Find hotels in Windsor, WI from $58

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Our top choices for Windsor hotels

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club
3.5 star property
Downtown Madison
9.4 out of 10, Exceptional, (3,633 reviews)
"It was an excellent location, great staff, nice pool area and restaurant bar."
United States
Tobin
2 days ago
$139 nightly
The price is $161
Apr 19 - Apr 20
Total with taxes and fees
The Madison Concourse Hotel and Governor's Club

Moxy Madison Downtown

Moxy Madison Downtown
3.5 star property
Marquette
9.2 out of 10, Wonderful, (462 reviews)
"Room was clean and blankets were tucked."
United States
Joshua
2 days ago
$125 nightly
The price is $144
Apr 20 - Apr 21
Total with taxes and fees
Moxy Madison Downtown

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
2.0 star property
Windsor
7.2 out of 10, Good, (1,001 reviews)
"Very good staff, clean hotel and always something."
United States
Ryszard
November 27th, 2025
$68 nightly
The price is $72
Apr 14 - Apr 15
Total with taxes and fees
Days Inn by Wyndham Madison NE/Windsor

The Edgewater

The Edgewater
4.5 star property
Downtown Madison
9.2 out of 10, Wonderful, (1,004 reviews)
"Beautiful place to stay! Would love to stay here again!"
United States
Constance Jean
3 days ago
$210 nightly
The price is $243
Apr 19 - Apr 20
Total with taxes and fees
The Edgewater

Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (949 reviews)
"Everyone is nice. Place was clean."
United States
christina
7 days ago
$93 nightly
The price is $102
Apr 19 - Apr 20
Total with taxes and fees
Comfort Inn & Suites Madison North

La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center
3.0 star property
Madison
8.2 out of 10, Very Good, (1,433 reviews)
"People were very friendly. The room was clean."
United States
Kelli
1 day ago
$76 nightly
The price is $87
Apr 14 - Apr 15
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Madison American Center

Best Western East Towne Suites

Best Western East Towne Suites
2.5 star property
Madison
8.2 out of 10, Very Good, (1,009 reviews)
"Clean room and breakfast was good."
United States
Jessica
7 days ago
$76 nightly
The price is $88
Apr 14 - Apr 15
Total with taxes and fees
Best Western East Towne Suites

Staybridge Suites Madison East by IHG

Staybridge Suites Madison East by IHG
3.0 star property
Madison
8.8 out of 10, Excellent, (591 reviews)
"Room was wonderful. Breakfast was great. Will stay there again for sure."
United States
Melissa
20 days ago
$124 nightly
The price is $143
Apr 13 - Apr 14
Total with taxes and fees
Staybridge Suites Madison East by IHG

MainStay Suites Madison Airport

MainStay Suites Madison Airport
2.5 star property
Madison
8.8 out of 10, Excellent, (172 reviews)
"Great service from the front desk. We were able to extend our check out time."
United States
Susan
November 11th, 2025
$89 nightly
The price is $103
Apr 14 - Apr 15
Total with taxes and fees
MainStay Suites Madison Airport

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (134 reviews)
"Fantastic stay the studio apartment has everything you need."
United States
Golnar
November 29th, 2025
$120 nightly
The price is $139
Apr 13 - Apr 14
Total with taxes and fees
The Dylin

Hilton Garden Inn Madison Sun Prairie

Hilton Garden Inn Madison Sun Prairie
3.0 star property
Sun Prairie
9.4 out of 10, Exceptional, (357 reviews)
"Stated the hotel is very nice. She enjoyed her stay."
United States
Taylor
October 22nd, 2025
$138 nightly
The price is $155
Apr 19 - Apr 20
Total with taxes and fees
Hilton Garden Inn Madison Sun Prairie

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1,005 reviews)
"Hotel staff was very friendly. Breakfast was very good. Drinks at the bar were good."
United States
John
1 day ago
$98 nightly
The price is $113
May 3 - May 4
Total with taxes and fees
DoubleTree by Hilton Madison East

Hotel Name: Holiday Inn Express Deforest (Madison Area) by IHG

Hotel Name: Holiday Inn Express Deforest (Madison Area) by IHG
2.5 star property
De Forest
8.6 out of 10, Excellent, (594 reviews)
"Hotel is being renovated. Should be decent when finished."
United States
Shawn
January 12th, 2026
$93 nightly
The price is $103
Apr 19 - Apr 20
Total with taxes and fees
Hotel Name: Holiday Inn Express Deforest (Madison Area) by IHG

