locks CT

2.276.824 ₫

2.618.348 ₫ total

2 Nov - 3 Nov

includes taxes & fees

Holiday Inn Express Springfield Downtown by IHG

145 State Street Springfield MA

2.491.570 ₫

2.826.687 ₫ total

16 Nov - 17 Nov

includes taxes & fees

9/10 Wonderful! (1,335 reviews)

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

2.768.411 ₫

3.183.672 ₫ total

13 Nov - 14 Nov

includes taxes & fees

8.6/10 Excellent! (1,450 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

2.836.974 ₫

3.246.917 ₫ total

16 Nov - 17 Nov

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

Hotels in Windsor with star rating

Frequently asked questions

What's the seasonal weather in Windsor?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Windsor are January, February, March and April, with each month seeing an average of 15 cm of snowfall.

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Rental cars Bradley Intl. airport

Book Hotels in Windsor on Expedia.com

Find hotels in Windsor, CT from 1.744.467 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windsor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor hotels

1. Hampton Inn Hartford/Airport

2. Hilton Garden Inn Hartford North/Bradley Int'l Airport

3. HYATT house Hartford North/Windsor

4. Marriott Hartford/Windsor Airport

5. Courtyard By Marriott Hartford/Windsor Airport

6. La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

7. DoubleTree by Hilton Hartford - Bradley Airport

8. Cambria Hotel Manchester South Windsor

9. Homewood Suites by Hilton Windsor Locks Hartford

10. Fairfield Inn & Suites Hartford Airport

11. Springhill Suites Marriott Airport

12. Candlewood Suites Windsor Locks Bradley Arpt by IHG

13. Hampton Inn & Suites Hartford-Manchester

14. Holiday Inn Express & Suites Bradley Airport by IHG

15. Sheraton Hartford Hotel at Bradley Airport

16. Comfort Inn East Windsor - Springfield

17. Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

18. Baymont by Wyndham East Windsor Bradley Airport

19. Homewood Suites by Hilton Hartford Manchester

20. Fairfield Inn & Suites Hartford Manchester

Stay near popular Windsor attractions

Loomis Chaffee School

Northwest Park

Windsor Arts Center

Oliver Ellsworth Homestead

Windsor Historical Society

Vintage Radio and Communications Museum of Connecticut

Windsor Meadows State Park

Learn more about Windsor

Top Windsor Hotel Reviews

Hampton Inn & Suites Hartford/East Hartford

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Holiday Inn Express Springfield Downtown by IHG

Quality Inn West Springfield

Marriott Hartford/Windsor Airport

Blue A Modern Hotel, an Ascend Collection Hotel

Holiday Inn Express Southington by IHG

Courtyard By Marriott Hartford/Windsor Airport

More cheap stays in Windsor

Motel 6 Enfield, CT - Hartford

Rodeway Inn & Suites East Windsor

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Southington by IHG

Hampton Inn West Springfield

Hotels in Windsor with star rating

Frequently asked questions

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