Title: Windermere Vacation Packages 2026 from $306 | Expedia.com [Windermere Travel Guide](https://expedia.com/Windermere.dx6085091)[Hotels in Windermere](https://expedia.com/Windermere-Hotels.d6085091.Travel-Guide-Hotels)[Vacation Rentals in Windermere](https://expedia.com/Windermere-Vacation-Rentals.d6085091.Travel-Guide-VacationRentals)[Flights to Windermere](https://expedia.com/Cheap-Flights-To-Windermere.d6085091.Travel-Guide-Flights)[Things to do in Windermere](https://expedia.com/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities)[Car Rentals in Windermere](https://expedia.com/Car-Rentals-In-Windermere.d6085091.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windermere Vacations from $306 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Windermere Vacation An easy way to experience this unique city is with a tailor-made Windermere vacation package. Stay in the neighborhood of Ivanhoe Village, which is great for dining, bars and pubs and shopping or choose someplace else — our packages are all about you. Make your trip to Windermere even more enjoyable by including some sightseeing. [Universal Studios Florida](https://www.expedia.com/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction), [Magic Kingdom® Park](https://www.expedia.com/Magic-Kingdom-Park-Bay-Lake.d6123797.Vacation-Attraction) and [Universal’s Islands of Adventure](https://www.expedia.com/Universals-Islands-Of-Adventure-Florida-Center.d6068693.Vacation-Attraction) are some of the big attractions you'll want to explore. Browse Expedia's wide range of travel options and begin planning your ideal vacation to Windermere today. ## The Latest Windermere vacation packages Price found within the past 48 hours. Click for updated prices. ![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort Save 100% on your flight $306 per person Jun 3 - Jun 8 found 15 hours ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8/10 Very Good! (1,820 reviews) Average resort but worth trying out. Reviewed on Mar 29, 2026 ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/f253be82_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Lakeside Hotel $400 per person May 7 - May 10 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.2/10 Very Good! (5,182 reviews) The room I stayed in was clean and comfortable. I liked the fact it had a small balcony, although I did not utilize it. Most properties I've stayed at in the past have an available electrical outlet near the bed or nightstand. Due to the apparent age of this building however, the room did not have a lot of electrical outlets, so I had to plug my phone in to charge on the floor, near the tv. Reviewed on Mar 29, 2026 ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Lakes Resort & Spa Universal Studios Area Save 100% on your flight $369 per person May 8 - May 11 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.4/10 Very Good! (5,960 reviews) The pool and accessibility to food, pool option was great and the customer service was top notch. Reviewed on Mar 31, 2026 ![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/0a149867_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Towers Resort Save 100% on your flight $395 per person Jun 16 - Jun 23 found 9 hours ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.6/10 Excellent! (1,004 reviews) grounds were not kept well - service quick, efficient. comfortable room with enjoyable in room hot tub. Reviewed on Mar 28, 2026 ![Westgate Leisure Resort](https://images.trvl-media.com/lodging/2000000/1080000/1071600/1071593/97490e64_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Leisure Resort International Drive District Save 100% on your flight $355 per person May 9 - May 15 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Orlando (MCO) 8.4/10 Very Good! (1,000 reviews) I managed to snag a last-minute room at this hotel on a bustling Saturday, and what a delightful surprise it turned out to be! The front desk guy was genuinely friendly and welcoming, and to top it off, they graciously upgraded us because our original room was undergoing renovations—talk about a winning deal! The accommodations were spotless, spacious, and truly comfortable, making the stay unforgettable. I absolutely loved the vibe of the room and will definitely be booking this place again. Already recommending it to friends—this place is a hidden gem! Reviewed on Mar 31, 2026 Don't see what you're looking for? See all available trips from Columbus to Windermere [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Windermere ![Walt Disney World® Resort](https://images.trvl-media.com/place/6034120/a6e2fb5b-4859-4b13-8673-5364decc02ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Walt Disney World® Resort 4.5/5(2,449 reviews) Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport. [](https://expedia.com/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) ![Universal Studios Florida](https://images.trvl-media.com/place/6049239/81061cd5-1210-4715-a806-d6865f85e0b2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Studios Florida 4.5/5(9,407 reviews) Thrill rides based on your favorite movies create this internationally acclaimed theme park. [](https://expedia.com/Universal-Studios-Florida-Florida-Center.d6049239.Vacation-Attraction) ![Universal Orlando Resort](https://images.trvl-media.com/place/6049239/75d545e9-4a50-4b21-9fd2-665c3f6b014f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Orlando Resort 4.5/5(4,204 reviews) Make your Florida vacation one to remember with a stay at this hotel and theme park complex. [](https://expedia.com/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) ### What to do in Windermere ![Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options](https://mediaim.expedia.com/localexpert/454609/83845a17-35d9-41e3-b805-6e10dd19a62d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options $27 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/icon-park-sea-life-aquarium.a454609.activity-details) ![LEGOLAND® Florida Tickets](https://mediaim.expedia.com/localexpert/181157/60ed688e-5b2f-40df-80f4-7ffb770fb5fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Florida Tickets $39 per traveler **86%** of travellers recommend [](https://expedia.com/things-to-do/legoland-florida-tickets.a181157.activity-details) ![Universal Orlando Resort Express Passes](https://mediaim.expedia.com/localexpert/4777911/745cf81c-4793-481e-a99e-c05d90bfee90.