Top 10 Hotels in Windsor, FL (from $58) 2026 - Competitive Prices

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Our top choices for Windsor hotels

A swimming pool with a metal ladder, surrounded by a white fence and green chairs.

1. Best Western Waldo Inn and Suites

Waldo

Sarah

$84 nightly

Nov 5 - Nov 6

Total with taxes and fees

A hotel lobby with a wooden floor, a chandelier, a ceiling fan, a reception desk, and a wall-mounted information board.

2. Gator Town Inn

Gainesville

Katherine

$58 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a large window.

3. Comfort Suites Gainesville near University

Gainesville

Maricarmen

$79 nightly

Nov 27 - Nov 28

Total with taxes and fees

A modern building with a unique facade featuring a grid of colorful panels.

4. Depot Village

Gainesville

Leslie

$128 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern hotel with a prominent 'La Quinta' sign, a covered entrance, and a well-maintained outdoor area with a parking lot.

5. La Quinta by Wyndham Gainesville

Gainesville

Jell

$96 nightly

Oct 29 - Oct 30

Total with taxes and fees

A hotel room with a bed, bedside tables, a TV, a window with curtains, and a wall with artwork.

6. Sleep Inn & Suites University/Shands

Gainesville

Rose

$85 nightly

Nov 18 - Nov 19

Total with taxes and fees

A spacious lobby with a sectional sofa, a wooden cabinet, and a television mounted on the wall.

7. Drury Inn & Suites Gainesville

Gainesville

Michael

$105 nightly

Nov 26 - Nov 27

Total with taxes and fees

An outdoor seating area with wicker furniture and a central fire feature.

8. Hotel Indigo Gainesville-Celebration Pointe by IHG

Gainesville

Dalton

$102 nightly

Nov 22 - Nov 23

Total with taxes and fees

A multi-story hotel with a sign reading "Woodspring Suites." There are trees in front of the building, and a parking lot with cars.

9. WoodSpring Suites Gainesville I-75

Gainesville

Willie

$67 nightly

Oct 29 - Oct 30

Total with taxes and fees

A poolside area with a fire pit, lounge chairs, and a glass of wine.

10. Hyatt Place Gainesville Downtown

Downtown Gainesville

Misak

$98 nightly

Nov 9 - Nov 10

Total with taxes and fees

11. HOM Hotel Gainesville, SureStay Collection by Best Western

Gainesville

Jenna

$72 nightly

Nov 4 - Nov 5

Total with taxes and fees

A hotel room with a wooden headboard, a bed with white bedding, and three paintings of a pier and sunset.

12. Days Inn by Wyndham Gainesville Hospital/University Area

Gainesville

Marco

$51 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern hotel lobby with a curved ceiling, a central seating area with a sofa and ottoman, a bar area, and a dining space with chairs and tables.

13. SpringHill Suites by Marriott Gainesville

Gainesville

Hoang

$89 nightly

Nov 2 - Nov 3

Total with taxes and fees

A multi-story hotel with a central entrance, palm trees, and a clear sky.

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

Gainesville

Tricia

$88 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a sofa, coffee table, and TV. There is a desk with a computer and a chair. The room has wooden flooring and a patterned rug.

15. Quality Inn Gainesville I-75

Gainesville

Shashi

$72 nightly

Nov 18 - Nov 19

Total with taxes and fees

A Courtyard by Marriott hotel with a covered entrance, outdoor seating, and a well-lit facade.

16. Courtyard by Marriott Gainesville FL

Gainesville

Jvotric

$84 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern hotel with a flat roof, multiple floors, and a prominent 'aloft' sign.

17. Aloft by Marriott Gainesville University Area

Gainesville

Esteban

$87 nightly

Nov 23 - Nov 24

Total with taxes and fees

A hotel lobby with a seating area, a sofa, a table, and a lamp.

18. Hampton Inn & Suites Gainesville Downtown University

Downtown Gainesville

Graziella

$91 nightly

Nov 26 - Nov 27

Total with taxes and fees

A balcony with a table and chairs, a glass door, and a view of the sky.

19. The Reitz Union Hotel

Gainesville

$107 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern bar area with a long counter, green bar stools, and a television displaying a golf game.