Hotel Indigo Madison Downtown by IHG

Hotel Indigo Madison Downtown by IHG
3.5 star property
Marquette
9.6 out of 10, Exceptional, (802 reviews)
"Clean room and delicious drinks at the bar. The staff was also great!"
United States
Jessica
12 days ago
$150 nightly
The price is $172
Apr 19 - Apr 20
Total with taxes and fees
Hotel Indigo Madison Downtown by IHG

Mansion Hill Inn

Mansion Hill Inn
4.0 star property
Downtown Madison
9.8 out of 10, Exceptional, (186 reviews)
"Staff Juan, Adam, Eric, and Max were friendly and professional a welcoming and quaint inn."
United States
jodilyn
November 9th, 2025
$247 nightly
The price is $285
Apr 19 - Apr 20
Total with taxes and fees
Mansion Hill Inn

Hampton Inn Madison East Towne Mall Area

Hampton Inn Madison East Towne Mall Area
2.5 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1,001 reviews)
"Great location. Clean room. Comfortable bed."
United States
Rebecca
6 days ago
$93 nightly
The price is $108
Apr 19 - Apr 20
Total with taxes and fees
Hampton Inn Madison East Towne Mall Area

Best Western Premier Park Hotel

Best Western Premier Park Hotel
4.0 star property
Downtown Madison
9.6 out of 10, Exceptional, (1,011 reviews)
"Nice sized pool compared to some other hotels. Courteous staff, clean."
United States
Fiona
2 days ago
$102 nightly
The price is $118
Apr 19 - Apr 20
Total with taxes and fees
Best Western Premier Park Hotel

Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown
3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (899 reviews)
"Wonderful hotel clean, beautiful, modern. Great location, pet friendly, and very welcoming."
United States
ILDIKO
4 days ago
$107 nightly
The price is $124
Apr 19 - Apr 20
Total with taxes and fees
Hilton Garden Inn Madison Downtown

Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG
2.5 star property
Madison
9.4 out of 10, Exceptional, (704 reviews)
"Clean pool area and bathrooms near pool."
United States
Kristina
7 days ago
$122 nightly
The price is $141
Apr 19 - Apr 20
Total with taxes and fees
Holiday Inn Express & Suites Madison by IHG

Holiday Inn Madison at The American Center by IHG

Holiday Inn Madison at The American Center by IHG
3.0 star property
Madison
8.6 out of 10, Excellent, (696 reviews)
"Good stay for a night before our flight at nearby airport."
United States
Sarah
13 days ago
$70 nightly
The price is $81
Apr 19 - Apr 20
Total with taxes and fees
Holiday Inn Madison at The American Center by IHG
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Stay near popular Windsor attractions

Learn more about Windsor

Bike the scenic Lake Windsor Park trails before cooling off at the splash pad on hot summer days. Families gather at Token Creek County Park just outside Windsor for fishing, picnicking, and exploring the natural springs.

Photo by Joel Holland
Open Photo by Joel Holland

Top Windsor Hotel Reviews

More cheap stays in Windsor

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Charming Neighborhoods: Explore Windsor's picturesque neighborhoods, offering a delightful mix of local culture and community spirit.
  • Outdoor Activities: Enjoy the beauty of urban parks and engage in family-friendly outdoor activities that cater to all ages.
  • Educational Experiences: Participate in walking tours that delve into Windsor's rich history and unique charm.
  • Diverse Shopping Options: Discover local shopping centers and malls that provide a variety of unique finds.
  • Welcoming Accommodations: Choose from cozy bed and breakfasts to modern hotels, catering to all types of travelers.

Find great hotels near Windsor

Discover the charm of Windsor, Wisconsin, with a variety of accommodation options tailored to suit every traveler. From cozy bed and breakfasts to modern hotels, you’ll find welcoming environments that cater to pet-friendly needs, business travelers, and the LGBTQIA community. Whether you’re searching for the best hotels in Windsor or convenient lodging near the area, your perfect stay awaits in this picturesque destination.

