Find a Bed and Breakfast in Crestwood from CA $117

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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 Crestwood bed & breakfast

A wooden deck with a table, chairs, and a lantern.

1. Inn at Woodhaven

Inn at Woodhaven
5.0 star property
St. Matthews
9.8 out of 10, Exceptional, (41 reviews)
"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 "
United States
Brian
The price is CA $334
CA $387 total
includes taxes & fees
Nov 10 - Nov 11
Inn at Woodhaven
A historic building with a covered porch, a flag, and a welcoming sign.

2. Bashford Manor Inn

Bashford Manor Inn
3.0 star property
Bon Air
8.6 out of 10, Excellent, (24 reviews)
"Loved the house and it was beautiful. Enjoyed our room. So much history"
United States
Tammey
The price is CA $117
CA $136 total
includes taxes & fees
Nov 8 - Nov 9
Bashford Manor Inn
A rustic bar area with a wooden bar counter, stools, and a variety of bottles and glasses.

3. Pillow and Paddock B&B

Pillow and Paddock B&B
3.5 star property
La Grange
10.0 out of 10, Exceptional, (52 reviews)
"Great stay. Great hospitality"
United States
James
The price is CA $445
CA $491 total
includes taxes & fees
Nov 7 - Nov 8
Pillow and Paddock B&B
A grand entrance with a staircase leading to a door, flanked by two lamp posts and a bench.

4. The Pepin Mansion Historic B&B

The Pepin Mansion Historic B&B
4.0 star property
New Albany
9.8 out of 10, Exceptional, (743 reviews)
"Wonderful and unique property with an outstanding breakfast."
United States
David
The price is CA $124
CA $140 total
includes taxes & fees
Nov 8 - Nov 9
The Pepin Mansion Historic B&B
A cozy living room with a plaid sofa, a round coffee table, and a fireplace.

5. Regina's Country Livin'

Regina's Country Livin'
3.0 star property
Finchville
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful home. The food was fabulous the room was clean. I recommend staying here."
United States
Linda
The price is CA $215
CA $239 total
includes taxes & fees
Nov 11 - Nov 12
Regina's Country Livin'
A covered patio with a stone wall, a glass table, and a bench.

6. Central Park Bed & Breakfast

Central Park Bed & Breakfast
3.5 star property
Old Louisville
9.4 out of 10, Exceptional, (101 reviews)
"Amazing stay and hospitality. Will stay again"
United States
Stephen
The price is CA $224
CA $260 total
includes taxes & fees
Nov 8 - Nov 9
Central Park Bed & Breakfast
A historic building with a central entrance, a well-maintained garden, and a brick facade.

7. Victorian Harvest

Victorian Harvest
2.0 star property
Old Louisville
10.0 out of 10, Exceptional, (2 reviews)
"It was the best experience possible. James is amazing. It was such a good time. I didn't get the breakfast that he offered, but I KNOW it would have been top tier. I will be back. Many times over. Clean. Friendly. Private. By far the best experience I've ever had in a bed and breakfast."
United States
Philip
The price is CA $210
CA $244 total
includes taxes & fees
Nov 24 - Nov 25
Victorian Harvest
A wooden staircase with a balustrade leading to a landing.

8. Market Street Inn

Market Street Inn
3.5 star property
Jeffersonville
9.8 out of 10, Exceptional, (127 reviews)
"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...
United States
Ryan
The price is CA $309
CA $349 total
includes taxes & fees
Nov 8 - Nov 9
Market Street Inn
A Victorian-style house with a turret, a front porch, and a well-maintained garden.

9. Inn at St James Court

Inn at St James Court
4.0 star property
Old Louisville
9.8 out of 10, Exceptional, (138 reviews)
"Enjoyed our time here. "
United States
Michael
The price is CA $273
CA $317 total
includes taxes & fees
Nov 23 - Nov 24
Inn at St James Court
A historic building with a grand entrance, steps leading up to the door, and a sign indicating it is a bed and breakfast.

10. DuPont Mansion Bed & Breakfast

DuPont Mansion Bed & Breakfast
4.0 star property
Old Louisville
9.6 out of 10, Exceptional, (150 reviews)
"5 STAR B&B"
United States
Casey
The price is CA $255
CA $295 total
includes taxes & fees
Nov 9 - Nov 10
DuPont Mansion Bed & Breakfast
A grand staircase with a wooden handrail and carpeted steps, leading to an upper floor.

11. Louisville Bourbon Inn

Louisville Bourbon Inn
5.0 star property
Old Louisville
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely the best B&B we have ever stayed with."
United States
Roy
The price is CA $433
CA $503 total
includes taxes & fees
Nov 9 - Nov 10
Louisville Bourbon Inn
A multi-story building with a green awning, a red facade, and a colorful exterior.

12. Hotel Hilo - Room 102

Hotel Hilo - Room 102
Cherokee Triangle
8.0 out of 10, Very good, (3 reviews)
"The property is cute clean great location however full disclosure it is on the grounds of an arcade/bar that stays open until 4 am on Friday and Saturday.. if you are not into screaming drinking young people don’t go on weekends. Wish I had known this."
United States
Beth
The price is CA $124
CA $155 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Hilo - Room 102
A multi-story building with a green awning, a red facade, and a colorful exterior.

13. Hotel Hilo - Room 202

Hotel Hilo - Room 202
Cherokee Triangle
The price is CA $124
CA $155 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Hilo - Room 202
A multi-story building with a green awning, a red facade, and a colorful exterior.

14. Hotel Hilo - Room 103

Hotel Hilo - Room 103
Cherokee Triangle
7.4 out of 10, Good, (3 reviews)
"Had an amazing stay and would love to come back! The hotel was fantastic, and I'd recommend it to others. The only suggestion would be to check the water heater, as it was on the cooler side during my visit. But seriously, this was an amazing stay, and I can't wait to return!!!! "
United States
TyRiah G.
The price is CA $124
CA $155 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Hilo - Room 103
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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Learn more about Crestwood

Venture to sights like Kentucky Artisan Distillery and Yew Dell Botanical Gardens as you discover Crestwood.

See all hotels in Crestwood
A park with a wooden fence, trees, and a grassy area.

Top reviews in Crestwood

A grand entrance with a staircase leading to a door, flanked by two lamp posts and a bench.
The Pepin Mansion Historic B&B

The Pepin Mansion Historic B&B

The Pepin Mansion Historic B&B
New Albany

10/10 Excellent

Beautiful cared for Mansion Comfortable beds Amazing breakfast!!
Canada
Bob
Reviewed April 30, 2025
The Pepin Mansion Historic B&B

Frequently Asked Questions

What is the nightly rate for a B&B in Crestwood?

Prices for B&Bs in Crestwood often vary, but you can find a great deal from CA $117 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Crestwood 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.

What is the difference between a Crestwood Bed and Breakfast and a hotel?

Every Crestwood 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 Crestwood B&Bs.

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