---
title: "Weekend Getaways in Windermere, FL from $56 | Expedia"
description: "Discover the best weekend getaways in Windermere. Browse hotels and vacation deals at Expedia for a perfect short escape."
canonical: "https://www.expedia.com/tgp/lodging/theme/getaway/6085091/windermere"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T22:24:10Z
---

# Weekend getaways in Windermere
![A lakeside community with houses and boats.](https://images.trvl-media.com/place/6085091/7090f298-653b-4ae8-a3d7-158982a4a6fe.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=6085091&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Featured weekend hotel deals in Windermere

### [The Farm House - Great Location + Pet Friendly!](https://www.expedia.com/Windermere-Hotels-The-Farm-House-Great-Location-Pet-Friendly.h123529293.Hotel-Information)

![A modern kitchen with stainless steel appliances, a granite island, and a built-in oven.](https://images.trvl-media.com/lodging/124000000/123530000/123529300/123529293/9c15a961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 10976 Park Ridge Gotha Road,, Windermere, FL, 34786, US
- Location: Windermere
- Star rating: 4/5
- Price: $346 nightly (was $866), $770 total, Nov 20 - Nov 22, Total with taxes and fees

### [Rustic Hideaway - Great Location + Pet Friendly!](https://www.expedia.com/Windermere-Hotels-Rustic-Hideaway-Great-Location-Pet-Friendly.h123529295.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529300/123529295/7b19846e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 10900 Wonder Lane,, Windermere, FL, 34786, US
- Location: Windermere
- Star rating: 4/5
- Guest rating: 8/10 (Very good, 1 review)
- Price: $364 nightly (was $907), $812 total, Nov 20 - Nov 22, Total with taxes and fees

## Top Windermere Hotel Reviews

### [Holiday Inn Express & Suites, International Drive by IHG](https://www.expedia.com/Orlando-Hotels-Holiday-Inn-Express-Suites.h2302834.Hotel-Information)

![A Holiday Inn Express & Suites hotel with a prominent sign, multiple balconies, and a well-lit entrance.](https://images.trvl-media.com/lodging/3000000/2310000/2302900/2302834/7588612f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: International Drive District
- Review: Hassel free and calm stay, by Anonymous traveler, April 14, 2025, rated 10/10 Excellent

### [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://www.expedia.com/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information)

![A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bay Lake
- Review: Nice and clean hotel with good breakfast options and it’s closer to all Disney theme parks., by Bharat, December 22, 2024, rated 10/10 Excellent

### [Holiday Inn Orlando International Dr-ICON by IHG](https://www.expedia.com/Orlando-Hotels-Holiday-Inn-Orlando-International-Dr-Conv.h89687055.Hotel-Information)

![A Holiday Inn hotel with a modern design, featuring a registration area and a well-lit entrance.](https://images.trvl-media.com/lodging/90000000/89690000/89687100/89687055/12d16dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: International Drive District
- Review: This is a very nice hotel located at ICON park. Every staff member that we interacted with was friendly and helpful. The room was large and exceptionally clean. The husband thought the bed was very comfy. Lots of water pressure in the shower. Plentiful free parking. Close to many of the major Orlando attractions and a ton of restaurants within walking distance., by Julie, November 28, 2023, rated 10/10 Excellent

### [Rosen Shingle Creek](https://www.expedia.com/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information)

![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/8d65a7e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Orlando
- Review: It was stunning and pristine. Very well managed, maintained and extremely clean. Awesome amenities and restaurants. Staff was friendly and helpful. My wife and I loved it and we’re so glad we chose to stay here for our 25th anniversary., by Narciso, March 17, 2024, rated 10/10 Excellent

### [DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel](https://www.expedia.com/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.Hotel-Information)

![A modern hotel lobby with a reception desk, seating area, and a large chandelier.](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/41313b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: International Drive District
- Review: Amazing hotel, by GRACE, July 16, 2025, rated 10/10 Excellent

### [Wingate by Wyndham Convention Ctr Closest Universal Orlando](https://www.expedia.com/Orlando-Hotels-Wingate-By-Wyndham-Convention-Ctr-Closest-Universal-Orlando.h151078.Hotel-Information)

![A spacious lobby with a reception desk, leather sofas, and a large star-patterned floor design.](https://images.trvl-media.com/lodging/1000000/160000/151100/151078/6d8cf201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Florida Center
- Review: My stay in Orlando was wonderful. While the room and facilities were somewhat outdated, I appreciated the clean air and friendly service, making it a great experience overall., by Lydia, July 6, 2025, rated 10/10 Excellent

### [Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance](https://www.expedia.com/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information)

