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Find hotels in Windermere, FL from $58

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Compare 53,084 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
8.2 out of 10, Very Good, (5474)
"Great place to stay"
United States
Brooke ann
$124 nightly
The price is $139
Oct 29 - Oct 30
Total with taxes and fees
Westgate Lakes Resort & Spa Universal Studios Area
Hyatt Regency Grand Cypress
4.0 star property
9.2 out of 10, Wonderful, (2272)
"Great stay!"
United States
Rachana
$209 nightly
The price is $235
Nov 14 - Nov 15
Total with taxes and fees
Hyatt Regency Grand Cypress
SPOT X Hotel Orlando/Intl Dr by The Red Collection
3.0 star property
8.6 out of 10, Excellent, (2856)
"Exelente hotel nos encanto "
United States
Carmen
$85 nightly
The price is $93
Nov 23 - Nov 24
Total with taxes and fees
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Rosen Inn Lake Buena Vista
3.5 star property
8.6 out of 10, Excellent, (5530)
"Great hotel!"
Canada
Amanda
$70 nightly
The price is $79
Nov 3 - Nov 4
Total with taxes and fees
Rosen Inn Lake Buena Vista
Rosen Inn International
3.0 star property
8.4 out of 10, Very Good, (5848)
"Great value and convenient location. "
United States
Amanda
$72 nightly
The price is $81
Nov 19 - Nov 20
Total with taxes and fees
Rosen Inn International
The Grove Resort & Water Park Orlando
4.0 star property
8.0 out of 10, Very Good, (8677)
"Great resort "
United States
Magali
$209 nightly
The price is $235
Oct 29 - Oct 30
Total with taxes and fees
The Grove Resort & Water Park Orlando
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4112)
"Always a great experience when we stay here. "
United States
Marla
$95 nightly
The price is $107
Nov 18 - Nov 19
Total with taxes and fees
Rosen Shingle Creek
Caribe Royale Orlando
4.5 star property
9.2 out of 10, Wonderful, (4457)
"Amazing location, friendly staff, great rooms."
United States
Joshua
$187 nightly
The price is $210
Nov 2 - Nov 3
Total with taxes and fees
Caribe Royale Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very Good, (6849)
"Great stay"
United States
Bianca
$98 nightly
The price is $110
Nov 4 - Nov 5
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Ramada by Wyndham Hotel & Water Park
3.0 star property
7.2 out of 10, Good, (1517)
"Excellent staff and service "
United States
MARITZA
$57 nightly
The price is $65
Nov 19 - Nov 20
Total with taxes and fees
Ramada by Wyndham Hotel & Water Park
Kompose Boutique Resort at Theme Parks
3.0 star property
9.4 out of 10, Exceptional, (1637)
"Great place to stay"
United States
Maribel
$68 nightly
The price is $77
Oct 29 - Oct 30
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
7.0 out of 10, Good, (4332)
"Good place to stay"
United States
Yuri
$125 nightly
The price is $141
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn Resort Orlando Suites - Waterpark by IHG
The Delaney Hotel
3.5 star property
9.6 out of 10, Exceptional, (1008)
"All around wonderful stay"
United States
Caleb
$155 nightly
The price is $175
Nov 24 - Nov 25
Total with taxes and fees
The Delaney Hotel
Pestana Orlando Suites - Lake Buena Vista
4.0 star property
9.4 out of 10, Exceptional, (1856)
"Staff was super friendly and hotel was great "
United States
shannon
$86 nightly
The price is $97
Nov 4 - Nov 5
Total with taxes and fees
Pestana Orlando Suites - Lake Buena Vista
Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
7.8 out of 10, Good, (4160)
"Very nice hotel, plenty of food choices in the area."
United States
Juan
$76 nightly
The price is $85
Nov 11 - Nov 12
Total with taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
8.4 out of 10, Very Good, (3461)
"Friendly staff, comfortable beds ease of access to the parks "
United States
Amanda
$96 nightly
The price is $108
Nov 18 - Nov 19
Total with taxes and fees
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Seasons Florida Resort
2.0 star property
8.8 out of 10, Excellent, (3211)
"Great place to stay. "
United States
Bernadette
$51 nightly
The price is $58
Nov 16 - Nov 17
Total with taxes and fees
Seasons Florida Resort
Ramada by Wyndham Suites Orlando Airport
3.0 star property
8.2 out of 10, Very Good, (5009)
"Rooms super clean, breakfast excellent, staff super efficient, a lot of places around for dinner. "
United States
Tamara
$78 nightly
The price is $88
Oct 29 - Oct 30
Total with taxes and fees
Ramada by Wyndham Suites Orlando Airport
CoCo Key Hotel and Water Resort 
3.5 star property
8.0 out of 10, Very Good, (3646)
"Very friendly staff and budget friendly hotel with great water park and restaurants close by."
United States
Viral
$130 nightly
The price is $146
Oct 29 - Oct 30
Total with taxes and fees
CoCo Key Hotel and Water Resort 
Hilton Vacation Club Grande Villas Orlando
3.5 star property
9.2 out of 10, Wonderful, (2971)
"Plenty of space and close to parks. Will stay again. "
United States
Amy
$118 nightly
The price is $132
Nov 4 - Nov 5
Total with taxes and fees
Hilton Vacation Club Grande Villas Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Windermere attractions