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Universal Orlando Resort Express Passes $288 per traveler **80%** of travellers recommend [](https://expedia.com/things-to-do/universal-orlando-resort-express-passes.a4777911.activity-details) [See all activities in Windermere](https://expedia.com/things-to-do/search?rid=6085091) ## Windermere Hotel Deals ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Grove Resort & Water Park Orlando 14501 Grove Resort Avenue Winter Garden FL $183 nightly $206 total Apr 28 - Apr 29 Total with taxes and fees 8/10 Very Good! (9,354 reviews) Booked this resort, to try something different from the usual hotel we frequently stay at when visiting Orlando. I have to admit, the photos online make this place seem like a steal for $250 a night. However, after staying there, I am not sure I would again. Came during Spring Break and it was insanely ... Reviewed on Mar 31, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F28%2F2026&endDate=4%2F29%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true®ionId=6085091) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/928976cc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Orlando International Airport 9300 Jeff Fuqua Boulevard Orlando FL Fully refundableReserve now, pay when you stay $199 nightly $224 total Apr 8 - Apr 9 Total with taxes and fees 9.4/10 Exceptional! (4,080 reviews) Yes! Excellent! Reviewed on Mar 31, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F8%2F2026&endDate=4%2F9%2F2026&selected=2754&PinnedHotelID=2754&HadPinnedHotel=true®ionId=6085091) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 8800 Vistana Centre Dr Orlando FL Fully refundableReserve now, pay when you stay $128 nightly $144 total Apr 26 - Apr 27 Total with taxes and fees 9.2/10 Wonderful! (5,057 reviews) I booked at the Sheraton Vistana as an alternative to the highly overpriced rooms being offered for the conference I attended not far away. Not only was the room we stayed in at Sheraton Vistana a fraction of the price I would’ve paid to stay at the hotel the conference was being held, it was a much ... Reviewed on Mar 31, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F26%2F2026&endDate=4%2F27%2F2026&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true®ionId=6085091) [See all 53,184 properties in Windermere](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F1%2F2026&endDate=4%2F2%2F2026®ionId=6085091) 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. ## Find the Best Windermere Vacation Packages ### Things to do near Windermere Windermere, Florida, is a fantastic destination for families and outdoor enthusiasts alike, offering a variety of activities such as golfing, shopping, and enjoying resort amenities. Visitors can explore day trips and sightseeing tours to experience the area's natural beauty and attractions. With expert guides available, you can craft the perfect itinerary to make the most of your stay in this charming community. **Shopping** For a delightful shopping experience in Windermere, visit the [Orlando International Premium Outlets](https://www.expedia.com/Orlando-International-Premium-Outlets-Florida-Center.d6154309.Vacation-Attraction), just 5 miles away, and explore a mix of entertainment and family-friendly vibes. [Pointe Orlando](https://www.expedia.com/Pointe-Orlando-International-Drive-District.d6125599.Vacation-Attraction) and the [Mall at Millenia](https://www.expedia.com/Mall-At-Millenia-Millenia.d6068697.Vacation-Attraction), both 6 miles away, offer similar attractions. If you're up for a drive, consider other local options. **Recreation** Experience the energetic atmosphere at the [Kia Center](https://www.expedia.com/Kia-Center-Paramore.d6069361.Vacation-Attraction), just 10 miles away, perfect for sports enthusiasts. Enjoy a day of golfing at [Shingle Creek Golf Course](https://www.expedia.com/Shingle-Creek-Golf-Course-Orlando.d6189614.Vacation-Attraction), 8 miles out, surrounded by nature. For family fun, visit [Pirate's Cove Adventure Golf](https://www.expedia.com/Pirates-Cove-Adventure-Golf-International-Drive-District.d6239701.Vacation-Attraction), 5 miles away, blending adventure and amusement. **Adventure** Experience the thrills at [Universal’s Volcano Bay](https://www.expedia.com/Universals-Volcano-Bay-Florida-Center.d553248633507645899.Vacation-Attraction), a vibrant waterpark 4 miles from Windermere, offering exciting water attractions for the whole family. Enjoy stunning views from [The Orlando Eye at ICON Park](https://www.expedia.com/The-Orlando-Eye-International-Drive-District.d553248621565183042.Vacation-Attraction), located 5 miles away, or unleash your competitive spirit at [Wonderworks](https://www.expedia.com/Wonderworks-International-Drive-District.d6069351.Vacation-Attraction), an arcade adventure zone 6 miles away. **Nightlife** Windermere's nightlife offers a relaxed charm with cozy bars and delightful dining. Visit the Windermere Wine & Beer Bar for a diverse selection of drinks. For a lively atmosphere, check out local restaurants featuring live music and outdoor seating, perfect for enjoying Florida's warm evenings. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Windermere Windermere, Florida, is perfect for family-friendly outdoor vacations with plenty of entertainment options. Visitors can enjoy a variety of attractions, including theme parks, scenic lakes, and golf courses. Explore Lake Windermere for a relaxing day on the water, or take advantage of the area's cultural experiences and outdoor activities. This charming destination offers something for everyone, making it an ideal spot for a memorable getaway. - **[Walt Disney World® Resort: ](https://www.expedia.com/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)** Experience the magic at one of the world's most famous theme parks. With thrilling rides, enchanting parades, and beloved characters, it's a perfect destination for family fun just 6 miles from Windermere. - **[Orange County Convention Center: ](https://www.expedia.com/Orange-County-Convention-Center-International-Drive-District.d6034972.Vacation-Attraction)** Immerse yourself in culture at this vibrant arts center, located 6 miles away. Hosting various events and exhibitions, it’s a hub for creativity and entertainment in the region. - **[Universal CityWalk: ](https://www.expedia.com/Universal-CityWalk-Florida-Center.d6154318.Vacation-Attraction)** Enjoy a lively atmosphere at this outdoor tourist precinct, only 4 miles from Windermere. With dining, shopping, and entertainment options, it’s an ideal spot for family outings and relaxation. ### Best time to go to Windermere The best time to visit Windermere can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windermere falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature in Windermere falls in January, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Average | Average | | February | 64.2°F (17.9°C) | No Rain | Mostly Sunny | Average | Average | | March | 67.5°F (19.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | April | 72.5°F (22.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | May | 77.0°F (25.0°C) | Light Rain | Mostly Sunny | Average | Average | | June | 80.8°F (27.1°C) | Light Rain | Mostly Sunny | Average | Average | | July | 82.2°F (27.9°C) | Moderate Rain | Mostly Sunny | Slightly High | Average | | August | 82.4°F (28.0°C) | Moderate Rain | Mostly Sunny | Average | Slightly Low | | September | 80.2°F (26.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly Low | | October | 75.0°F (23.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 68.2°F (20.1°C) | No Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 64.0°F (17.8°C) | No Rain | Mostly Sunny | Slightly Low | Slightly High | ### Tips to save on your trip to Windermere - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windermere. - Consider traveling to Windermere during the low season (August to September and November) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Windermere Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Orlando Intl. Airport (MCO) | | Population | 3,200 | | Max Temp Winter | 70ºF | | Max Temp Summer | 90ºF | | Top Sights | [Walt Disney World® Resort](https://www.expedia.com/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction), [Universal Orlando Resort](https://www.expedia.com/Universal-Orlando-Resort-Florida-Center.d6347698.Vacation-Attraction) and [Magic Kingdom® Park](https://www.expedia.com/Magic-Kingdom-Park-Bay-Lake.d6123797.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations 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[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Windermere vacation package cost? ### What are the cheapest months to go to Windermere? ### How many days is enough for Windermere? ### How to find the best Windermere package deals? ### Is it cheaper to book a Windermere vacation as a package? ### When to book a vacation package to Windermere? ### How to plan a trip to Windermere? > 1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Windermere. > 2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will probably be the biggest expense during your trip to Windermere. > 3. Explore Windermere with our [trip planning tool](https://www.expedia.com/why/trip-planning): Gain insights into the top attractions and best hotels for your trip to Windermere. You can also save your favorite locations, collaborate with your group and manage all your plans in one place. > 4. Work out your trip length: Consider how much time you'd like to spend exploring Windermere. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace. > 5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Windermere vacation package that brings all your bookings together. > 6. Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Windermere. Find all the incredible [things to do in Windermere](https://www.expedia.com/Things-To-Do-In-Windermere.d6085091.Travel-Guide-Activities) with our dedicated travel guide. ### Does Expedia offer Book Now, Pay Later Windermere vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Orlando Hotels ](https://www.expedia.com/Orlando-Hotels.d178294.Travel-Guide-Hotels) - [Hotels near Walt Disney World® Resort ](https://www.expedia.com/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Studios Florida ](https://www.expedia.com/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [Hotels near Isleworth Golf and Country Club ](https://www.expedia.com/Isleworth-Golf-And-Country-Club-Hotels.0-l6091123-0.Travel-Guide-Filter-Hotels) - [Hotels near Windermere Country Club ](https://www.expedia.com/Windermere-Country-Club-Hotels.0-l6189616-0.Travel-Guide-Filter-Hotels) - 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