  • Motel 6 Madison, WI - East: A budget-friendly option located 7 miles from Windsor, Motel 6 Madison, WI - East is perfect for travelers seeking a no-frills, pet-friendly stay. With amenities designed for comfort, this motel welcomes your furry friends with a pet policy that permits dogs and cats, making it an ideal choice for those who want to travel with their pets. Guests can enjoy essential features while benefiting from the motel's convenient location, ensuring a hassle-free experience.
  • Econo Lodge Madison East: Situated 6 miles from Windsor, Econo Lodge Madison East offers a budget-conscious choice for visitors looking for a cozy and convenient stay. This hotel also embraces pet lovers with a welcoming policy for dogs and cats, making it a suitable option for those traveling with their four-legged companions. With practical amenities and a focus on comfort, guests can expect a satisfying stay that balances affordability with ease.
  • La Quinta Inn & Suites by Wyndham Madison American Center: Rated 3 stars with an impressive guest rating of 8.2, La Quinta Inn & Suites by Wyndham Madison American Center is located 6 miles from Windsor. This hotel caters to pet owners by allowing dogs and cats, ensuring that your furry friends are welcome. With upscale amenities and a focus on guest satisfaction, this accommodation provides a comfortable and modern environment. Guests can enjoy a range of facilities, making it a well-rounded choice for a relaxing vacation.

Where to stay in Windsor

Windsor, Wisconsin, offers a delightful blend of family-friendly activities and vibrant local culture. Visitors can explore charming neighborhoods, enjoy shopping experiences, and savor the welcoming atmosphere. With its budget-friendly options and business-friendly amenities, Windsor is perfect for both leisure and work-related trips. Don't miss the chance to discover the unique excursions and friendly people that make this city a hidden gem for tourists seeking a memorable getaway.

  • Madison: As the vibrant capital city of Wisconsin, Madison offers a dynamic blend of urban attractions and natural beauty. Located within close proximity to Windsor, it serves as a focal point for travelers seeking diverse experiences. With peak visitor numbers in the summer and fall, Madison is perfect for family outings, outdoor adventures, and city-themed explorations. Enjoy the lively atmosphere at local arenas, engage with the educational institutions, or indulge in shopping at popular malls. Don’t miss the chance to catch a game at the sports stadium or explore the campus of a major university, making your visit both enriching and entertaining.
  • De Forest: Just 3 miles from Windsor, De Forest is a charming city that seamlessly merges small-town charm with urban amenities. Visitors flock here year-round, though the highest traffic occurs in the spring and summer months. Families and outdoor enthusiasts will appreciate the recreational areas available, as well as shopping options that cater to various tastes. Local attractions include a beautiful lake and a sports facility that host a range of activities. De Forest’s welcoming community vibe makes it an ideal spot for a relaxing day trip or a leisurely stroll through its parks.
  • Token Creek: A delightful neighborhood located 3 miles from Windsor, Token Creek is a nature lover's paradise. Known for its outdoor adventures, this area attracts visitors looking for family-friendly activities throughout the year, especially during the summer and fall. With access to a nature reserve, recreational areas, and a water park, there’s plenty to keep everyone entertained. The serene lake nearby provides opportunities for relaxation and exploration. Token Creek's combination of natural beauty and adventure makes it a perfect escape for those seeking both excitement and tranquility.

Things to do near Windsor

Windsor, Wisconsin, is a great destination for family, city-themed, and business vacations. Visitors can enjoy shopping at local centers and malls, as well as engaging educational activities. A highlight of your trip could be taking part in walking tours that explore the area’s charm and history. Whether you're traveling solo or with loved ones, Windsor offers a variety of activities to make your visit enjoyable.

Shopping

In Windsor, visit local shops for unique gifts and souvenirs. If you're up for a drive, explore East Towne Mall, around 12 miles away, which features a mix of national retailers and dining options for a complete shopping experience.

Recreation

Experience luxury at Lake Wisconsin Country Club, a private club located 20 miles from Windsor. Enjoy golf, fine dining, and serene views of the lake, perfect for relaxation and rejuvenation. Explore the surrounding nature for hiking and outdoor activities to enhance your wellness journey.

Adventure

In Windsor, explore the scenic trails at Token Creek County Park, ideal for hiking and birdwatching. For a thrilling experience, kayak on the serene waters of the local lakes, where you can enjoy the beauty of nature and spot wildlife along the way.

