Top 10 Romantic Hotels & Accommodation in Windsor from AU$111

A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Windsor Romantic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Windsor romantic hotels

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

A bar area with multiple seating options, a wine rack, and a bar counter.

A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

Joanne

AU$111

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

A hotel room with a large bed, a wooden wardrobe, a flat-screen TV, a desk with a chair, and a view of a cityscape through the window.

A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.

2. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

Robert

AU$184

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

A spacious hotel lobby with a patterned carpet, a seating area with chairs, and a reception desk.

A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

A hotel room with a bed, a desk, a TV, a sofa, and a view of the city.

3. Best Western Plus Waterfront Hotel

Downtown Windsor

Brandie

AU$142

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a leather sofa, a coffee table, and a TV mounted on the wall.

A room with a large, ornate door, a bed, a wooden floor, and a window with a view of trees.

A room with a wooden dresser, a large mirror, and a potted plant.

A spacious living area with a leather sofa, wooden flooring, exposed ductwork, and a modern kitchen in the background.

4. Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Walkerville

Nicole C.

AU$470

includes taxes & fees

23 Oct - 24 Oct

A spacious living room with a blue sofa, a wooden coffee table, and a red chair. There is a lamp, a patterned rug, and a view of the outdoors through large windows.

A kitchen with red cabinets, a granite countertop, a built-in oven, and a white refrigerator.

A two-story brick house with a front porch, a stone foundation, and a well-maintained lawn.

A dining room with a wooden table and chairs, a chandelier, and a fireplace.

5. The Woodbridge House

Kingsville

Rachel

AU$165

includes taxes & fees

1 Nov - 2 Nov

Two wooden Adirondack chairs facing a rocky shoreline with a wooden dock extending into calm waters.

A grassy deck with a wooden bench and a stone pathway leading to the water.

A wooden pier extending into a body of water with a rocky shoreline.

A compact kitchen with a coffee maker, toaster, and a small refrigerator. There are wooden cabinets and a brick wall in the background.

6. LOFT Escape Apartment - Onsite Beach Dock Waterfront Boat Ramp

Amherstburg

Katrina H.

AU$258

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, bedside table, lamp, and a window with curtains.

A modern kitchen with white cabinets, a stainless steel stove, and a wooden dining table.

A modern living room with a flat-screen TV mounted on the wall, a round coffee table, and two leather sofas.

A two-story house with a black exterior, a garage, and a wooden staircase leading to a deck.

7. Gem on Prospect

Kingsville

John C.

AU$275

includes taxes & fees

17 Oct - 18 Oct

A residential area with a house, a dock, and a small boat.

A wooden-paneled room with a dining table, two black leather sofas, and a small wooden table with a laptop.

A cozy living room with a stone fireplace, a black leather sofa, a wooden dining table, and a black leather couch.

A beach at sunset with waves gently lapping onto the shore.

8. The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

Kingsville

Peter C.

AU$401

includes taxes & fees

16 Oct - 17 Oct

View all properties

Top Windsor Hotel Reviews

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent

"Great hotel we really enjoyed our stay."

Best Western Plus Waterfront Hotel

10/10 Excellent

"I loved the view! The room was bright, clean, and comfortable, with a cozy bed and great pillows. The location was excellent, and the front desk staff were very friendly and welcoming. I had a wonderful stay!"

Frequently asked questions

Searching for romantic hotels in Windsor?

If you and your partner need a romantic escape, we've got just the ticket. Couples choose Windsor for its stunning river views and top-notch restaurants. If you're a pair that loves cultural attractions, you might check out The Colosseum at Caesars Windsor, Chrysler Theatre or Art Windsor-Essex. Whether you're a couple that picks a place to stay to be close to top sights or you're looking for special in-room perks, you might consider checking out these 2 romantic accommodation choices in Windsor.

When is the best time of year for a romantic getaway to Windsor?

If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures 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 -1°C. Average annual precipitation for Windsor is 1001 mm.

What is there to do in Windsor?

There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Windsor has to offer. If you and your partner are interested in sampling the local food and drinks, you'll love Windsor for its array of dining options and bar scene. You might think about stopping by Detroit Windsor Tunnel, The Colosseum at Caesars Windsor or Caesars Casino while you're seeing the sights.

What's the best way to get to Windsor and around town during my romantic getaway?

These transportation options in Windsor might help your romantic getaway go off without a hitch: Make your way to Windsor with a flight to Windsor, ON (YQG), which is the closest major airport located 4.8 mi (7.7 km) from the city centre. If you want to explore the larger area, hop aboard a train at Windsor Station.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Windsor Romantic Hotels

Our top choices for Windsor romantic hotels

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination