A wooden covered bridge with an American flag, surrounded by autumn foliage.

Hotels in Windsor

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Where to stay in Windsor?

A modern building with a unique sloped roof, a fire pit, and a landscaped patio area.

A reception desk with a wooden panel design, a white counter, and two black monitors.

A waiting area with four black chairs, a floor lamp, and large windows offering a view of a green landscape.

A modern dining area with multiple tables and chairs, a kitchen in the background, and a mural on the wall.

1. Wingate by Wyndham Geneva at SPIRE Academy

Geneva

$87

$100 total

includes taxes & fees

Oct 21 - Oct 22

An outdoor patio with a fire pit, seating, and string lights.

A Hampton Inn hotel entrance with a covered walkway, stone facade, and a fire hydrant in the landscaping.

A snack and sundries section with a 'Treats' sign, refrigerated display cases, and shelves stocked with various snacks.

An indoor swimming pool with clear water, surrounded by lounge chairs and a lifeguard sign.

2. Hampton Inn Madison

Madison

$98

$112 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear views of the sunset through large windows.

A hotel lobby with a reception desk, seating area, and a dining area.

A hotel room with a bed, two bedside lamps, a nightstand, a patterned armchair, and a carpeted floor.

A modern dining area with a large table and chairs, a television, and a clock on the wall.

3. Hampton Inn Ashtabula

Austinburg

$81

$93 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with four lounge chairs and a view of trees through large windows.

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

An outdoor patio area with tables and chairs, a fire pit, and string lights.

A conference room with a long table, yellow chairs, a flat-screen TV, and framed artwork on the walls.

4. Holiday Inn Express & Suites Madison by IHG

Madison

$102

$118 total

includes taxes & fees

Nov 19 - Nov 20

A modern hotel with a fire pit in the courtyard, outdoor seating, and a covered patio area.

A swimming pool with lounge chairs and umbrellas, wooden ceiling beams, and a view of a building outside.

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

A modern hotel with a flat roof, multiple floors, and a sign indicating it is a Marriott hotel.

5. Towneplace Suites By Marriott Geneva

Geneva

$118

$135 total

includes taxes & fees

Oct 25 - Oct 26

A kitchenette with a coffee maker, toaster, and a milk frother.

A wooden picnic table with a potted plant in the center, surrounded by black planters with flowers, against a beige wall with string lights above.

A wooden bench with cushions, a wooden ladder bookshelf, and a painting on the wall.

A hotel reception area with a wooden reception desk, a Sonesta travel pass poster, a computer monitor, and a dining area with wooden chairs and tables.

6. Americas Best Value Inn Austinburg

Austinburg

$71

$81 total

includes taxes & fees

Nov 1 - Nov 2

A hotel reception area with a counter, beverage dispensers, a painting, and a toaster.

A living room with a sofa, two armchairs, a coffee table, a window with blinds, a painting, and two floor lamps.

A reception area with a dark wooden reception desk, a clock on the wall, and a staircase leading to another level.

An indoor swimming pool with lounge chairs and a sunbed.

7. Austinburg Hotel

Austinburg

$88

$101 total

includes taxes & fees

Nov 15 - Nov 16

A building with a flat roof, large glass windows, and a central entrance with a door.

A reception desk with a clock, a digital display, and a sign indicating free Wi-Fi availability.

A conference room with long tables and chairs, a projector screen, and windows with curtains.

A room with a vending machine, a door, a window, and a tiled floor.

8. Red Roof Inn Ashtabula - Austinburg

Austinburg

$71

$81 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with a wooden ceiling, clear skylights, and a tiled floor.

A modern hotel lobby with a refrigerator stocked with beverages, two grey armchairs, a round coffee table, and a large window offering a view of a green landscape.

A modern kitchen with white cabinets, a microwave, coffee maker, and a fruit bowl. There are yellow chairs and a table in the dining area.

A hotel room with a large bed, two bedside tables, a nightstand, and a wall with a geometric pattern.

9. Comfort Inn Painesville - Concord

Painesville

$103

$119 total

includes taxes & fees

Nov 15 - Nov 16

A four-poster bed with a floral-patterned rug, bedside tables, a chair, and a ceiling fan in a room with light green walls and curtains.

A bedroom with a bed, a wooden bench, a radiator, and a window with curtains.

