The Best Hotels for First Time Visitors in Windsor

Where to Stay on Your First Trip to Windsor

Are you looking for a hotel for your first trip to Windsor, Ontario? With plenty of activities and sites, this is a great destination for first-time visitors. So if you're deciding where to stay on your first trip to Windsor, don't worry, we've got you covered. We've analyzed the hotels in Windsor to find out which are the best for first timers based on price, amenities, location, reviews, and guest ratings. In this guide, we'll be showcasing the best hotels for first-time visitors in Windsor, taking into consideration all of these important factors. Whether you're traveling solo, with family, or with friends, there's a hotel that caters to every traveler's needs to make the most of your first trip here. So, if you're visiting Windsor for the first time, the hotels below will be great options, as many of them have pools, breakfast, and plenty of comforts to help you relax. So, here they are, the best hotels in Windsor for first time visitors.

(Prices are listed in U.S. Dollars.)

Best Western Plus Waterfront Hotel

2-star Hotel with prices starting at $117 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Family-Friendly

Located at 277 Riverside Drive West, Best Western Plus Waterfront Hotel has great rooms from $117 (before taxes). It offers a restaurant, a fitness center, a bar, parking, and laundry services. It has a terrific 8.30 rating out of 10 from previous guests who have stayed here. Only 3 km from the city center, first time visitors will especially love pet-friendly rooms, an indoor pool, bicycle rental, family rooms, and a multi-lingual staff at this relaxing hotel. Unwinding at the restaurant after sightseeing is a nice way to end the day.

First Time Trip Hotel Amenities
  • Parking
  • Indoor pool
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Bicycle rental
  • Family rooms
  • Microwave
  • Refrigerator


Stonecroft Inn

Inn with prices starting at $104 (before taxes) - See All Prices
Perfect for Your First Time in Windsor
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Family-Friendly

A great place to stay is Stonecroft Inn which has nice rooms starting at $104. Offering a casino, a restaurant, a bar, city views, and free parking, it also has a great guest rating of 9.10 out of 10 from many previous guests. It's located at 3032 Dougall Avenue. This convenient hotel is also nice because it offers laundry facilities, air-conditioning, a 24-hour desk, and a refrigerator which visitors will enjoy. Also, it's just 3.1 km from the city center. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Family-Friendly
More Great Amenities
  • Casino
  • Restaurant
  • Bar/Lounge
  • Free parking
  • Refrigerator


Hampton Inn & Suites by Hilton Windsor

3-star Hotel with prices starting at $133 (before taxes) - See All Prices
Perfect for First-Timers

We found Hampton Inn & Suites by Hilton Windsor to be a great place to stay, and the price starts at $133. We loved that is has room service, a fitness center, scuba diving, breakfast, and laundry services, and it also has a terrific guest rating of 8.00 out of 10 from previous guests. It's located at 1840 Huron Church Road. You'll also find golf, a free breakfast, pet-friendly rooms, a hot tub, and an indoor pool which travelers will love. And this fun hotel is just 3.7 km from the center of town. We love an indoor pool because you can enjoy it any time of the year.

First Time Trip Hotel Amenities
  • Room service
  • Breakfast included
  • Free breakfast
  • Indoor pool
  • Airport shuttle
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Hot tub
  • Free parking
  • Microwave
  • Saltwater pool


Caesars Windsor Hotel and Casino

4-star Hotel with prices starting at $141 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Windsor
  • High Quality: guest ratings are higher than average.

With terrific rooms from $141, Caesars Windsor Hotel and Casino, at 377 Riverside Drive East provides room service, a casino, a restaurant, a bar, and laundry services. Its terrific guest rating is 8.70 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers a spa, an indoor pool, free parking, evening entertainment, and laundry facilities. It's located just 2.7 km from the city center, too. You'll enjoy relaxing while having room service delivered.

First Time Trip Hotel Amenities
  • Room service
  • Spa
  • Indoor pool
More Great Amenities
  • Casino
  • Restaurant
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Coffee shop
  • Refrigerator


Holiday Inn Express Windsor Waterfront

2-star Hotel with prices starting at $125 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Family-Friendly
  • Heated pool

Holiday Inn Express Windsor Waterfront has a great guest rating of 8.50 out of 10, and offers a fitness center, parking, breakfast, laundry services, and a free breakfast. The great rooms here start at $125 before taxes and depending on the season. It can be found at 33 Riverside Drive East. Furthermore, it also offers pet-friendly rooms, city views, an indoor pool, laundry facilities, and a heated pool, which is nice for first time visitors. Just 2.9 km from the city center, this fantastic hotel is a terrific choice. The heated pool is comfortable, relaxing, and fun for everyone.