Learn more about Windermere

Nestled among pristine lakes, this charming town offers a peaceful escape with upscale golf courses and country clubs. Nature lovers can explore the Tibet-Butler Preserve's trails, while four-legged friends enjoy romping at Buena Vista Place Dog Park.

Ladies and Gentle men, Boys and Girls, 'let the memories begin'.
Photo by Dean Moore
Open Photo by Dean Moore

Top Windermere Hotel Reviews

More cheap stays in Windermere

Hotels in Windermere with star-rating

Find out more about Windermere

Top reasons to visit Windermere

  • Family-Friendly Outdoor Activities: Windermere offers a variety of outdoor adventures perfect for families, including scenic lakes and parks.
  • Nearby Theme Parks: Enjoy easy access to exciting theme parks that provide fun-filled experiences for all ages.
  • Scenic Lake Views: Relax by Lake Windermere, where you can take in beautiful lakeside scenery.
  • Charming Local Vibes: Experience the welcoming atmosphere and charm of this picturesque town.
  • Diverse Accommodations: Choose from a range of hotels and resorts tailored to your vacation needs.

Find great hotels near Windermere

Discover a range of hotel accommodations in Windermere, Florida, perfect for your vacation needs. Whether you're seeking a family-friendly resort, a pet-friendly hotel, or a business-themed stay, this charming area offers a variety of options. Explore the best hotels, read reviews, and find the ideal lodging to make your visit memorable and enjoyable.

  • Universal's Cabana Bay Beach Resort: Embrace the vibrant spirit of the retro beach vacation at Universal's Cabana Bay Beach Resort. This family-friendly 3.5-star resort, located 4 miles from Windermere, is perfect for those seeking a fun-filled getaway. The property features a variety of children’s amenities, including an exciting Arcade Game Room and complimentary cribs for little ones. Relax at the themed pools or enjoy the sandy beach area, creating memorable moments for the entire family in a lively atmosphere reminiscent of the 1960s.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: Offering a blend of comfort and convenience, the DoubleTree by Hilton at the Entrance to Universal Orlando is a 4-star hotel situated 5 miles from Windermere. Perfect for families, business travelers, and pet owners, this property boasts a range of amenities, such as multiple meeting rooms and a fully accessible business center. Families will appreciate the child-friendly features, including a children’s pool and arcade game room. Plus, with a pet-friendly policy, your furry friends are welcome to join the adventure.
  • Avanti International Resort: Avanti International Resort is a 3-star getaway located 5 miles from Windermere, ideal for families and business travelers alike. With direct access to the beach, guests can easily enjoy sun-soaked days and refreshing ocean breezes. The resort offers a variety of business amenities, including multiple meeting rooms and a 24-hour business center. Families will love the kid-friendly features, such as a children’s pool, arcade game room, and complimentary cribs. This resort perfectly balances relaxation with productive business stays.