Nightlife

Windsor offers a cozy nightlife vibe with local bars like The Cabin, perfect for craft beers and live music. For a more laid-back atmosphere, enjoy a game of pool at Windsor Pub, where friendly locals gather to unwind after a long day.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are December to February, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Monday. The most expensive day to stay in Windsor is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor

Windsor, Wisconsin, is a great destination for family, city, and business-themed vacations. Visitors can explore popular attractions like piazzaSquare, urbanPark, and the local library, offering a mix of outdoor and urban experiences. Whether you're looking for family-friendly activities or a taste of city life, Windsor has something for everyone in the area. Don't miss the chance to enjoy the vibrant community and its amenities during your stay.

  • Capitol Square: Experience the heart of Madison at Capitol Square, a vibrant piazza filled with culture and city vibes. Enjoy stunning views of the Wisconsin State Capitol and explore local shops, farmers' markets, and seasonal events that bring the community together.
  • State Street Shopping: Discover the eclectic charm of State Street Shopping, a bustling thoroughfare lined with unique boutiques, cafes, and restaurants. This lively street captures the essence of urban life, offering a perfect spot for shopping and dining just a stone's throw from the University of Wisconsin.
  • Lake Mendota: Enjoy outdoor activities at Lake Mendota, where picturesque scenery and romantic beaches await. Ideal for picnics, boating, or simply relaxing by the water, this natural oasis provides a serene escape from the city hustle.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.3°F (-7.6°C)No RainMostly CloudyModerately LowSlightly Low
February20.3°F (-6.5°C)No RainMostly CloudyAverageSlightly Low
March34.3°F (1.3°C)Light RainMostly CloudyAverageAverage
April45.0°F (7.2°C)Light RainMostly CloudyModerately HighAverage
May57.6°F (14.2°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighAverage
August69.6°F (20.9°C)Light RainMostly SunnyAverageSlightly High
September62.6°F (17.0°C)Light RainMostly SunnyModerately HighSlightly High
October49.8°F (9.9°C)Light RainMostly SunnyAverageSlightly High
November36.9°F (2.7°C)Light RainMostly SunnyModerately LowAverage
December26.4°F (-3.1°C)Light RainMostly CloudyModerately LowSlightly Low

The nearest major airports for your trip to Windsor

Traveling to Windsor, Wisconsin, is convenient with several nearby airports. Madison, WI (MSN-Dane County Regional) is the closest, situated 6 miles away, with excellent hotel options like The Edgewater and DoubleTree by Hilton Madison East, both offering shuttle services. Milwaukee, WI (MKE-General Mitchell Intl.) is 75 miles from Windsor, featuring top hotels such as The Pfister Hotel and Potawatomi Hotel & Casino, located a mere 6 miles from the airport. Appleton, WI (ATW-Appleton Intl.) is 83 miles away, with hotels like DoubleTree by Hilton Appleton, offering shuttle services as well. Each airport provides accessible transportation to these accommodations, making your travel seamless.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor is near the intersection of Highway 19 and I-39/90/94, particularly around areas like Progress Way and Liberty Boulevard.

This area is highly convenient for travelers due to its direct access to major highways, making it an excellent base for exploring the wider Madison area or for those passing through. You'll find a concentration of modern hotels here, often featuring amenities like indoor pools and complimentary breakfast. It's also home to several casual dining options and big-box stores, ensuring you have everything you need close by.

For families, this location is particularly appealing. The easy highway access means less time navigating city streets and more time enjoying attractions.
What are the best hotels in Windsor that travelers recommend?
Two highly recommended hotels in Windsor by travelers are the Days Inn by Wyndham Madison NE/Windsor and the Super 8 by Wyndham Windsor/Madison North.

The Days Inn by Wyndham Madison NE/Windsor, with a 7.2 rating, offers comfortable and clean rooms, often highlighted by guests for their super comfy beds. The staff is consistently described as good and amazing, and the location is considered excellent. Guests can enjoy a free to-go breakfast and access to an indoor pool. This hotel is conveniently located just 1.4 miles from Token Creek Park.

Another option is the Super 8 by Wyndham Windsor/Madison North. Guests frequently mention the good coffee and friendly staff at this hotel. It offers convenient amenities such as free self-parking and accessible parking.
What are the best family hotels in Windsor?
For family-friendly hotels in Windsor, consider the Days Inn by Wyndham Madison NE/Windsor or the Super 8 by Wyndham Windsor/Madison North.

