Book Winchester Bed & Breakfast

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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 5 B&B in Winchester with updated reviews, rates, and availability.

Tolley House
Property grounds

Tolley House

3.0 star property
9.8 out of 10, Exceptional, (27)
"Perfect stay for our quick trip."
$237 nightly
The price is $267
Jun 25 - Jun 26
Total includes taxes and fees
Tolley House
Mulberry Lavender Farm and B&B
Exterior

Mulberry Lavender Farm and B&B

3.0 star property
9.4 out of 10, Exceptional, (30)
"This place was wonderful if you're looking for the farm environmental. The hosts were very nice and welcoming. The animals were friendly too. If you don't want to wake up to farm animal noises, then i don't recommend staying here, but otherwise it feels very authentic. "
$251 nightly
The price is $281
Jul 24 - Jul 25
Total includes taxes and fees
Mulberry Lavender Farm and B&B
The Hopestead Bed & Breakfast
Porch

The Hopestead Bed & Breakfast

2.0 star property
10.0 out of 10, Exceptional, (62)
"A really beautiful home and property run by caring folks. The country setting is wonderful and seeing horses out the back window in the morning was very special for us. Great location with outstanding hosts!"
The Hopestead Bed & Breakfast
Edgeworth Inn
Front of property

Edgeworth Inn

3.0 star property
8.4 out of 10, Very Good, (40)
"Very nice stay. Friendly staff and nice property."
$263 nightly
The price is $307
Jun 25 - Jun 26
Total includes taxes and fees
Edgeworth Inn
Room 2 Belmont Inn King on 1st floor In room private bathroom Shelbyville, TN
Property grounds

Room 2 Belmont Inn King on 1st floor In room private bathroom Shelbyville, TN

2.0 star property
9.0 out of 10, Wonderful, (2)
"Enjoyed our stay at the Belmont Inn. Very quiet and easy to find. Room had everything we needed. "
Room 2 Belmont Inn King on 1st floor In room private bathroom Shelbyville, TN
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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Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Winchester?
Prices for B&Bs in Winchester often vary, but you can find a great deal from $267 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 Bed and Breakfast in Winchester?
The most popular time to book a B&B in Winchester is during the peak season from May to July, when the area comes alive with vibrant activities and scenic beauty. This period attracts travelers seeking to enjoy the lush landscapes and warm weather, ideal for outdoor exploration and sightseeing. With temperatures ranging from the mid-50s to the low 80s Fahrenheit, visitors can comfortably partake in various activities, such as hiking the picturesque trails or exploring local wineries.
Among these months, July stands out as the height of summer fun, offering a lively atmosphere filled with festivals, farmers' markets, and community events. It's a great time for those who appreciate a bustling environment and the chance to mingle with fellow visitors while soaking up the sun.
For travelers looking for a more budget-friendly experience, consider visiting in November. This month, while quieter, offers a unique charm as the fall foliage begins to fade, providing a peaceful backdrop for leisurely strolls through Winchester's historic downtown or along the scenic Shenandoah River.
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.