Where to stay in Windermere

Discover the charm of Windermere, Florida, where family-friendly activities and outdoor adventures await. Explore the picturesque town, enjoy beautiful lakeside views, and partake in exciting excursions nearby. With a blend of romantic vibes and welcoming locals, Windermere serves as a perfect base to uncover nearby attractions and scenic beaches, making it an ideal destination for families and couples alike.

  • Orlando: A bustling metropolis, Orlando is the heartbeat of Central Florida and is in close proximity to Windermere. Known for its year-round appeal, Orlando draws visitors for family fun, entertainment-themed experiences, and outdoor adventures. You'll find a plethora of resorts, shopping areas, and arts centers to explore. Major attractions include world-renowned theme parks and film studios, offering thrilling experiences for all ages. With peak visitor numbers in March, July, and December, Orlando is a destination that promises excitement and adventure at every turn.
  • Bay Hill: Located just 2 miles from Windermere, Bay Hill is an upscale neighborhood known for its picturesque landscapes and vibrant community. This area is particularly appealing for families and outdoor enthusiasts, offering access to luxurious resorts and well-maintained golf courses. Visitors can enjoy a leisurely day on the greens or participate in various recreational activities. With theme parks and event venues nearby, Bay Hill provides a perfect blend of relaxation and entertainment, making it an ideal spot for a short getaway.
  • Lake Buena Vista: Situated 7 miles from Windermere, Lake Buena Vista is a city synonymous with family-friendly fun and business-themed experiences. This area attracts visitors looking for a mix of resort-style relaxation and shopping excursions, with several shopping mall centers to choose from. The city is home to popular landmarks such as theme parks and film studios, ensuring endless entertainment. With peak travel during January to March, Lake Buena Vista is a vibrant destination that caters to both leisure and business travelers alike.

Things to do near Windermere

Windermere is an ideal destination for family-friendly outdoor vacations, offering a variety of activities such as resorts, shopping areas, and golf courses. Visitors can enjoy exciting water resorts and excellent venues, along with plenty of outdoor offerings. Don't miss the nearby theme parks for a fun-filled experience that caters to all ages.

Shopping

For a delightful shopping experience in Windermere, check out the Orlando International Premium Outlets, just 5 miles away, and enjoy family-friendly entertainment. Pointe Orlando and the Mall at Millenia, both 6 miles away, also offer a mix of shopping and entertainment options for all ages.

Recreation

The Kia Center offers an energetic atmosphere for sports enthusiasts, perfect for fitness activities. Shingle Creek Golf Course invites you to enjoy a round of golf amidst beautiful landscapes. For family fun, Pirate's Cove Adventure Golf provides a whimsical mini-golf experience filled with adventure and excitement.

Adventure

Experience the thrills at Universal’s Volcano Bay, a vibrant waterpark 4 miles from Windermere, featuring exhilarating rides and family fun. For a unique adventure, try iFly Orlando, an indoor skydiving experience located 5 miles away, where you can feel the rush of free-fall in a safe environment.

Explore the scenic West Orange Trail, a hiking path 6 miles from Windermere, perfect for outdoor enthusiasts seeking adventure amidst beautiful landscapes. Enjoy the fresh air and stunning views while engaging in a refreshing hike along this picturesque trail.

Nightlife

In Windermere, the Orlando Eye at ICON Park offers adventure vibes with stunning views from its giant ferris wheel, just 5 miles away. Nearby, Wonderworks provides arcade fun for all ages, while Sleuth's Mystery Dinner Show combines culture and entertainment in a captivating dining experience, also 5 miles away.

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

Booking tips and Expedia advantages for Windermere

To save money on your trip to Windermere, plan your visit during the cheaper months of August to September or November, and book your hotel about a month in advance. Utilize Expedia's last-minute deals and consider traveling on a Tuesday for the lowest rates. Combine your hotel, flights, and activities into a package for additional savings, and sign up for Expedia's One Key membership for exclusive discounts and rewards. Explore free outdoor activities in the area to keep your costs down while enjoying your vacation.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windermere are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Windermere is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windermere is Tuesday. The most expensive day to stay in Windermere is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your preferences, such as your budget, desired location, and type of hotel you’re looking for. To discover the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windermere hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Windermere

Windermere, Florida, is perfect for family-friendly and outdoor-themed vacations, offering a variety of attractions. Visitors can explore local highlights like theme parks, scenic lakes, and golf courses. The area's points of interest cater to those seeking family activities, cultural experiences, and outdoor fun. Be sure to check out Lake Windermere for a relaxing day by the water, making your trip memorable and enjoyable.

