---
title: "20 Best B&B in Simpsonville, KY - Bed and Breakfast from $108 | Expedia"
description: "Travel the World Better - with a Bed and Breakfast in Simpsonville! Read reviews, search by map, and rent your dream B&B in Simpsonville with Expedia."
canonical: "https://www.expedia.com/Simpsonville-Bed-And-Breakfast.d3000439022-aaBedAndBreakfast.Travel-Guide-Accommodation"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T07:03:20Z
---

Plan your trip

- [Simpsonville Travel Guide](https://www.expedia.com/Simpsonville.dx3000439022)
- [Hotels in Simpsonville](https://www.expedia.com/Simpsonville-Hotels.d3000439022.Travel-Guide-Hotels)
- [Flights to Simpsonville](https://www.expedia.com/Cheap-Flights-To-Simpsonville.d3000439022.Travel-Guide-Flights)
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- [Car Rentals in Simpsonville](https://www.expedia.com/Car-Rentals-In-Simpsonville.d3000439022.Car-Rental-Guide)
- [Simpsonville Vacation Packages](https://www.expedia.com/Simpsonville.d3000439022.Destination-Travel-Guides)
- [Vacation Rentals in Simpsonville](https://www.expedia.com/Simpsonville-Vacation-Rentals.d3000439022.Travel-Guide-VacationRentals)

# Book Simpsonville Bed & Breakfast
![A brick clock tower with two clocks, surrounded by dense foliage.](https://images.trvl-media.com/place/6239/355ba173-9c9b-4721-b4ab-56062dbc25e9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=3000439022&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=BED%5FAND%5FBREAKFAST)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=3000439022&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Simpsonville bed & breakfast

### [1\. Regina's Country Livin'](https://www.expedia.com/Louisville-Hotels-Reginas-Country-Livin.h103376709.Hotel-Information)

![A cozy living room with a plaid sofa, a round coffee table, and a fireplace.](https://images.trvl-media.com/lodging/104000000/103380000/103376800/103376709/c91efa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Finchville
- Guest rating: 9.6/10 (Exceptional, 14 reviews)
- Price: $171 nightly, $190 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Simpsonville bed & breakfast
- Review: Beautiful home. The food was fabulous the room was clean. I recommend staying here., by Linda

### [2\. Bashford Manor Inn](https://www.expedia.com/Louisville-Hotels-Bashford-Manor-Inn.h126244636.Hotel-Information)

![A historic building with a covered porch, a flag, and a welcoming sign.](https://images.trvl-media.com/lodging/127000000/126250000/126244700/126244636/8a7888bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bon Air
- Guest rating: 8.6/10 (Excellent, 24 reviews)
- Price: $93 nightly, $108 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Simpsonville bed & breakfast
- Review: Loved the house and it was beautiful. Enjoyed our room. So much history, by Tammey

### [3\. Inn at Woodhaven](https://www.expedia.com/Louisville-Hotels-Inn-At-Woodhaven.h31736009.Hotel-Information)

![A wooden deck with a table, chairs, and a lantern.](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/48f8c19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: St. Matthews
- Guest rating: 9.8/10 (Exceptional, 41 reviews)
- Price: $239 nightly, $277 total, Nov 23 - Nov 24, Total with taxes and fees, for Our top choices for Simpsonville bed & breakfast
- Review: Amazing owners, we felt genuinely taken care of, historic property is wonderful to come back to each day, beds and shower were wonderful, breakfast was delicious and a highlight , by Brian

### [4\. Pillow and Paddock B&B](https://www.expedia.com/Louisville-Hotels-Pillow-And-Paddock-BB.h11688222.Hotel-Information)

![A rustic bar area with a wooden bar counter, stools, and a variety of bottles and glasses.](https://images.trvl-media.com/lodging/12000000/11690000/11688300/11688222/40c412dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: La Grange
- Guest rating: 10/10 (Exceptional, 52 reviews)
- Price: $383 nightly, $422 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Simpsonville bed & breakfast
- Review: Great stay. Great hospitality, by James

