Hotels in Windsor

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Prices may change – just add your dates for the best estimate. Note that prices are based on previous traveler searches and partner prices.
Prices may change – just add your dates for the best estimate. Note that prices are based on previous traveler searches and partner prices.
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Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Windsor.

Find a Windsor hotel in the heart of the action

Beat the lines at the top Windsor attractions by staying close to them.

Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest-rated hotelHyatt House Hartford North Windsor – 4.6

How to find the best hotel deals in Windsor

Want to use the same magic that powers our award-winning flight search to find the best room rates on the Internet? Here are a few tips to help you search and save in seconds.

How to find the best hotel deal in Windsor

  • Love how effortless it is to book flights with us? The same clever search engine can dig up great deals on Windsor hotels too. Follow these tips to snag a room at the best price.

  • Lock in some of the best Windsor hotel prices by organizing your plans early. Hotels often offer early booking discounts to fill rooms before the busy season starts.

  • Still, be ready to snap up any last-minute deals. Some places reduce their rates right before check-in to fill empty beds. It's more likely this will happen on quieter days or outside the busy season, though.

  • Be flexible with your dates to land better rates. Search for hotels in different months or seasons. Even booking on weekdays (instead of weekends) can lead to huge savings.

  • Skip the risk of extra fees by searching for stays that offer free cancellation. If your schedule changes or you find a better deal, you can cancel your booking without penalty.

Where to stay in Windsor

Central Windsor

  • To fully enjoy central Windsor, you'll want to be near the attractions you came all this way to see. Here are a few standout hotels close to the highlights.

  • Candlewood Suites Hartford Downtown by IHG sets you up in a prime spot. Around 5 kilometers away, this 2-star stay is one of the most sought-after hotels near Windsor Meadows State Park. It's a top choice for families in particular.

  • When it comes to accommodation options close to The Huntington House Museum, Courtyard Hartford/Windsor Airport earns its spot on any short list. Choose this Windsor hotel and you'll be roughly 3 kilometers away.

When to go to Windsor

  • Don't forget to factor in the weather when picking your dates. July brings the warmest conditions, with maximum temperatures reaching 30ºC (86ºF).

  • The coolest month here is January. You can expect lows of -10ºC (14ºF).

  • For the best chance of sunshine, search for Windsor hotels in November. With an average of six days of rain, this is the driest month.

  • July brings the wettest weather. You can expect around ten days of rainfall.

Best hotels in Windsor

Best budget hotels

  • Simply looking for a place to sleep? Budget Windsor hotels provide the basics so you can spend your cash where it really counts: having adventures and buying too many souvenirs. Often equipped with money-saving amenities like laundry facilities and kitchenettes, you'll find at least 40 of these well-priced stays across the city.

  • Sleep well without going all out at Hampton Inn & Suites Hartford/East Hartford. It has a 3-star rating and amenities such as a lobby bar and a laundry.

  • Alternatively, make a booking at Holiday Inn Hartford Downtown Area by IHG. Offering conveniences including internet access and a television, this 3-star Windsor hotel delivers what you need, without overdoing it.

  • Another clear win for your pocket is Fairfield Inn & Suites Hartford Airport. This 3-star stay features a lobby bar and accessible parking.

Best 4-star hotels in Windsor

  • Searching for hotels in Windsor that go beyond the basics? A 4-star stay is exactly your vibe. With around four to select from, they come with appealing extras like rooftop bars, spas, and on-site dining. You get high-end quality without the high-end cost.

  • Make yourself at home at Simsbury 1820 House and experience the elevated comforts that come with this 4-star stay. Take advantage of a restaurant and an indoor swimming pool here.

Best hotels in Windsor for families

  • Traveling with the kids? You need a hotel that goes beyond a bed. Childcare services, activity centers, and connecting rooms help make family stays easier. You'll find roughly ten family-friendly hotels in Windsor waiting to welcome your crew.

  • Set aside more for the kids' favorite activities by booking Holiday Inn Express & Suites Bradley Airport by IHG. This affordable 2-star option comes with amenities like shuttle services and Wi-Fi in designated areas.

Best hotels with a spa

  • Swap your walking shoes for a pair of fluffy slippers at a Windsor hotel with a spa. With roughly six to choose from, they're designed for relaxation. Many offer features like steam rooms, hot tubs, beauty salons, and serene indoor pools.

  • Get some much-needed "me time" at Delamar West Hartford. This 4-star option comes with all the thoughtful touches, including massage services and a fitness center.

  • Hartford Marriott Downtown is another favorite where you can enjoy a little TLC. Take advantage of concierge assistance and room service at this 4-star hotel in Windsor.

Best hotels with a pool

  • Add a splash of fun to your getaway with a pool. If you pick a city hotel, expect indoor or rooftop options. Resorts? They usually step things up with expansive outdoor setups and maybe even a swim-up bar. There are at least 20 pool hotels in Windsor perfect for your next adventure.

  • Relaxing by the water will be high on your agenda at Simsbury 1820 House. With an indoor swimming pool, a lounge and a bar, this Windsor hotel has everything you need for a memorable visit.

  • Hilton Garden Inn Hartford South/Glastonbury also promises you a good time. Go for this popular option and take advantage of an indoor swimming pool, a lounge and a garden.

  • Hampton Inn & Suites Hartford/East Hartford is one more stay with the highlights you want. This hotel offers an indoor swimming pool, luggage storage and express check-out.

Best pet-friendly hotels

  • Planning an escape with your furry friend? Pet-friendly hotels often come with cozy pet beds, bowls, and designated outdoor areas. Some even go the extra mile with things like treats and toys. With at least 30 Windsor hotels that welcome pets, your little pal can be part of the adventure.

  • Check in with your sidekick at The Goodwin. Take advantage of conveniences here like luggage storage and a fitness center.

  • Sheraton Hartford Hotel at Bradley Airport is another place your little buddy will love. This accommodation option offers car rental options and express check-in.

  • DoubleTree by Hilton Hartford Downtown will have you feeling right where you belong. Its amenities include a fitness center and a restaurant.

Finding cheap hotels in Windsor: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Windsor with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.

Of course, the cheapest hotel deal we found within the next seven days is $145 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $182 per night.
The average price of a hotel during the week is $219 per night, and the average price on weekends is $212. Overall, it looks like the cheapest day to stay in Windsor could be Sunday.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Windsor, and the most expensive day seems to be Tuesday.
The average price of a 3-star hotel in Windsor is currently around $202 per night, and the cheapest 3-star hotel we've found is $131 per night.
The cheapest month to stay in a hotel in Windsor is February, with an average price of $169 per night. The most expensive month is July, when the average room rate can be up to $277 per night. These average prices are based on all the hotels we found – from hostels to fancy 5-star hotels.
The average price of a hotel in August is $212 per night, which is around 1% lower than the rest of the year.