20. Fairfield Inn & Suites by Marriott Gainesville I-75

Gainesville

Robert

$119 nightly

Nov 1 - Nov 2

Total with taxes and fees

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Top Windsor Hotel Reviews

Best Western Gateway Grand

10/10 Excellent

"Lovely stay. Clean, quiet and pleasant with all the amenities"

Sleep Inn & Suites University/Shands

8/10 Good

"They gave us an ADA accessible room (which we don't need) without asking if that was okay with us. We requested a different room but were told there was no other room available. Because of that, our bathroom mirror was a bit too low for us. My husband had to bend down to see his face in the mirror. They should put a larger taller mirror there that can work for both disabled and non-disabled people. Also the light fixture above the mirror was off center and too low. That didn't affect functionality of the bathroom but it looked strange and not aesthetically pleasing. The breakfast room was clean and there were plenty of tables and choices but I didn't feel there were any very healthy options. Fruity yogurts with added sugar, tiny boxed cereals, scrambled eggs, sausage, toast, bagels and a make your own waffle station with several topping options. Also juice and coffee and a few fresh fruits. We took some apples to go to eat later for snacks. We took some apples to go to eat later for snacks and they were delicious apples. L We didn't use the pool, it looked okay but pretty basic. Cookies, coffee, tea, and popcorn in the lobby was a nice amenity when we returned at the end of our long days. The elevator is slow and our key cards had to be scanned in the door lock anywhere from 4 to 8 times, every time, in order to work. The first time this happened we thought they were programmed wrong so went back to the front desk. Overall the staff were kind, friendly and helpful."

Red Roof Inn PLUS+ Gainesville

10/10 Excellent

"Surprisingly good facility! Efficient and friendly front desk. Room was very nice. First time traveling with a pet, so received a "pet friendly" room, no carpet and nice area near a wall for our doggy bed. Quiet even though the Interstate was about 100 yards from the window. We often stay with Red Roof, and this was probably the nicest one we have stayed at."

More cheap stays in Windsor

Red Roof Inn PLUS+ Gainesville

3500 Southwest 42nd St Gainesville FL

$58 nightly

$66 total

Nov 1 - Nov 2

Total with taxes and fees

Hotels in Windsor with star-rating

Frequently asked questions

Where is the best place for a stay in Windsor?

Drury Inn & Suites Gainesville, located 12 mi (19.4 km) from the heart of Windsor, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Sleep Inn & Suites University/Shands and Country Inn & Suites by Radisson, Gainesville, FL. See all available top hotels, or vacation rentals in Windsor.

What's the top vacation rental in Windsor?

Private Resort-Style Oasis, Pool, Lanai & Court – Backyard Paradise w/ BBQ: Visitors like this Windsor vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. See all vacation rentals in Windsor.

If I need to cancel my hotel reservation in Windsor, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

Where can I learn more about changing or cancelling my trip to Windsor?

For more details about picking new dates or cancelling your trip to Windsor, head over to our customer service page.

How is it to stay in Windsor?

Visitors to Windsor are sure to find plenty to explore and enjoy. There are 917 hotels and other accommodations in the surrounding area. Find out more about Windsor.

What should I do while I'm visiting Windsor?

Places to visit in the wider area include Santa Fe Lake, Gainesville Raceway, and Ben Hill Griffin Stadium. You'll also find Stephen C. O'Connell Center and University of Florida Bat Houses in the area. Check out what more to see and do in Expedia's Windsor guide.

What's the weather like in Windsor?

The hottest months are usually July and August with an average temp of 80°F, while the coldest months are January and February with an average of 60°F. Average annual precipitation for Windsor is 49 inches.

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Find hotels in Windsor, FL from $58

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Our top choices for Windsor hotels

1. Best Western Waldo Inn and Suites

2. Gator Town Inn

3. Comfort Suites Gainesville near University

4. Depot Village

5. La Quinta by Wyndham Gainesville

6. Sleep Inn & Suites University/Shands

7. Drury Inn & Suites Gainesville

8. Hotel Indigo Gainesville-Celebration Pointe by IHG

9. WoodSpring Suites Gainesville I-75

10. Hyatt Place Gainesville Downtown

11. HOM Hotel Gainesville, SureStay Collection by Best Western

12. Days Inn by Wyndham Gainesville Hospital/University Area

13. SpringHill Suites by Marriott Gainesville

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

15. Quality Inn Gainesville I-75

16. Courtyard by Marriott Gainesville FL

17. Aloft by Marriott Gainesville University Area

18. Hampton Inn & Suites Gainesville Downtown University

19. The Reitz Union Hotel

20. Fairfield Inn & Suites by Marriott Gainesville I-75

Top Windsor Hotel Reviews

Best Western Gateway Grand

More cheap stays in Windsor

Red Roof Inn PLUS+ Gainesville

Hotels in Windsor with star-rating

Frequently asked questions

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