### [5\. Market Street Inn](https://www.expedia.com/Louisville-Hotels-Market-Street-Inn.h9678336.Hotel-Information)

![A wooden staircase with a balustrade leading to a landing.](https://images.trvl-media.com/lodging/10000000/9680000/9678400/9678336/a276c9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jeffersonville
- Guest rating: 9.8/10 (Exceptional, 127 reviews)
- Price: $221 nightly, $250 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Simpsonville bed & breakfast
- Review: "Such a lovely stay at the Market Street Inn. A very charming, comfortable and feels like home kind of place. Carol and Steve are just the kindest owners. They were responsive and accommodating and always available if needed. We also loved meeting Lisa, who made breakfast each morning and took care of any housekeeping needs. We felt like we were treated as family and not just guests. The area and location is perfect, SUCH a cute little town. Plenty of restaurants, shops and entertainment within..., by Ryan

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.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=3000439022&adults=2&lodging=BED%5FAND%5FBREAKFAST&sort=RECOMMENDED&openPlayBack=true)

## Learn more about Simpsonville

Shop for treasures at the Outlet Shoppes of the Bluegrass, where over 100 stores offer designer brands at discount prices. Families love the nearby Shelby County Fair in summer, with its carnival rides, local food, and agricultural exhibits.

[See all hotels in Simpsonville](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2&regionId=3000439022)

![A brick clock tower with two clocks, surrounded by dense foliage.](https://images.trvl-media.com/place/6239/355ba173-9c9b-4721-b4ab-56062dbc25e9.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

## Top reviews in Simpsonville

### [Regina's Country Livin'](https://www.expedia.com/Louisville-Hotels-Reginas-Country-Livin.h103376709.Hotel-Information)

![A cozy living room with a plaid sofa, a round coffee table, and a fireplace.](https://images.trvl-media.com/lodging/104000000/103380000/103376800/103376709/c91efa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 5375 Taylorsville Rd., Finchville, KY, 40022, US
- Location: Finchville
- Star rating: 3/5
- Guest rating: 9.6/10 (14 reviews)
- Review: If I am ever doing something between Louisville and Lexington, I will be visiting Regina. This house was well-designed as a true BNB with excellent access/security, thoughtful decor, and an extremely welcoming atmosphere. The reviews praising the breakfast are true - but don't just go for the biscuits and gravy, go for the full experience., by Jeremy, September 28, 2026, rated 10/10 Excellent

### [Pillow and Paddock B&B](https://www.expedia.com/Louisville-Hotels-Pillow-And-Paddock-BB.h11688222.Hotel-Information)

![A rustic bar area with a wooden bar counter, stools, and a variety of bottles and glasses.](https://images.trvl-media.com/lodging/12000000/11690000/11688300/11688222/40c412dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 3262 Old Sligo Rd, La Grange, KY, 40031, US
- Location: La Grange
- Star rating: 3.5/5
- Guest rating: 10/10 (52 reviews)
- Review: Wow! What an exquisite experience! I have stayed in various places inside and outside the U.S. This was exceptional and very, very reasonably priced, as I thought I would explore a place close to home for a change. It began with a warm welcome from the owners, extending all the way to the farewell, concluding with an amazing breakfast highlighting the best ever berry scones! Immediately upon check-in I took a long decadent bubble bath in a very spacious tub and bathroom, relaxing to a most..., by Roxy, March 18, 2016, rated 10/10 Excellent

### [Inn at Woodhaven](https://www.expedia.com/Louisville-Hotels-Inn-At-Woodhaven.h31736009.Hotel-Information)

![A wooden deck with a table, chairs, and a lantern.](https://images.trvl-media.com/lodging/32000000/31740000/31736100/31736009/48f8c19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 401 S Hubbards Ln, Louisville, KY, 40207, US
- Location: St. Matthews
- Star rating: 5/5
- Guest rating: 9.8/10 (41 reviews)
- Review: The property was beautiful and had such amazing character and stunning, original woodwork. The whole house was decorated beautifully and the staff was just lovely. All the way from the cheese and crackers to the cookies and candies, there were so many added touches that left you feeling that your needs and desires were going to be met. The breakfast was amazing! I've never had such great french toast! There were only two downfalls. There were glade plug ins that I had to find and immediately..., by Anonymous traveler, November 9, 2019, rated 10/10 Excellent

### [Bashford Manor Inn](https://www.expedia.com/Louisville-Hotels-Bashford-Manor-Inn.h126244636.Hotel-Information)

![A historic building with a covered porch, a flag, and a welcoming sign.](https://images.trvl-media.com/lodging/127000000/126250000/126244700/126244636/8a7888bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 2227 Bashford Manor Ln, Louisville, KY, 40218, US
- Location: Bon Air
- Star rating: 3/5
- Guest rating: 8.6/10 (24 reviews)
- Review: Loved the house and it was beautiful. Enjoyed our room. So much history, by Tammey, October 27, 2026, rated 10/10 Excellent