First Time Trip Hotel Amenities
  • Parking
  • Breakfast included
  • Free breakfast
  • Indoor pool
  • Family-Friendly
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Heated pool
  • Coffee shop
  • Microwave
  • Refrigerator


Four Points by Sheraton Windsor Downtown

3-star Hotel with prices starting at $115 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Heated pool

The great guest rating of Four Points by Sheraton Windsor Downtown is 8.20 out of 10. This place has a bar, parking, laundry services, pet-friendly rooms, and city views. Prices for the terrific rooms are from $115, and it's located at 430 Ouellette Avenue. We also love the an indoor pool, laundry facilities, a heated pool, air-conditioning, and a 24-hour desk which are great for visitors. And since it's just 2.5 km from the center of the town, the location is great, too.

First Time Trip Hotel Amenities
  • Parking
  • Indoor pool
More Great Amenities
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Heated pool
  • Refrigerator


Super 8 by Wyndham Windsor/Dougall

Motel with prices starting at $67 (before taxes) - See All Prices
Perfect for Your First Visit to Windsor
  • Great Value: the price is lower than average for 2-star hotels.

A cool place is Super 8 by Wyndham Windsor/Dougall because it has great rooms that start at $67. It has an outdoor pool, a fitness center, breakfast, laundry services, and golf, it also earned a great guest rating of 8.10 out of 10 from people who have stayed here before. It's found at 2498 Dougall Avenue. Only 1.6 km from the city center, travelers will especially love a free breakfast, pet-friendly rooms, free parking, laundry facilities, and air-conditioning at this convenient hotel. The swimming pool is fantastic and lots of fun, too. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Breakfast included
  • Free breakfast
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Free parking


TownePlace Suites by Marriott Windsor

3-star Hotel with prices starting at $120 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • High Quality: guest ratings are higher than average.

TownePlace Suites by Marriott Windsor offers a fitness center, parking, breakfast, rooms with kitchens, and rooms with kitchenettes which we really like. The terrific rooms here start at $120 (before taxes). It's located at 250 Dougall Avenue and has earned a guest rating of 8.90/10. This fun hotel is also nice because it offers laundry services, golf, a free breakfast, pet-friendly rooms, and laundry facilities which new visitors will enjoy. Also, it's just 2.8 km from the city center. It's always nice to have a kitchenette to cook some basic meals or have an easy breakfast.

First Time Trip Hotel Amenities
  • Parking
  • Breakfast included
  • Kitchen
  • Free breakfast
More Great Amenities
  • Fitness center
  • Kitchenette
  • Laundry service
  • Pets allowed
  • Microwave
  • Refrigerator


Ye Olde Walkerville Bed & Breakfast

Bed & Breakfast with prices starting at $90 (before taxes) - See All Prices
Perfect for Your First Time in Windsor
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.

Located at 1104 Monmouth Road, Ye Olde Walkerville Bed & Breakfast has great rooms from $90 (before taxes). It offers breakfast, a hot tub, free parking, family rooms, and air-conditioning. It has a terrific 9.40 rating out of 10 from previous guests who have stayed here. You'll also find a refrigerator and meeting facilities which first time visitors will love. And this amazing hotel is just 2.1 km from the center of town. You'll enjoy unwinding in the hot tub, too. It's a great value, as the price is less than the average for first time trip hotels.

First Time Trip Hotel Amenities
  • Breakfast included
More Great Amenities
  • Hot tub
  • Free parking
  • Family rooms
  • Refrigerator


Comfort Inn Windsor

2-star Hotel with prices starting at $132 (before taxes) - See All Prices
Perfect for First-Timers

A great place to stay is Comfort Inn Windsor which has nice rooms starting at $132. Offering a fitness center, breakfast, laundry services, a free breakfast, and pet-friendly rooms, it also has a great guest rating of 8.20 out of 10 from many previous guests. It's located at 2955 Dougall Avenue. Visitors will really like this fantastic hotel which also offers free parking, air-conditioning, a 24-hour desk, a microwave, and a refrigerator. It's located just 2.9 km from the city center, too.

First Time Trip Hotel Amenities
  • Breakfast included
  • Free breakfast
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Free parking
  • Microwave
  • Refrigerator


Also, take a look at the First Time Trip hotels in nearby destinations: Ann Arbor, Detroit, Novi, and Maumee.

For more terrific hotel ideas in Windsor, make sure you also see Best Pet-Friendly Hotels in Windsor, Best Hotels for a Weekend Getaway in Windsor, Best Hotels for One Week in Windsor, or Best Hotels for One Night in Windsor.


How much do hotels for first-time visitors cost in Windsor?

Windsor Average First Time Trip Hotel Price
$114

Travelers to Windsor, Ontario will have a large number of terrific first time trip accommodation options with a variety of great prices. The price of first time trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 10 first time trip hotels, their average price is a very reasonable $114. If you're interested in more information about hotels here, see our guide to hotel prices in Windsor.

The average prices of our suggested first time trip hotels by star rating:

  • 4-star hotels: $141
  • 3-star hotels: $112
  • 2-star hotels: $110


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