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Our top choices for Crestwood bed & breakfast

The Pepin Mansion Historic B&B

The Pepin Mansion Historic B&B
4.0 star property
New Albany
9.8 out of 10, Exceptional, (649)
"Have stayed here once before. Accommodations are wonderful and the sit down breakfast is lovely. Highly recommend this beautiful property."
United States
Kathy
$94 nightly
The price is $106
Dec 25 - Dec 26
Total with taxes and fees
The Pepin Mansion Historic B&B

DuPont Mansion Bed & Breakfast

DuPont Mansion Bed & Breakfast
3.0 star property
Old Louisville
9.8 out of 10, Exceptional, (97)
"Breakfast was wonderful, great place to stay!"
United States
Janie
$141 nightly
The price is $164
Dec 31 - Jan 1, 2026
Total with taxes and fees
DuPont Mansion Bed & Breakfast

Inn at Woodhaven

Inn at Woodhaven
3.5 star property
St. Matthews
9.8 out of 10, Exceptional, (36)
"We loved everything! The food, the hosts, the room and the property were just wonderful."
United States
Scott
$171 nightly
The price is $199
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inn at Woodhaven

Central Park Bed & Breakfast

Central Park Bed & Breakfast
4.0 star property
Old Louisville
9.4 out of 10, Exceptional, (56)
"Our stay here was excellent in every way! The owners were very sweet and went out of their way to assist us in every way, the rooms were very cozy, and the breakfasts were fantastic. This is the best B&B we've ever stayed."
United States
John
$135 nightly
The price is $157
Dec 31 - Jan 1, 2026
Total with taxes and fees
Central Park Bed & Breakfast

Bourbon Barrel Inn Bed & Breakfast

Bourbon Barrel Inn Bed & Breakfast
4.0 star property
Old Louisville
10.0 out of 10, Exceptional, (4)
"Inn Keepers were wonderful. "
United States
jonathan
$232 nightly
The price is $269
Jan 5 - Jan 6, 2026
Total with taxes and fees
Bourbon Barrel Inn Bed & Breakfast

Louisville Bourbon Inn

Louisville Bourbon Inn
5.0 star property
Old Louisville
10.0 out of 10, Exceptional, (20)
"Great breakfast. Frittata, French toast, eggs, bacon, sausage, grapes, toast, biscuits and gravy - all were excellent. "
United States
Gaven
$265 nightly
The price is $308
Dec 24 - Dec 25
Total with taxes and fees
Louisville Bourbon Inn

Inn at St James Court

Inn at St James Court
4.0 star property
Old Louisville
9.8 out of 10, Exceptional, (131)
"Lovely Victorian house in a gorgeous and convenient gorgeous neighborhood. "
United States
marcia
$206 nightly
The price is $239
Dec 24 - Dec 25
Total with taxes and fees
Inn at St James Court

Pillow and Paddock B&B

Pillow and Paddock B&B
3.5 star property
La Grange
10.0 out of 10, Exceptional, (52)
"Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it."
United States
Fran
$405 nightly
The price is $447
Jan 5 - Jan 6, 2026
Total with taxes and fees
Pillow and Paddock B&B

Market Street Inn

Market Street Inn
3.5 star property
Jeffersonville
9.8 out of 10, Exceptional, (120)
"I enjoyed my stay, however the breakfast portion was very small even for a petite person like myself, I was still very hungry after breakfast. There was a cleaning issue with the bathroom that was overlooked by the cleaning staff that I alerted the owners to that will hopefully be fixed for future visitors. The house is great and very clean overall. The owners are very nice."
United States
Megan
$185 nightly
The price is $209
Dec 24 - Dec 25
Total with taxes and fees
Market Street Inn
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 Crestwood Hotel Reviews

Find out more about Crestwood

Crestwood B&B information

Number of reviews
1,140
Accommodation
13 B&B
Lowest Price
$106
Highest Price
$447

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 $106 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.
When is the best time to book a Bed and Breakfast in Crestwood?
April marks the beginning of the peak season in Crestwood, making it an ideal time for travelers seeking a combination of outdoor adventures and comfortable weather. From April through June, visitors can enjoy the vibrant blooming landscapes and a variety of recreational activities that this charming area has to offer. Whether you're hiking in the nearby forests or exploring local parks, the mild temperatures, typically ranging from the low 40s to mid-70s Fahrenheit, create a superb backdrop for outdoor enjoyment.

During this peak season, Crestwood attracts those eager for adventure, with opportunities for biking, hiking, and even seasonal festivals that highlight the region's unique culture. April, in particular, sees a surge in visitors excited to experience the natural beauty and the lively community atmosphere.

For travelers mindful of their budget, January presents a fantastic opportunity to enjoy the quiet charm of Crestwood without the crowds. Although the weather can be chillier, with temperatures often in the low 30s Fahrenheit, this month allows for a more intimate experience of local attractions and is great for cozy indoor activities.
What is the difference between a Crestwood Bed & 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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