A room with floral wallpaper, a wooden dresser, and a door leading to a bathroom with a shower curtain.

10. Historic Riders Hostelry

Painesville

$121

$140 total

includes taxes & fees

Oct 29 - Oct 30

A hotel room with two beds, a television mounted on the wall, and a door leading to the outside.

A bathroom with a sink, mirror, toilet, and towel rack.

A compact kitchenette with a microwave, coffee maker, and a small refrigerator.

A Villa Rosa Motel sign with a red and white color scheme, indicating it is open 24 hours daily, weekly rates, and has a cablephone and heat air.

11. Villa Rosa Motel

Painesville

$98

$115 total

includes taxes & fees

Oct 20 - Oct 21

A hotel sign with 'BW Best Western PLUS Inn & Suites' and 'Lawnfield' written on it.

A restaurant interior with wooden tables, black chairs, and orange walls.

A traditional hotel room with a desk, computer, and seating area.

12. Best Western Plus Mentor-Cleveland Northeast

Mentor

$101

$117 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a coffee machine, a bed, and a window with a view.

A gym with treadmills, stationary bikes, and a rowing machine.

A conference room with tables and chairs, a whiteboard, and a large window.

A hotel room with a kitchenette, a bed, a window with blinds, and a view of the outdoors.

13. Holiday Inn Express & Suites Painesville - Concord by IHG

Painesville

$105

$121 total

includes taxes & fees

Oct 25 - Oct 26

A coastal residential area with houses, a parking lot, and a view of the sea.

A modern, minimalist living room with a large sliding glass door leading to a balcony.

A modern room with a desk, chair, blue sofa, and a TV mounted on the wall.

A room with a large window overlooking the sea, a grey floor, and white walls.

14. The Ours at Geneva on the Lake

Geneva

$45

$52 total

includes taxes & fees

Oct 29 - Oct 30

A spacious room with a fireplace, large windows, and a television.

A hotel room with a sofa, two lamps, a small table, and a framed picture on the wall.

A swimming pool area with a 3 FT depth marker, lounge chairs, and a white fence.

A hotel room with a dining table, red chairs, a flat-screen TV, a fireplace, and a large window with curtains.

15. Residence Inn By Marriott Cleveland Mentor

Mentor

$127

$146 total

includes taxes & fees

Oct 25 - Oct 26

A compact kitchen with modern appliances, a dining area with a small table and chairs, and a built-in shelving unit.

A hotel room with a bed, bedside lamp, nightstand, and a view of the kitchen area.

A modern bathroom with a toilet, sink, and shower.

A modern hotel lobby with seating areas, a TV screen, and a counter.

16. TownePlace Suites by Marriott Painesville Mentor

Mentor

$135

$156 total

includes taxes & fees

Nov 1 - Nov 2

A large resort with multiple buildings, a swimming pool, and a tennis court.

A spacious lobby with a large Christmas tree, a fireplace, and comfortable seating areas.

A spacious lobby with multiple seating areas, a staircase, and a restaurant/lounge area.

A large hotel with a swimming pool, outdoor seating, and a view of the sea.

17. The Lodge at Geneva-on-the-Lake

Geneva-on-the-Lake

$161

$185 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with two beds, a desk, a chair, a television, and a mirror.

A Red Roof Inn with a prominent neon sign, a parking lot, and a landscaped garden area.

A bench in a landscaped area with a flag, trees, and a building in the background.

A kitchenette with a coffee machine, a kettle, and a microwave. There are cabinets below and a window with blinds to the right.

18. Red Roof Inn Cleveland - Mentor/ Willoughby

Willoughby

$61

$70 total

includes taxes & fees

Oct 22 - Oct 23

A large, two-story brick house with a symmetrical facade, central entrance, and a well-maintained lawn.

A cozy room with a wooden floor, large windows, and a view of a snowy landscape.

A bar area with a polished granite countertop, multiple liquor bottles, and a variety of glassware.

A grand staircase with a wooden handrail and a chandelier above.

19. Steele Mansion

Painesville

$183

$211 total

includes taxes & fees

Oct 20 - Oct 21

View all properties

Go beyond your typical stay in Windsor

Top landmarks in Windsor

Windsor Mills Covered Bridge

10.0/10 (3 reviews)

If you're planning a bit of sightseeing during your trip, head to Windsor Mills Covered Bridge— just one of the landmarks located 1.5 mi (2.5 km) from central Windsor.

