A sunset over a calm lake with vibrant orange and blue skies.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

A modern bathroom with a large vanity, a mirror, and a sink. There are towels and toiletries on the counter.

1. The Guest Suite

The Guest Suite
Windsor
10.0 out of 10, Exceptional, (29 reviews)
"Great property and location!!"
United States
Theresa W.
$177 nightly
The price is $188
Oct 20 - Oct 21
Total with taxes and fees
The Guest Suite
A golf course with a water body, buildings, and a distant town.

2. Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
$325 nightly
The price is $334
Oct 21 - Oct 22
Total with taxes and fees
Walnut Street Retreat Downtown, Dog Friendly
A golf course with a water body, buildings, and a distant town.

3. Walnut Street Retreat | Downtown, Dog Friendly

Walnut Street Retreat | Downtown, Dog Friendly
Windsor
10.0 out of 10, Exceptional, (2 reviews)
"House was very cute inside. Very clean. Close to everything we wanted to do on Main Street in Windsor. Communication with hostess was wonderful. She kept us informed about a parade that would be coming down the street and how best to navigate the traffic. Will definitely plan to rent from her again!"
United States
Tracy W.
$319 nightly
The price is $328
Oct 19 - Oct 20
Total with taxes and fees
Walnut Street Retreat | Downtown, Dog Friendly
A cozy living room with a fireplace, a sofa, a chair, and a rug.

4. Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!

Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
Windsor
9.6 out of 10, Exceptional, (33 reviews)
"Great spot for our family of 6! Within 1 - 1.5 hours of everything we wanted to see and do and at a great price!Would recommend!"
United States
Andrew V.
$484 nightly
The price is $497
Oct 25 - Oct 26
Total with taxes and fees
Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
A hotel room with a bed, bedside lamps, a window with curtains, and two abstract paintings on the wall.

5. Palisade Mountain Retreat | Gather & Unwind

Palisade Mountain Retreat | Gather & Unwind
Windsor
$511 nightly
The price is $523
Oct 28 - Oct 29
Total with taxes and fees
Palisade Mountain Retreat | Gather & Unwind
A golf course with a water body, buildings, and a distant town.

6. Windsor Farmhouse | Family Fun, Yard & Fireplace

Windsor Farmhouse | Family Fun, Yard & Fireplace
Windsor
10.0 out of 10, Exceptional, (11 reviews)
"Home wss warm and cozy!!Neighborhood was quiet and safe. Peaceful and convenient. Great Beds"
United States
Melissa B.
$486 nightly
The price is $499
Oct 20 - Oct 21
Total with taxes and fees
Windsor Farmhouse | Family Fun, Yard & Fireplace
A spacious living room with a high ceiling, large windows, and a ceiling fan.

7. Charming Getaway, Walk to Windsor Lake & Downtown!

Charming Getaway, Walk to Windsor Lake & Downtown!
3.0 star property
Windsor
10.0 out of 10, Exceptional, (3 reviews)
"Great place"
United States
JASON
$561 nightly
The price is $598
Oct 20 - Oct 21
Total with taxes and fees
Charming Getaway, Walk to Windsor Lake & Downtown!
A spacious living room with a high ceiling, large windows, and a ceiling fan.

8. Charming Getaway, Walk to Windsor Lake & Downtown!

Charming Getaway, Walk to Windsor Lake & Downtown!
Windsor
10.0 out of 10, Exceptional, (82 reviews)
"We had a great stay. The home was lovely, comfortable and fit our needs perfectly. Great location near downtown Windsor Host was helpful and responsive. "
United States
Ellen A.
$575 nightly
The price is $613
Oct 20 - Oct 21
Total with taxes and fees
Charming Getaway, Walk to Windsor Lake & Downtown!
A golf course with a water body, buildings, and a distant town.

9. Oak Haus | Group Stay w/ Fenced Yard & Game Room

Oak Haus | Group Stay w/ Fenced Yard & Game Room
Windsor
10.0 out of 10, Exceptional, (2 reviews)
"Location was perfect for us for a family reunion centered nearby."
United States
Gwendolyn N.
$470 nightly
The price is $483
Oct 20 - Oct 21
Total with taxes and fees
Oak Haus | Group Stay w/ Fenced Yard & Game Room
A two-story house with a porch, a tower, and a fenced yard.

10. Porter House Victorian | Hot tub & King Suite

Porter House Victorian | Hot tub & King Suite
Windsor
$410 nightly
The price is $437
Oct 22 - Oct 23
Total with taxes and fees
Porter House Victorian | Hot tub & King Suite
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

11. Family-Friendly Townhome ~ 2 Mi to Windsor Lake!

Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
Windsor
9.8 out of 10, Exceptional, (30 reviews)
"The house was immaculate when we arrived. It had ample space for our family of 5. Located in a lovely neighborhood walking distance to the lake. Plenty of great restaurants nearby."
United States
Kathleen
$624 nightly
The price is $665
Oct 19 - Oct 20
Total with taxes and fees
Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
A golf course with a water body, buildings, and a distant town.

12. Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
$555 nightly
The price is $570
Nov 11 - Nov 12
Total with taxes and fees
Downtown Windsor Home With Hot Tub & Pool Table
A golf course with a water body, buildings, and a distant town.

13. Downtown Windsor Home with Hot Tub & Pool Table

Downtown Windsor Home with Hot Tub & Pool Table
Windsor
9.8 out of 10, Exceptional, (27 reviews)
"As advertised ... nice place/clear communication/no surprises."
United States
John T.
$557 nightly
The price is $572
Nov 11 - Nov 12
Total with taxes and fees
Downtown Windsor Home with Hot Tub & Pool Table
A water park with a winding water slide, multiple pools, and outdoor seating areas.

14. The Wandering Key | Gather & Unwind, Sleeps 14

The Wandering Key | Gather & Unwind, Sleeps 14
Windsor
10.0 out of 10, Exceptional, (5 reviews)
"Great location!"
United States
Nikki P.
$757 nightly
The price is $783
Nov 18 - Nov 19
Total with taxes and fees
The Wandering Key | Gather & Unwind, Sleeps 14
A golf course with a water body, buildings, and a distant town.

15. NEW! Family-friendly Home w/ Pool Table, King Beds

NEW! Family-friendly Home w/ Pool Table, King Beds
Windsor
9.8 out of 10, Exceptional, (16 reviews)
"Great space for our family, very clean. Safe neighborhood. Will stay again. "
United States
Kari H.
$658 nightly
The price is $677
Oct 19 - Oct 20
Total with taxes and fees
NEW! Family-friendly Home w/ Pool Table, King Beds
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

16. Family-friendly Townhome ~ 2 Mi to Windsor Lake!

Family-friendly Townhome ~ 2 Mi to Windsor Lake!
3.5 star property
Windsor
8.8 out of 10, Excellent, (3 reviews)
"Our stay was absolutely fantastic. The house was impeccably clean, which my OCD LOVED. This house was exactly as described. It truly was a home away from home. Everyone kept commenting on how much they loved the kitchen and the space. The hosts were very responsive, and provided all the necessities of home. "
United States
Kenzey
$609 nightly
The price is $649
Oct 19 - Oct 20
Total with taxes and fees
Family-friendly Townhome ~ 2 Mi to Windsor Lake!
A golf course with a water body, buildings, and a distant town.

17. New! Family-friendly Home w/ Pool Table, King Beds

New! Family-friendly Home w/ Pool Table, King Beds
4.0 star property
Windsor
$662 nightly
The price is $681
Oct 20 - Oct 21
Total with taxes and fees
New! Family-friendly Home w/ Pool Table, King Beds
A water park with a winding water slide, multiple pools, and outdoor seating areas.

18. The Wandering Key Gather & Unwind, Sleeps 14

The Wandering Key Gather & Unwind, Sleeps 14
3.5 star property
Windsor
$799 nightly
The price is $827
Nov 18 - Nov 19
Total with taxes and fees
The Wandering Key Gather & Unwind, Sleeps 14
A golf course with a water body, buildings, and a distant town.

19. Oak Haus Group Stay w/ Fenced Yard & Game Room

Oak Haus Group Stay w/ Fenced Yard & Game Room
3.5 star property
Windsor
$467 nightly
The price is $480
Oct 20 - Oct 21
Total with taxes and fees
Oak Haus Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

20. Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
$512 nightly
The price is $527
Oct 20 - Oct 21
Total with taxes and fees
Windsor Farmhouse Family Fun, Yard & Fireplace
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

Wingate by Wyndham Loveland

Wingate by Wyndham Loveland

8/10 Good
"Room was clean, Breakfast Potatoes were the best. Nice and crispy. Check in and out was easy. Stayed for 3 nights. Very close to the freeway and places to eat."
Daniel 3-night trip
Posted 1 hour ago
Wingate by Wyndham Loveland

Find out more about Windsor

Windsor B&B information

Number of reviews
210
Accommodation
1 B&B
Lowest Price
$188
Highest Price
$827

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal from $188 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windsor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Windsor?
The best time to book a B&B in Windsor is during the vibrant summer months of June through August. This peak season attracts travelers eager to savor the area's stunning landscapes and partake in various outdoor activities. With warm temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, visitors can enjoy leisurely strolls along the picturesque waterfront or explore the charming local parks.

July stands out as the most popular month, buzzing with events and community activities that showcase Windsor's lively spirit. You'll find an array of festivals, farmers' markets, and opportunities for alfresco dining, all contributing to a delightful atmosphere great for family vacations or romantic getaways.

For those looking for a more budget-friendly option, October presents a wonderful alternative. This month offers a serene escape, allowing visitors to enjoy the stunning fall foliage without the crowds. The crisp air and beautiful autumn colors create a picturesque setting for leisurely hikes or scenic drives, making it an excellent time for a peaceful retreat.
What is the difference between a Windsor Bed & Breakfast and a hotel?
Every Windsor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windsor B&Bs.

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