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Find a Bed and Breakfast in Winchester from CA $237

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Winchester bed & breakfast

A multi-story wooden building with balconies and outdoor seating, likely a lodge or hotel.

1. The Lodge at Grant's Trail

The Lodge at Grant's Trail
3.5 star property
St. Louis
9.6 out of 10, Exceptional, (542 reviews)
"It was absolutely beautiful and welcoming definitely plan on coming back."
United States
Sherri
The price is CA $257
CA $298 total
includes taxes & fees
Nov 18 - Nov 19
The Lodge at Grant's Trail
A hallway with framed artwork on the walls and a poster advertising an event.

2. Benton Park Inn

Benton Park Inn
3.5 star property
Benton Park
9.8 out of 10, Exceptional, (355 reviews)
"Wonderful stay! Rosie is an excellent co-host! Dan provided a wonderful breakfast as well as an inclusive list of dinner options and restaurants around the area."
United States
Lindsay
The price is CA $203
CA $237 total
includes taxes & fees
Dec 8 - Dec 9
Benton Park Inn
A bedroom with a large bed, a mirror, and a vanity with shelves.

3. Central West End B&B

Central West End B&B
3.5 star property
Central West End
8.0 out of 10, Very good, (57 reviews)
"Really enjoyed the comfort. I would recommend this place to anyone. Very nice breakfast also!!! "
United States
Stacee
The price is CA $226
CA $284 total
includes taxes & fees
Nov 8 - Nov 9
Central West End B&B
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

Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

8/10 Good
"Breakfast was the same each morning and the only meat was a flat sausage patty. The kickback was nachos and popcorn."
ruby 3-night trip
Posted 2 hours ago
Pear Tree Inn St. Louis Near Union Station

Find out more about Winchester

Winchester B&B information

Number of reviews
897
Accommodation
6 B&B
Lowest Price
CA $237
Highest Price
CA $298

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast might be a great fit for your trip to Winchester.
Why consider B&Bs instead of traditional hotels?
With attentive service, opportunities to mingle with other guests, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the best B&Bs in Winchester?
Below are some B&Bs in the surrounding area: Benton Park Inn: 3 rooms. 16.6 mi (26.7 km) from the heart of Winchester. Enjoy the free full breakfast and library. The Lodge at Grant's Trail: 16 rooms. 12.7 mi (20.5 km) from the downtown core. Enjoy the free cooked breakfast and patio area. Central West End B&B: 7 rooms. Situated 15.9 mi (25.6 km) from the heart of Winchester. Modern Boutique Stay w/ Plush King Bed- Hare Suite: 13.5 mi (21.7 km) from the heart of downtown. Peaceful Private Room for Solo trip near Forest Park/U.City/Delmar Loop/Pagedale: Located 13.4 mi (21.6 km) from the core of Winchester.
When is the best time to book my B&B in Winchester?
When you're dreaming of a trip to Winchester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 49 inches.
How can I get to and around Winchester?
Mapping out your trip in and around Winchester is easy with these transportation options. Fly into St. Louis, MO (SUS-Spirit of St. Louis), which is located 8.1 mi (13 km) from the heart of the city. Otherwise, look for flights into St. Louis Lambert Intl. Airport (STL), which is 13.7 mi (22 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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