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Our top choices for Windsor hotels

1. Best Western Waldo Inn and Suites

Best Western Waldo Inn and Suites
2.5 star property
Waldo
8.8 out of 10, Excellent, (1,001 reviews)
"The breakfast area was clean. Enjoyed the wide selection of food."
United States
Jeanne
The price is £78
includes taxes & fees
2 Jul - 3 Jul
Best Western Waldo Inn and Suites

2. Soho Inn Waldo

Soho Inn Waldo
2.0 star property
Waldo
4.4 out of 10, (33 reviews)
"Was able to get checked in"
United States
Brandie
The price is £46
includes taxes & fees
21 Jun - 22 Jun
Soho Inn Waldo

3. Gator Town Inn

Gator Town Inn
2.0 star property
Gainesville
7.6 out of 10, Good, (910 reviews)
"Excellent rooms and helpful customer service"
United States
Carlos
The price is £46
includes taxes & fees
21 Jun - 22 Jun
Gator Town Inn

4. Travelodge by Wyndham Gainesville

Travelodge by Wyndham Gainesville
2.5 star property
Gainesville
7.6 out of 10, Good, (251 reviews)
"The place was good and clean."
United States
Rafael
The price is £47
includes taxes & fees
22 Jun - 23 Jun
Travelodge by Wyndham Gainesville

5. Depot Village

Depot Village
2.0 star property
Gainesville
9.6 out of 10, Exceptional, (151 reviews)
"It was a great stay"
United States
Trisha
The price is £98
includes taxes & fees
21 Jun - 22 Jun
Depot Village

6. Drury Inn & Suites Gainesville

Drury Inn & Suites Gainesville
3.0 star property
Gainesville
9.6 out of 10, Exceptional, (1,477 reviews)
"Fantastic stay!!"
United States
Jim
The price is £89
includes taxes & fees
3 Jul - 4 Jul
Drury Inn & Suites Gainesville

7. Sleep Inn & Suites University/Shands

Sleep Inn & Suites University/Shands
2.5 star property
Gainesville
8.8 out of 10, Excellent, (1,222 reviews)
"Great stay good staff decent breakfast"
United States
Ricara
The price is £68
includes taxes & fees
28 Jun - 29 Jun
Sleep Inn & Suites University/Shands

8. Super 8 by Wyndham Gainesville I-75 Hospital University Area

Super 8 by Wyndham Gainesville I-75 Hospital University Area
2.0 star property
Gainesville
7.6 out of 10, Good, (1,015 reviews)
"Really nice accomodations, loved the breakfast!!"
United States
Pamela
The price is £47
includes taxes & fees
27 Jun - 28 Jun
Super 8 by Wyndham Gainesville I-75 Hospital University Area

9. La Quinta by Wyndham Gainesville

La Quinta by Wyndham Gainesville
3.0 star property
Gainesville
9.0 out of 10, Wonderful, (1,248 reviews)
"Found a helpful staff, clean rooms, breakfast was great and a well maintained pool and property."
United States
Melanie
The price is £80
includes taxes & fees
12 Jul - 13 Jul
La Quinta by Wyndham Gainesville

10. Hawthorne Angler's Cabin w/ Lake + Dock Access!

Hawthorne Angler's Cabin w/ Lake + Dock Access!
3.0 star property
Hawthorne
The price is £224
includes taxes & fees
22 Jun - 23 Jun
Hawthorne Angler's Cabin w/ Lake + Dock Access!

11. Yearling Restaurant and Cabins

Yearling Restaurant and Cabins
2.5 star property
Hawthorne
9.2 out of 10, Wonderful, (209 reviews)
"The Yearling Cabins are somewhat remote. I planned my stay around a guided tour at the Marjorie Kinnan Rawlings State park and dining at the Yearling Restaurant."
United States
Sarah
The price is £118
includes taxes & fees
21 Jun - 22 Jun
Yearling Restaurant and Cabins

12. Blue Sky Manor

Blue Sky Manor
2.0 star property
Interlachen
8.0 out of 10, Very good, (43 reviews)
"Mike was a friendly host and even went the extra mile to provide a gluten free breakfast goodie. The home is set in a quiet and peaceful neighborhood. And the room was charming with a very comfortable bed."
United States
Loretta Jane
The price is £92
includes taxes & fees
1 Jul - 2 Jul
Blue Sky Manor