The Days Inn by Wyndham Madison NE/Windsor, with a 7.2 rating, offers amenities that are very convenient for families, including connecting rooms and a pool. Guests appreciate the complimentary toiletries, free Wi-Fi, and a free to-go breakfast. The hotel also provides free cribs and self-parking. It is located just 1.4 miles from Token Creek Park, offering a nearby outdoor activity option.

Another option is the Super 8 by Wyndham Windsor/Madison North. This hotel provides free cribs and rollaway extra beds, which can be very helpful for families. It also offers free self-parking, free Wi-Fi, and complimentary toiletries. Guests often mention the good coffee and friendly staff. Find more child-friendly accommodations in Windsor
What hotels in Windsor offer free breakfast?
For hotels in Windsor that offer free breakfast, the Days Inn by Wyndham Madison NE/Windsor is an excellent choice.

This hotel provides a complimentary breakfast, including convenient to-go options, which is a great start to any day. Guests frequently mention the comfortable and clean rooms, the super comfy beds, and the amazing staff. The hotel also offers free WiFi and free self-parking for added convenience. Its location is considered excellent, and it is situated just 1.4 miles from Token Creek Park. Find more hotels with free breakfast in Windsor
What are the top pet-friendly hotels in Windsor?
For a top pet-friendly hotel in Windsor, consider the Super 8 by Wyndham Windsor/Madison North.

This hotel is a convenient choice for travelers with pets, as pets are permitted. It offers practical amenities such as free WiFi and free self-parking. Guests appreciate the complimentary toiletries provided, and for those traveling with infants, a free crib is available. The hotel is top for its good coffee, convenient location, and friendly staff. An added benefit is its proximity to Mousehouse Cheesehaus, just 0.0 miles away. See more pet-friendly hotels in Windsor
What are the best budget hotels in Windsor?
For budget hotels in Windsor, consider the Days Inn by Wyndham Madison NE/Windsor and the Super 8 by Wyndham Windsor/Madison North.

The Days Inn by Wyndham Madison NE/Windsor, with a 7.2 rating, offers comfortable and clean rooms with super comfy beds. Guests frequently mention the amazing staff and excellent location. It provides complimentary breakfast, free WiFi, and free self-parking. Additionally, guests receive free toiletries and can request a free crib. The hotel is also conveniently located just 1.4 miles from Token Creek Park.

Another option is the Super 8 by Wyndham Windsor/Madison North. This hotel offers free WiFi, free self-parking, and complimentary toiletries. Guests often appreciate the good coffee and friendly staff. View all budget hotels in Windsor
What are the most romantic hotels in Windsor for couples?
For a romantic stay in Windsor, consider the Days Inn by Wyndham Madison NE/Windsor.

This hotel offers comfortable and clean rooms, which guests often praise. The staff at this hotel are frequently described as good and amazing, ensuring a pleasant experience. Its location is also noted as excellent and nice, providing a pleasant setting for couples. Guests can enjoy free WiFi and complimentary breakfast, making for a convenient start to the day. The presence of a hot tub adds a relaxing touch to a romantic getaway. See all romantic hotels in Windsor
What are the best hotels in Windsor near Token Creek Park?
For a highly-rated hotel in Windsor near Token Creek Park, consider the Days Inn by Wyndham Madison NE/Windsor.

This hotel, with a 7.2 rating, is conveniently located just 1.4 miles from Token Creek Park. Guests often describe the rooms as comfortable and clean, and the beds as super comfy. The staff frequently receive praise for being amazing, and the location is often highlighted as excellent. It offers free breakfast to go, free WiFi, and free self-parking. Additionally, the hotel provides connecting rooms and a pool, which are great amenities for families.
When is the best time to go to Windsor?
The best time to visit Windsor, Wisconsin, is during the summer months, from June to August, when the weather is warm and sunny, great for outdoor activities.

During this period, visitors can enjoy various recreational options around Lake Windsor, including boating, fishing, and swimming. The local parks and trails are ideal for hiking and biking, offering scenic views of the Wisconsin landscape. Summer also brings local farmers' markets and community events, providing a taste of local life.

For those interested in fall foliage and a quieter experience, September and October offer pleasant temperatures and beautiful autumn colors. This season is excellent for leisurely drives through the countryside and enjoying the harvest festivals in nearby communities.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.
How can I save on a Windsor hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Windsor hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Windsor hotel?
Prices for hotels in Windsor often vary, but you can find a great deal from $58 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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