---
title: "Winchester B&B: Find the Best Bed and Breakfast from CA $96 | Expedia.ca"
description: "Find your ideal Bed and Breakfast in Winchester - only with Expedia. Read reviews, search by map and book one of many B&B in Winchester with Expedia.ca."
canonical: "https://www.expedia.ca/Winchester-Bed-And-Breakfast.d7876-aaBedAndBreakfast.Travel-Guide-Accommodation"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T02:12:26Z
---

Plan your trip

- [Winchester Travel Guide](https://www.expedia.ca/Winchester.dx7876)
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- [Vacation Rentals in Winchester](https://www.expedia.ca/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)

# Find a Bed and Breakfast in Winchester from CA $96
![An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.](https://images.trvl-media.com/place/7876/276db1f8-3da6-41f2-8d63-03ef378c3f6b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 14–15, 2026](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=BED%5FAND%5FBREAKFAST)

[View in a map](https://www.expedia.ca/Hotel-Search?regionId=7876&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Winchester bed & breakfast

### [1\. Artistic Lodging King Suite](https://www.expedia.ca/Paris-Hotels-Artistic-Lodging-King-Suite.h53851117.Hotel-Information)

![A room with two upholstered chairs, a small table with a lamp, and a view through a window with a decorative glass design.](https://images.trvl-media.com/lodging/54000000/53860000/53851200/53851117/193b8d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Paris
- Guest rating: 9.2/10 (Wonderful, 73 reviews)
- Price: CA $116, CA $178 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Winchester bed & breakfast
- Review: Got the information needed in plenty of time prior to arrival. Bedroom & bath were clean. Be sure to take own body soap/gel, shampoo & conditioner. Kitchen well supplied with coffee, tea & snacks. Convenient location to downtown Paris. Thankfully a place that doesn’t allow pets!, by Stephanie

### [2\. Chez Lyndon Manor](https://www.expedia.ca/Lexington-Hotels-Lyndon-House-BB.h911310.Hotel-Information)

![A grand entryway with a wooden staircase, a chandelier, and a view of a cozy living room with a sofa and lamps.](https://images.trvl-media.com/lodging/1000000/920000/911400/911310/a33e3a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northside District
- Guest rating: 9.6/10 (Exceptional, 135 reviews)
- Price: CA $327, CA $391 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Winchester bed & breakfast
- Review: Wonderful location and lovely B&B., by Barbara

### [3\. Artistic Lodging Queen suite](https://www.expedia.ca/Paris-Hotels-Artistic-Lodging-Queen-Suite.h53402560.Hotel-Information)

![A room with two upholstered chairs, a small table with a lamp, and a view through a window with a decorative glass design.](https://images.trvl-media.com/lodging/54000000/53410000/53402600/53402560/f6226a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Paris
- Guest rating: 9/10 (Wonderful, 51 reviews)
- Price: CA $96, CA $156 total, includes taxes & fees, Nov 24 - Nov 25, for Our top choices for Winchester bed & breakfast
- Review: The room was not ready at 6:30 PM and the cleaning person asked us to come back a couple hours later. I still have not heard from the host, they never reached out with check in information or to address the room condition. We ended up at a hotel for the night. 10/10 do NOT recommend., by Missy B.

### [4\. Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 2](https://www.expedia.ca/Irvine-Hotels-3-Bedroom-Bed-Breakfast-In-Pleasant-Irvine-With-AC.h128500633.Hotel-Information)

![A rectangular swimming pool with a white deck and a slide, surrounded by a wooden fence.](https://images.trvl-media.com/lodging/129000000/128510000/128500700/128500633/w1281h967x0y9-6f47e25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Irvine
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: CA $257, CA $305 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Winchester bed & breakfast
- Review: The house was beautiful! Parts of it were built in 1880 with very high ceilings. The kitchen was modern. The pool was very clean and the pool area was really nice. Our hosts very kind and accomodating. We might stay with them next summer., by Niki T.

### [5\. Traditional Bed & Breakfast in Irvine KY with Swimming pool, Wi-Fi Room 3](https://www.expedia.ca/Irvine-Hotels-Traditional-Bed-Breakfast-In-Irvine-KY-With-Swimming-Pool.h132032786.Hotel-Information)

![A rectangular swimming pool with a white deck and a slide, surrounded by a wooden fence.](https://images.trvl-media.com/lodging/133000000/132040000/132032800/132032786/w1281h967x0y9-c5937ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Irvine
- Price: CA $285, CA $343 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Winchester bed & breakfast

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.

[View all properties](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=7876&adults=2&lodging=BED%5FAND%5FBREAKFAST&sort=RECOMMENDED&openPlayBack=true)

## Learn more about Winchester

Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

[See all hotels in Winchester](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&adults=2&regionId=7876)

![An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.](https://images.trvl-media.com/place/7876/276db1f8-3da6-41f2-8d63-03ef378c3f6b.jpg?impolicy=fcrop&w=900&h=505&p=1&q=high)

## Frequently Asked Questions

### Searching for B&Bs in Winchester?

Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many travelers. While you're enjoying your trip to Winchester, College Park and GRCHS Baseball Field are perfect spots to get in some fresh air and greenery.

### How do you know if a B&B is a good option for you?

With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind setting.

### What are the best B&Bs in Winchester?

Check out this B&B in the surrounding area: [Chez Lyndon Manor](https://www.expedia.ca/Lexington-Hotels-Lyndon-House-BB.h911310.Hotel-Information): 7 rooms. 17.5 mi (28.2 km) from the heart of Winchester. Enjoy the free cooked breakfast and outdoor tennis.

### When is the best time to book my B&B in Winchester?

When you're planning your escape 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 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.

### What is there to do in Winchester?

When you want to spend some time in the great outdoors, College Park and GRCHS Baseball Field are some notable spots. You might put Bluegrass Heritage Museum and Cassell Creek Golf Course on your list if you want to see more of the area.

### How can I get to and around Winchester?

You can map out your trip in and around Winchester ahead of time with these transportation options. Fly into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

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```