![A large hotel with multiple floors, a central courtyard, and a reflective water feature.](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/87745296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bay Lake
- Review: We had an excellent stay! The hotel is clean, modern, and very well-appointed, with comfortable rooms that made us feel right at home. Traveling with our toddler, we found everything to be exceptional—the accommodations were spacious and family-friendly. The free breakfast was a fantastic bonus, with a variety of options, including some vegan-friendly choices, which we really appreciated. The staff was welcoming and attentive, ensuring we had everything we needed for a great stay. We would..., by Nicolette, March 7, 2025, rated 10/10 Excellent

### [Kompose Boutique Resort at Theme Parks](https://www.expedia.com/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information)

![A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Kissimmee
- Review: This is a very nice resort! Everyone is friendly and professional. The restaurant serves some of the best food and cocktails that I’ve ever had. I was impressed by the size of the room, it has a walk in closet, washing machine, living room and a kitchen. This made our trip to Disney a very relaxing experience. Keep up the great work!, by Patrik, April 15, 2025, rated 10/10 Excellent

### [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.com/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information)

![An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bay Lake
- Review: Excellent hotel. Rooms are cleans and new. Staff were friendly. Breakfast is a must, a lot of different choices. Pool is awesome. They do offer transportation to the park which you have to reserve., by Joel, October 5, 2024, rated 10/10 Excellent

### [Pestana Orlando Suites - Lake Buena Vista](https://www.expedia.com/Orlando-Hotels-Pestana-Orlando-Suites-Lake-Buena-Vista.h89963011.Hotel-Information)

![A hotel room with a bed, a desk, a chair, a sofa, and a TV.](https://images.trvl-media.com/lodging/90000000/89970000/89963100/89963011/6ec3e457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Orlando
- Review: The cleanliness of the property, the rooms are cleaned daily. Whet I didn’t like was an extra charge of $175 after I have paid for my 7days stay and upon checking in I was told a service fee of $175 for the 7days I’m staying which I wasn’t informed about when I booked my stay., by Christopher, August 10, 2024, rated 10/10 Excellent

### [Hyatt House Orlando International Drive](https://www.expedia.com/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information)

![A spacious lobby with a reception desk, seating area with sofas and armchairs, and a bar area.](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/46bf8413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: International Drive District
- Review: We had a great stay at this hotel. The room was spotless, the staff was incredibly friendly, and it felt safe with 24/7 security patrolling the grounds. The air conditioning kept the room perfectly cool, and having a full kitchen was a huge plus. Highly recommend., by jordan, May 27, 2025, rated 10/10 Excellent

### [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.com/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information)

![A hotel pool area with lounge chairs and umbrellas, surrounded by palm trees and modern buildings.](https://images.trvl-media.com/lodging/28000000/27530000/27522600/27522522/0bad3378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: International Drive District
- Review: The beginning of a great stay started with Carmen at the front desk. We felt welcomed, informed and appreciated. I read reviews about the hot water, but we had no problem; the shower was great with adequate hot water. The rooms were clean and cleaned daily. The mattresses isn’t plush but I slept well. The shuttle to City Walk and Universal Studios theme parks and early entry into parks was a plus. The restaurant and Starbucks on property were convenient. The property is in a great location and..., by Tanya, June 8, 2024, rated 10/10 Excellent

### [Rosen Inn International](https://www.expedia.com/Orlando-Hotels-Rosen-Inn-International.h11308.Hotel-Information)

![A hotel with a modern design, featuring a prominent logo on the facade and a well-lit entrance.](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/7d3adb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: International Drive District
- Review: Could use a bit of an update but overall was a nice stay close to restaurants and stores if you like shopping., by Delimar, June 6, 2024, rated 10/10 Excellent

### [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.com/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information)

![A pool area with people swimming and relaxing.](https://images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Florida Center
- Review: Close to Universal, walkable but also had plenty of transportation options. Property was clean and stay was friendly., by cynthia, March 6, 2025, rated 10/10 Excellent

### [Drury Plaza Hotel Orlando - Disney Springs Area](https://www.expedia.com/Orlando-Hotels-Drury-Plaza-Hotel-Orlando-Lake-Buena-Vista.h24103.Hotel-Information)

![A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.](https://images.trvl-media.com/lodging/1000000/30000/24200/24103/6af5b762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Lake Buena Vista
- Review: Great place to stay, by Amy Dawn, May 26, 2025, rated 10/10 Excellent

### [SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista](https://www.expedia.com/Orlando-Hotels-SpringHill-Suites-By-Marriott-Orlando-Theme-ParksLake-Buena-Vista.h23412221.Hotel-Information)

![A modern indoor patio with a fire pit table, seating, a bar area, and large windows.](https://images.trvl-media.com/lodging/24000000/23420000/23412300/23412221/ad59e7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Orlando
- Review: Great place to stay. Did not like to pay for parking., by Afrolin, June 29, 2026, rated 10/10 Excellent

### [Candlewood Suites Orlando - Lake Buena Vista by IHG](https://www.expedia.com/Orlando-Hotels-Candlewood-Suites-Orlando-Lake-Buena-Vista.h35516849.Hotel-Information)