### [Market Street Inn](https://www.expedia.com/Louisville-Hotels-Market-Street-Inn.h9678336.Hotel-Information)

![A wooden staircase with a balustrade leading to a landing.](https://images.trvl-media.com/lodging/10000000/9680000/9678400/9678336/a276c9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 330 West Market Street, Jeffersonville, IN, 47130, US
- Location: Jeffersonville
- Star rating: 3.5/5
- Guest rating: 9.8/10 (127 reviews)
- Review: There are several restaurants within walking distance. Walking and bike trail nearby also. Very comfortable and cozy!, by Anonymous traveler, May 14, 2018, rated 10/10 Excellent

## Frequently Asked Questions

### What is the nightly rate for a B&B in Simpsonville?

Prices for B&Bs in Simpsonville often vary, but you can find a great deal from $108 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Simpsonville 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 Simpsonville?

The best time to book a B&B in Simpsonville is during the vibrant spring months of March through May. This period showcases the beautiful blooming of flowers in local parks and gardens, making it an idyllic backdrop for outdoor activities and leisurely strolls. With temperatures ranging from the mid-50s to mid-70s Fahrenheit, visitors can comfortably explore the area's scenic trails and enjoy a variety of local events.

April is particularly special, as the weather is generally mild and inviting, superb for those who appreciate a peaceful atmosphere while indulging in outdoor dining or visiting nearby attractions. The community often hosts spring festivals and farmers' markets during this time, providing a wonderful opportunity to engage with local culture and cuisine.

For travelers seeking a more budget-friendly experience, consider planning your visit in January. While this is considered the low season, it offers a chance to enjoy the serenity of Simpsonville with fewer crowds. Visitors can take advantage of lower rates while still enjoying the charming ambiance and local hospitality.

### What is the difference between a Simpsonville Bed & Breakfast and a hotel?

Every Simpsonville 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 Simpsonville B&Bs.

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- [Flights to Simpsonville](https://www.expedia.com/Cheap-Flights-To-Simpsonville.d3000439022.Travel-Guide-Flights)
- [Flights from Dallas (DFW) to Louisville (SDF)](https://www.expedia.com/lp/flights/dfw/sdf/dallas-to-louisville)
- [Flights from New York (JFK) to Louisville (SDF)](https://www.expedia.com/lp/flights/jfk/sdf/new-york-to-louisville)
- [Flights from Boston (BOS) to Louisville (SDF)](https://www.expedia.com/lp/flights/bos/sdf/boston-to-louisville)
- [Flights from Simpsonville](https://www.expedia.com/lp/flights/3000439022/flights-from-simpsonville)
- [Simpsonville Vacations](https://www.expedia.com/Simpsonville.d3000439022.Destination-Travel-Guides)
- [Where to stay in Louisville](https://www.expedia.com/Louisville.dx603002.Where-To-Stay)
- [The Outlet Shoppes of the Bluegrass](https://www.expedia.com/The-Outlet-Shoppes-Of-The-Bluegrass-Louisville.d553248635973268681.Vacation-Attraction)
- [Ark Encounter](https://www.expedia.com/Ark-Encounter-Williamstown.d553248626382397453.Vacation-Attraction)
- [Car rental Simpsonville](https://www.expedia.com/Car-Rentals-In-Simpsonville.d3000439022.Car-Rental-Guide)
- [Rental cars Louisville Intl. airport](https://www.expedia.com/Car-Rentals-In-Louisville-Intl.d4605011.Car-Rental-Guide)
- [Car rental Shelbyville](https://www.expedia.com/Car-Rentals-In-Shelbyville.d6849.Car-Rental-Guide)
- [Car rentals near Louisville](https://www.expedia.com/Car-Rentals-In-Louisville.d603002.Car-Rental-Guide)
- [Things to do in Louisville](https://www.expedia.com/Things-To-Do-In-Louisville.d603002.Travel-Guide-Activities)
- [Things to do in Frankfort](https://www.expedia.com/Things-To-Do-In-Frankfort.d7262.Travel-Guide-Activities)
- [Things to do in Kentucky](https://www.expedia.com/Things-To-Do-In-Kentucky.d219.Travel-Guide-Activities)

## Other language versions

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