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Nov 14 - Nov 16
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B&B in Crestwood

Exterior detail
Central Park Bed & Breakfast

Central Park Bed & Breakfast

4.0 star property
Old Louisville
9.2 out of 10, Wonderful, (55)
"The room was phenomenal and breakfast was even better! The whole place is adorable!"
United States
Cher
$151 nightly
The price is $175
Nov 9 - Nov 10
Total with taxes and fees
Central Park Bed & Breakfast
Deluxe Room, 1 King Bed (Culbertson Suite) | Balcony
The Pepin Mansion Historic B&B

The Pepin Mansion Historic B&B

4.0 star property
New Albany
9.8 out of 10, Exceptional, (640)
"Beautiful place and fantastic staff "
United States
Mitchell
$94 nightly
The price is $106
Nov 9 - Nov 10
Total with taxes and fees
The Pepin Mansion Historic B&B
Front of property
DuPont Mansion Bed & Breakfast

DuPont Mansion Bed & Breakfast

3.0 star property
Old Louisville
9.8 out of 10, Exceptional, (92)
"Breakfast was wonderful, great place to stay!"
United States
Janie
$141 nightly
The price is $164
Nov 11 - Nov 12
Total with taxes and fees
DuPont Mansion Bed & Breakfast
Room | Terrace/patio
Regina's Country Livin'

Regina's Country Livin'

3.0 star property
Finchville
10.0 out of 10, Exceptional, (7)
"This was an unexpected treasure. Regina goes above and beyond to be attentive and hospitable. She has thoughtfully provided comfortable room and board, you just feel like an honored guest. She cooked an amazing fresh breakfast and catered to our timing and tastes. It is off the beaten path, quiet and peaceful. I will choose it again the next time I stay in Louisville."
United States
Angellyn
$171 nightly
The price is $190
Nov 8 - Nov 9
Total with taxes and fees
Regina's Country Livin'
Terrace/patio
Inn at Woodhaven

Inn at Woodhaven

3.5 star property
St. Matthews
9.8 out of 10, Exceptional, (35)
"Clean room and property. Jeremy communicated leading up to our stay and the day of our stay. There a lot of options for activities but I only stayed one night to be closer to my doctors after surgery. Which is a great location! We will be back, we enjoy our stay. Felt like home. "
United States
Megan
$171 nightly
The price is $199
Nov 17 - Nov 18
Total with taxes and fees
Inn at Woodhaven
Exterior
Bourbon Barrel Inn Bed & Breakfast

Bourbon Barrel Inn Bed & Breakfast

3.0 star property
Old Louisville
10.0 out of 10, Exceptional, (3)
"Inn Keepers were wonderful. "
United States
jonathan
$230 nightly
The price is $267
Nov 16 - Nov 17
Total with taxes and fees
Bourbon Barrel Inn Bed & Breakfast
Free daily full breakfast
Market Street Inn

Market Street Inn

3.5 star property
Jeffersonville
9.8 out of 10, Exceptional, (119)
"We’ve stayed at this beautiful B&B twice. The location, charm, cleanliness, and staff make it an absolute treasure."
United States
Austin
$167 nightly
The price is $188
Nov 9 - Nov 10
Total with taxes and fees
Market Street Inn
Interior
Inn at St James Court

Inn at St James Court

4.0 star property
Old Louisville
9.8 out of 10, Exceptional, (131)
"Beautiful place with an amazing host !!"
United States
Marlin
$206 nightly
The price is $239
Nov 25 - Nov 26
Total with taxes and fees
Inn at St James Court
Street view
Louisville Bourbon Inn

Louisville Bourbon Inn

5.0 star property
Old Louisville
10.0 out of 10, Exceptional, (18)
"Absolutely the best B&B we have ever stayed with."
United States
Roy
$265 nightly
The price is $308
Nov 9 - Nov 10
Total with taxes and fees
Louisville Bourbon Inn
Bar (on property)
Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 star property
La Grange
10.0 out of 10, Exceptional, (51)
"This has been our second time staying here and we will continue to come back. Beautiful home, amazing breakfasts, and wonderful hosts, not much else we could ask for. "
United States
Rachel
$315 nightly
The price is $348
Nov 25 - Nov 26
Total with taxes and fees
Pillow and Paddock 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 Crestwood Hotel Reviews

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

10/10 Excellent
"Beautiful room. Decorated very nice!!! Large and very luxurious. The casino was fun!!! The food very reasonable. "
Lisa 1-night trip
Posted 18 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property

Find out more about Crestwood

Crestwood B&B information

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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 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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