![A multi-story hotel with a modern facade, featuring a prominent logo at the top.](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/b99c8855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Orlando
- Review: Great stay close to Disney springs and everything else., by Venessa, June 8, 2025, rated 10/10 Excellent

### [City Express by Marriott Orlando International Drive](https://www.expedia.com/Orlando-Hotels-Comfort-Inn-Suites-Near-Universal-Orlando-Resort-Convention-Ctr.h543949.Hotel-Information)

![A hotel room with a sofa, two beds, a table, and a view of buildings.](https://images.trvl-media.com/lodging/1000000/550000/544000/543949/8e719a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: International Drive District
- Review: The staff was outstanding while having a completely full houe during hurricane Milton, by Stephen, October 10, 2024, rated 10/10 Excellent

## Find out more about Windermere

##### Weekend Getaways in Windermere

Weekend getaways in Windermere are a popular short-break option for couples, solo travelers, and groups of friends looking to relax, explore, or enjoy a change of scenery without extensive planning. Couples can enjoy relaxed experiences such as dining, scenic walks, or cultural activities, while solo travelers can explore flexible itineraries that balance sightseeing and downtime. If its a group trip, explore social, entertainment-focused experiences that fit into a short trip. Weekend travel generally peaks on Friday and Saturday nights, with a slightly quieter pace on Sundays, making it an ideal window for quick, refreshing breaks.

##### Reasons to book a Weekend Getaway in Windermere

Weekend getaways in Windermere are a popular short-break option that offer a simple way to recharge, break from routine, and make the most of limited time, providing the chance to experience a new place without needing extended time off work or other commitments.

##### Where to stay in Windermere

For a 2–3 day stay in Windermere, the best areas are usually those that keep you close to key attractions and transport links so you can make the most of a short visit. Central neighborhoods are ideal for easy access to landmarks, dining, and nightlife, while waterfront or scenic districts offer a more relaxed break with memorable views. Well-connected areas near major train stations or airports are also practical choices, making it simple to move around efficiently without wasting time on travel.

Different neighborhoods can also suit different travel styles. Central and entertainment-focused areas often work well for couples looking for a mix of dining and a lively center, while solo travelers may prefer well-connected districts that offer convenience and flexibility. Group travelers often benefit from busy areas with plenty of entertainment, shared activities, and larger hotel options. Choosing the right neighborhood in Windermere helps balance convenience, comfort, and experience for a well-rounded short stay.

##### Top amenities for a weekend stay in Windermere

When choosing a weekend stay in Windermere on Expedia, look for essentials like fast Wi-Fi, flexible check-in and check-out, and easy transport access to help you make the most of a short trip, along with comfortable bedding, climate control, and quiet rooms for proper rest between plans. Added conveniences such as on-site dining, breakfast options, and 24-hour reception can streamline your stay, while features like gyms, spas, or pools add extra value for a more relaxing break. Flexible cancellation is also helpful for keeping your weekend plans stress-free and adaptable, making it easier to enjoy a smooth, well-paced stay in Windermere.

##### Best hotel types for Weekend Getaways in Windermere

Central hotels and boutique hotels are popular choices for weekend getaways in Windermere, offering easy access to attractions, dining, and local experiences. City hotels in well-connected areas are ideal for convenience, with transport links that make it easy to get around. For a more relaxed pace, residential or quieter neighborhoods provide a calmer stay while still keeping the city within easy reach. Full-service hotels are also a strong option for groups, with flexible room setups and amenities that support shared, short stays.

##### Best time to go for a Weekend Getaway in Windermere

The best time for a weekend getaway in Windermere is usually during shoulder seasons, when weather conditions are pleasant and areas are less filled with tourists, creating a more relaxed travel experience. Weekends outside major holidays and local events also tend to offer a better balance of availability and comfort, making it easier to enjoy the destination at a comfortable pace.

In terms of booking, confirming a stay a few weeks in advance often provides the best choice of hotels and locations, while more flexible travelers may still find good options closer to the weekend during quieter periods. Friday and Saturday nights are typically the most popular, so planning around slightly less busy weekends or adding a Sunday night can sometimes improve both value and availability.

##### Tips to save on a weekend getaway in Windermere

1. Travel during quieter weekends
Choosing weekends outside major holidays, events, or peak travel periods in Windermere can often lead to better rates and more availability across a wider range of hotels.
2. Stay slightly outside the main areas
Hotels in well-connected but less central neighborhoods are often more affordable, while still keeping attractions and dining within easy reach.
3. Be flexible with hotel type and room choice
Opting for standard rooms or business and city hotels instead of premium or boutique stays can help reduce costs without sacrificing comfort.
4. Compare package deals for better value
Weekend getaway packages that bundle hotel stays with flights can often provide better overall value than booking each element separately.

##### Why book with Expedia?

Booking your hotel on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence. Join our One Key™ travel rewards program to unlock additional savings. It's free to join.

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