Photo by Christ Medina

Book Crestwood Bed & Breakfast

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Compare 13 B&B in Crestwood with updated reviews, rates, and availability.

The Pepin Mansion Historic B&B
Step outside to a charming street view from this room's expansive doorway.

The Pepin Mansion Historic B&B

4.0 star property
9.8 out of 10, Exceptional, (606)
"Quite, quaint, fantastic breakfast, friendly and knowlegeable inn keeper"
$94 nightly
The price is $106
Jul 17 - Jul 18
Total includes taxes and fees
The Pepin Mansion Historic B&B
DuPont Mansion Bed & Breakfast
Stately building with a grand entrance, arched doorway, and steps leading up to it, surrounded by potted plants.

DuPont Mansion Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (77)
"The property was beautiful and so peaceful "
$141 nightly
The price is $164
Aug 14 - Aug 15
Total includes taxes and fees
DuPont Mansion Bed & Breakfast
Central Park Bed & Breakfast
Relax in this serene outdoor space, surrounded by lush greenery and framed by ornate columns.

Central Park Bed & Breakfast

4.0 star property
9.2 out of 10, Wonderful, (34)
"so beautiful. breakfast was amazing"
$136 nightly
The price is $157
Jul 22 - Jul 23
Total includes taxes and fees
Central Park Bed & Breakfast
Inn at Woodhaven
Relax in a serene outdoor space with two comfortable chairs, a small table, and a vase with flowers.

Inn at Woodhaven

3.5 star property
9.8 out of 10, Exceptional, (33)
"I highly recommend the Inn at Woodhaven, Jeremy is fantasitc and the property is gorgeous! The breakfast was excellent and the Rose Cottage was perfect, cute, clean and quiet. If you are looking for an alternative to a hotel stay in Louisville, please give the Inn at Woodhaven a look, you will not be dissapointed!"
$171 nightly
The price is $199
Jul 17 - Jul 18
Total includes taxes and fees
Inn at Woodhaven
Pillow and Paddock B&B
Enjoy a drink at the bar, where a variety of beverages are available.

Pillow and Paddock B&B

3.5 star property
10.0 out of 10, Exceptional, (49)
"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. "
$246 nightly
The price is $271
Jul 16 - Jul 17
Total includes taxes and fees
Pillow and Paddock B&B
Market Street Inn
Dine in style with beautifully set tables and elegant chandeliers.

Market Street Inn

3.5 star property
9.8 out of 10, Exceptional, (112)
"Beautiful historic building that has been done up to luxury status. Very thoughtful things like bottled water and popcorn are available."
$167 nightly
The price is $188
Jul 20 - Jul 21
Total includes taxes and fees
Market Street Inn
Louisville Bourbon Inn
Welcome to a grand entrance with a dark door, flanked by two large columns and a wreath.

Louisville Bourbon Inn

5.0 star property
10.0 out of 10, Exceptional, (16)
"Wonderful experience with Victorian era Decor and fabulous Southern Breakfast. "
$265 nightly
The price is $308
Jul 15 - Jul 16
Total includes taxes and fees
Louisville Bourbon Inn
Bourbon Barrel Inn Bed & Breakfast
Stately Victorian-style building with a central entrance and symmetrical facade.

Bourbon Barrel Inn Bed & Breakfast

3.0 star property
$184 nightly
The price is $214
Jul 23 - Jul 24
Total includes taxes and fees
Bourbon Barrel Inn Bed & Breakfast
Inn at St James Court
Enjoy a serene view of the lush park from this corner room, featuring large windows and a cozy seating area.

Inn at St James Court

4.0 star property
9.8 out of 10, Exceptional, (127)
"Pat was so lovely! She was communicative, welcoming, and personable. The room was clean and comfortable. I would highly recommend staying here!"
$206 nightly
The price is $239
Jul 15 - Jul 16
Total includes taxes and fees
Inn at St James Court
Heart of Kentucky Home! Ideal Location
Private kitchen

Heart of Kentucky Home! Ideal Location

10.0 out of 10, Exceptional, (1)
"Group of 10 stayed 4 nights to tour the Bourbon trail. House was newly remodeled & very nice. Kitchen could have been better stocked. We had some plumbing issues, but owner responded quickly & got everything fixed and cleaned."
Heart of Kentucky Home! Ideal Location
Regina's Country Livin'
Kitchen features a central island with sink, white cabinetry, and granite countertop.

Regina's Country Livin'

3.0 star property
10.0 out of 10, Exceptional, (6)
"Driving up to the property was grand. Inside of the house is breathtaking. It was peaceful and comfortable. Our hostess was very welcoming and an absolute fabulous cook. I will revisit again and again, as it felt like going home to family. "
$171 nightly
The price is $190
Jul 15 - Jul 16
Total includes taxes and fees
Regina's Country Livin'
Bourbon, Art & Sport Center Boutique BnB inside Art Gallery WALK EVERYWHERE!
Relax in a stylish room with a large bed, floor lamp, and artwork above, perfect for a comfortable stay.

Bourbon, Art & Sport Center Boutique BnB inside Art Gallery WALK EVERYWHERE!

Bourbon, Art & Sport Center Boutique BnB inside Art Gallery WALK EVERYWHERE!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.