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Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Winchester bed & breakfast

Exterior
Idyllwild Bunkhouse

Idyllwild Bunkhouse

Idyllwild Bunkhouse
3.0 star property
Idyllwild
8.8 out of 10, Excellent, (1001)
"Staff was friendly and helpful! Great location. "
United States
Sandra
$89 nightly
The price is $98
Dec 17 - Dec 18
Total with taxes and fees
Idyllwild Bunkhouse
View from property
Inn at Churon Winery

Inn at Churon Winery

Inn at Churon Winery
4.0 star property
Valle De Los Caballos
9.6 out of 10, Exceptional, (1001)
"Nice views, clean rooms, great service, good breakfast "
United States
Xiomara
$180 nightly
The price is $202
Dec 15 - Dec 16
Total with taxes and fees
Inn at Churon Winery
Exterior
Domaine Chardonnay

Domaine Chardonnay

Domaine Chardonnay
4.0 star property
Valle De Los Caballos
10.0 out of 10, Exceptional, (17)
"Beautiful and peaceful stay. Super comfy bed, wonderful amenities, lovely vineyard views and delicious home made breakfast. "
United States
Lauren
$329 nightly
The price is $369
Dec 15 - Dec 16
Total with taxes and fees
Domaine Chardonnay
Exterior
Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring

Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring

Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring
Valle De Los Caballos
10.0 out of 10, Exceptional, (9)
"This property is a stunning first class experience for a person or couple that appreciates amazing Decour breathtaking views and fine linens it’s a very peaceful experience.. A special retreat and will be back again."
United States
HollyCollins
$486 nightly
The price is $538
Dec 15 - Dec 16
Total with taxes and fees
Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring
Property grounds
Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring

Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring

Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring
Valle De Los Caballos
10.0 out of 10, Exceptional, (4)
"We stayed here for a wedding/boyfriend’s birthday and it was amazing. Very private and beautiful view. Would recommend!"
United States
Diana H.
$377 nightly
The price is $417
Dec 15 - Dec 16
Total with taxes and fees
Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring
Smart TV, fireplace
Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring

Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring

Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring
Valle De Los Caballos
10.0 out of 10, Exceptional, (6)
"Wonderful experience."
United States
tim c.
$584 nightly
The price is $646
Dec 15 - Dec 16
Total with taxes and fees
Domaine Chardonnay, one of Temecula Wine Country's premier residential properties, is an exclusive, privately operating, winery estate Bed & Breakfast with 3 beautifully appointed, independent guest suites for overnight accommodations, each featuring
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 Winchester Hotel Reviews

Hotel Xola

Hotel Xola

10/10 Excellent
"All of the above, from the room to the staff it was just all around a great stay at Hotel Xola and I would definitely stay here again."
Alfonso 1-night trip
Posted 1 day ago
Hotel Xola

Find out more about Winchester

Winchester B&B information

Number of reviews
2,025
Accommodation
9 B&B
Lowest Price
$98
Highest Price
$646

Frequently asked questions

What is the nightly rate for a B&B in Winchester?
Prices for B&Bs in Winchester often vary, but you can find a great deal from $98 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winchester 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 B&B in Winchester?
The best time to book a B&B in Winchester is during the peak season from April to June, when the weather is pleasantly warm and outdoor activities flourish. This time frame is particularly popular among visitors who appreciate the area's rich history and vibrant arts scene, making it an ideal backdrop for sightseeing and leisurely exploration.

With temperatures typically ranging from the upper 50s to mid-80s Fahrenheit, visitors can comfortably stroll through the scenic historic downtown, visit local wineries, or enjoy the beauty of the surrounding countryside. The stunning blooms of spring add an extra layer of charm, making it a great time for outdoor festivities and events.

May stands out as the most popular month to visit Winchester, as it often features a variety of local events and festivals that showcase the community's culture. This month is bustling with energy, attracting both adventure seekers and those looking to unwind in a picturesque setting.

For travelers seeking a more budget-friendly experience, November offers a quieter alternative. While the weather is cooler, with temperatures dropping to the 30s and 40s Fahrenheit, this month allows for peaceful explorations of the area's historical sites and cozy indoor activities, all while enjoying the tranquility of the off-peak season.
What is the difference between a Winchester Bed and Breakfast and a hotel?
Every Winchester 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 Winchester B&Bs.

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