  • Walt Disney World® Resort: Experience the magic at this iconic theme park, where family-friendly attractions and entertainment come to life. With enchanting rides, beloved characters, and immersive experiences, it's a haven for visitors of all ages, located 6 miles away from Windermere.
  • Orange County Convention Center: Immerse yourself in the vibrant cultural scene at this arts center, just 6 miles from Windermere. Hosting various events and exhibitions, it showcases local art, performances, and conventions, making it a hub for creativity and community engagement.
  • Universal CityWalk: Enjoy a lively atmosphere at this outdoor entertainment precinct, located 4 miles away from Windermere. Filled with dining, shopping, and nightlife options, it’s perfect for families seeking fun and relaxation in a vibrant setting.

Best time to go to Windermere

The best time to visit Windermere is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
February64.2°F (17.9°C)No RainMostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnyAverageSlightly High
April72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
May77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
June80.8°F (27.1°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Moderate RainMostly SunnySlightly HighAverage
August82.4°F (28.0°C)Moderate RainMostly SunnyAverageSlightly Low
September80.2°F (26.8°C)Light RainMostly SunnySlightly HighSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnySlightly LowAverage
November68.2°F (20.1°C)No RainMostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windermere

If you're planning to visit Windermere, Florida, the nearest major airport is Orlando International Airport (MCO), situated 14 miles away. Nearby hotel options include The Ritz-Carlton Orlando, Grande Lakes, a 5-star hotel 8 miles from MCO, and Hyatt Regency Orlando, a 4.5-star hotel 10 miles away, both offering shuttle services. Daytona Beach International Airport (DAB) is 56 miles away, with hotels like Hilton Daytona Beach Oceanfront Resort, 4 miles from DAB. Kissimmee Gateway Airport (ISM) is 15 miles from Windermere, featuring hotels such as Waldorf Astoria Orlando, 7 miles from ISM, with various shuttle transfer options available.

Frequently asked questions

When is the best time to go to Windermere?
The best time to visit Windermere is during the summer months, particularly July and August. This period offers the warmest weather, with average temperatures reaching around 68°F. It's an ideal time for outdoor enthusiasts to explore the stunning landscapes, indulge in water activities on the lake, and take advantage of the long daylight hours for sightseeing.

During the peak season from June to August, Windermere buzzes with activity as tourists flock to enjoy the natural beauty and numerous attractions. You'll find a variety of festivals and events, which highlight the region's culture and provide a unique glimpse into local life. Whether you're hiking the scenic trails, taking a boat ride on the lake, or simply soaking in the views from a charming café, the vibrant atmosphere enhances your experience.

For those looking for a more tranquil visit, late spring or early autumn—specifically May or September—can also be wonderful times to explore Windermere. These months often feature fewer crowds and slightly lower accommodation prices, allowing you to experience the area's beauty at a more relaxed pace while still enjoying lovely weather.
Where can I find the best nightlife in Windermere?
Windermere, a charming town located near the vibrant city of Orlando, offers a peaceful atmosphere with a touch of elegance, making it great for travelers looking to unwind after a day of adventure.

While Windermere itself is known more for its serene lakes and community feel, nearby areas such as Orlando and Winter Park present an array of nightlife options. In Orlando, the iconic International Drive is bustling with lively bars, restaurants, and entertainment venues that cater to a variety of tastes.

For a more sophisticated night out, head to Winter Park, where Park Avenue is lined with upscale wine bars, trendy cocktail lounges, and cozy pubs. This area is ideal for those seeking a relaxed yet upscale evening atmosphere, complete with charming outdoor seating.

If you're in the mood for some live music, the surrounding regions often feature venues where local artists perform, providing a great opportunity to enjoy the local culture and vibe.
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 Windermere.
How can I save on a Windermere hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Windermere hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*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 Windermere hotel?
Prices for hotels in Windermere 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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