See properties

Learn more about Windsor

The region around Windsor is home to attractions such as Windsor Mills Covered Bridge and Middlefield Village Center.

See all hotels in Windsor

Check out reviews of Windsor hotels guests love

Hampton Inn Madison

Madison

10/10 Exceptional

John M

Wingate by Wyndham Geneva at SPIRE Academy

Geneva

10/10 Exceptional

James

Holiday Inn Express & Suites Madison by IHG

Madison

10/10 Exceptional

Vicki

Holiday Inn Express & Suites Painesville - Concord by IHG

Painesville

10/10 Exceptional

Stephen

Hampton Inn Ashtabula

Austinburg

10/10 Exceptional

Anonymous traveler

Towneplace Suites By Marriott Geneva

Geneva

10/10 Exceptional

Mary

A breakfast bar with a fruit bowl, cereal, and a water dispenser.

A Holiday Inn Express building with a covered entrance, a parking lot, and a clear blue sky.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A gym with cardio machines, dumbbells, and a TV screen.

Holiday Inn Express Hotel & Suites Ashtabula-Geneva by IHG

Austinburg

10/10 Exceptional

Anonymous traveler

Americas Best Value Inn Austinburg

Austinburg

10/10 Exceptional

MARLA

Steele Mansion

Painesville

10/10 Exceptional

Dan

A white house with a gravel driveway, surrounded by lush greenery and flowering bushes.

A room with a bed, a ship's wheel, and a framed picture on the wall.

A porch with a white door, wicker chairs, and Christmas lights.

A room with a grand piano, a rocking horse, and a Christmas tree.

The Lost Pearl

Madison

10/10 Exceptional

This was a great two night stay in a themed "Pirate" room. The Inn is conveniently located in wine country. Southing music was playing in the room on a Kindle upon arrival and two coffee mugs etched with the Inn's logo were ours to keep. Our room was clean and relaxing. The breakfast was gourmet served in he kitchen while seated at the island. Goats, ducks, and kitties are on the property to see. We will return and recommend to others.

John

Comfort Inn Painesville - Concord

Painesville

10/10 Exceptional

Anonymous traveler

Best Western Plus Mentor-Cleveland Northeast

Mentor

10/10 Exceptional

Matt

A lodge with a large building and a covered deck area.

A modern kitchen with a stone fireplace, wooden ceiling, and pendant lighting.

A modern kitchen with stainless steel appliances, a wooden dining table with chairs, and a stone fireplace.

A covered outdoor patio area with seating and a stone pathway.

Tall Oaks Resort

Willoughby

10/10 Exceptional

This place is brand new and beautiful. The staff and owners were super welcoming and made my boring, Wednesday night stay feel like an event to celebrate. The room was extremely comfortable and there's a wooded area in the back with swings and chairs for relaxing. There are sidewalks and a few dining options in walking distance, as well as a park and multi-use path into a natural area. I recommend Tall Oaks wholeheartedly.

Laura

The Lodge at Geneva-on-the-Lake

Geneva-on-the-Lake

10/10 Exceptional

Tom

Austinburg Hotel

Austinburg

10/10 Exceptional

sharon

TownePlace Suites by Marriott Painesville Mentor

Mentor

10/10 Exceptional

Robin

A breakfast area with a sign for Express Start Breakfast, a bakery section, and a display of hot food, cereal, and fruit.

A hotel room with a bed, a blue sofa, a wooden desk, and a wardrobe.

A Holiday Inn Express & Suites with a modern building, a well-maintained lawn, and a clear sky.

A hotel corridor with a kitchenette area featuring snacks and a sign for 'EXPRESS SHOP'.

Holiday Inn Express Mentor Banquet Center by IHG

Mentor

10/10 Exceptional

Shonna

Frequently Asked Questions

Can I book refundable hotels in Windsor?

If you need the flexibility to change your travel plans to Windsor, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Windsor be like during my vacation?

July and August are typically the warmest months in Windsor when the average temp is 68°F. January and February are the coldest months when the average temperature is 31°F. June and July are the months with the most rain.

Why should I book my Windsor accommodation with Hotels.com?

There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.