13. Sweetwater Branch Inn

Sweetwater Branch Inn
3.5 star property
Gainesville
9.6 out of 10, Exceptional, (1,009 reviews)
"Breakfast and total stay was perfect "
United States
Ricky
The price is £94
includes taxes & fees
21 Jun - 22 Jun
Sweetwater Branch Inn

14. Country Inn & Suites by Radisson, Gainesville, FL

Country Inn & Suites by Radisson, Gainesville, FL
3.0 star property
Gainesville
9.2 out of 10, Wonderful, (1,906 reviews)
"Great place to stay!!"
United States
Eddie
The price is £79
includes taxes & fees
7 Jul - 8 Jul
Country Inn & Suites by Radisson, Gainesville, FL

15. Comfort Suites Gainesville near University

Comfort Suites Gainesville near University
2.5 star property
Gainesville
9.2 out of 10, Wonderful, (1,382 reviews)
"A great stay"
United States
Pamela
The price is £87
includes taxes & fees
14 Jul - 15 Jul
Comfort Suites Gainesville near University

16. Gainesville Lodge

Gainesville Lodge
2.0 star property
Gainesville
8.4 out of 10, Very good, (51 reviews)
"Great location and accommodations. "
United States
Paris
The price is £73
includes taxes & fees
6 Jul - 7 Jul
Gainesville Lodge

17. Red Roof Inn PLUS+ Gainesville

Red Roof Inn PLUS+ Gainesville
2.5 star property
Gainesville
7.4 out of 10, Good, (1,319 reviews)
"Decent room for the price."
United States
Desiree
The price is £53
includes taxes & fees
5 Jul - 6 Jul
Red Roof Inn PLUS+ Gainesville

18. Hampton Inn Gainesville

Hampton Inn Gainesville
2.5 star property
Gainesville
8.8 out of 10, Excellent, (1,003 reviews)
"Very convenient to nearby restaurants and shopping."
United States
Paula
The price is £76
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Gainesville

19. University Inn Gainesville

University Inn Gainesville
2.0 star property
Gainesville
6.4 out of 10, (140 reviews)
"Cold A/C The hotel was an old Days Inn that has new owners they seem to be upgrading the entire property. Should be a real nice place to stay in the future"
United States
Stanley
The price is £49
includes taxes & fees
22 Jun - 23 Jun
University Inn Gainesville

20. HOM Hotel Gainesville, SureStay Collection by Best Western

HOM Hotel Gainesville, SureStay Collection by Best Western
2.5 star property
Gainesville
8.6 out of 10, Excellent, (1,988 reviews)
The price is £54
includes taxes & fees
22 Jun - 23 Jun
HOM Hotel Gainesville, SureStay Collection by Best Western
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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Top Windsor Hotel Reviews

More cheap stays in Windsor

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor, Florida, is within the private community itself, as it's a self-contained, high-end residential and resort area.

Windsor is a meticulously planned, exclusive community designed for those seeking privacy and top-tier amenities. It's characterised by its elegant, British Colonial-inspired architecture and lush, manicured landscapes. The community is centred around its private beach club, golf course, and various recreational facilities, all accessible to residents and their guests. You'll find a mix of luxury homes and a boutique hotel within its boundaries.

Couples looking for a refined and relaxing escape will find Windsor ideal. The emphasis here is on tranquil surroundings, high-quality dining, and access to activities like golf, tennis, and a private beach without the crowds. It's a place where you can enjoy leisurely days by the ocean or on the greens, followed by a quiet, gourmet meal.

For families, Windsor offers a structured yet luxurious environment. Children's activities are thoughtfully provided, often including supervised programmes and dedicated play areas.
When is the best time to go to Windsor?
The best time to go to Windsor, Florida, is between November and May, when the weather is at its most pleasant.

During these months, you'll experience comfortable temperatures, typically ranging from the low 20s to high 20s Celsius (70s to 80s Fahrenheit). This is ideal for enjoying all the outdoor activities Windsor and the surrounding area have to offer, such as golf, tennis, and simply relaxing by the pool or on the beach. You'll find less humidity and a lower chance of rain, making for a consistently enjoyable trip.

For those planning a longer stay or looking to make the most of the facilities, this period offers the best conditions without the intense heat and humidity of the summer months.
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?
Members always get our best prices. Find our best Windsor hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £46 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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