A forest path with a metal archway supported by concrete pillars.

Book Charlestown Bed & Breakfast

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Charlestown bed & breakfast

Property entrance

1. The Pepin Mansion Historic B&B

The Pepin Mansion Historic B&B
4.0 star property
New Albany
9.8 out of 10, Exceptional, (715 reviews)
"Lovely property and excellent breakfast"
United States
Jacob
$78 nightly
The price is $88
Aug 4 - Aug 5
Total with taxes and fees
The Pepin Mansion Historic B&B
Interior entrance

2. Market Street Inn

Market Street Inn
3.5 star property
Jeffersonville
9.8 out of 10, Exceptional, (122 reviews)
"Great place near quite a few shops and restaurants. Close enough to downtown. Breakfast was nice and everyone was very welcoming."
United States
Anissa
$167 nightly
The price is $188
Aug 3 - Aug 4
Total with taxes and fees
Market Street Inn
Exterior

3. Inn at Woodhaven

Inn at Woodhaven
3.5 star property
St. Matthews
9.8 out of 10, Exceptional, (40 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
$188 nightly
The price is $218
Aug 15 - Aug 16
Total with taxes and fees
Inn at Woodhaven
Front of property

4. DuPont Mansion Bed & Breakfast

DuPont Mansion Bed & Breakfast
2.0 star property
Old Louisville
9.6 out of 10, Exceptional, (143 reviews)
"5 STAR B&B"
United States
Casey
$140 nightly
The price is $162
Aug 9 - Aug 10
Total with taxes and fees
DuPont Mansion Bed & Breakfast
Bar (on property)

5. 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
$416 nightly
The price is $458
Aug 10 - Aug 11
Total with taxes and fees
Pillow and Paddock B&B
Interior entrance

6. Louisville Bourbon Inn

Louisville Bourbon Inn
5.0 star property
Old Louisville
10.0 out of 10, Exceptional, (24 reviews)
"Absolutely the best B&B we have ever stayed with."
United States
Roy
$302 nightly
The price is $350
Aug 4 - Aug 5
Total with taxes and fees
Louisville Bourbon Inn
Exterior detail

7. Central Park Bed & Breakfast

Central Park Bed & Breakfast
3.5 star property
Old Louisville
9.2 out of 10, Wonderful, (88 reviews)
"Our Innkeeper Annette was so friendly and helpful with local things to do and history of the area. The breakfast was incredible and we loved walking around Old Louisville."
United States
Candace Faye
$130 nightly
The price is $151
Aug 5 - Aug 6
Total with taxes and fees
Central Park Bed & Breakfast
Front of property

8. Inn at St James Court

Inn at St James Court
4.0 star property
Old Louisville
9.8 out of 10, Exceptional, (135 reviews)
"The house is absolutely stunning! Pat the owner goes out of her way to make sure your stay is as wonderful as possible. She has everything for you toiletries, beverages, snacks, etc. She takes special orders for breakfast, which is amazing when traveling with picky eaters. "
United States
Anna
$206 nightly
The price is $239
Aug 4 - Aug 5
Total with taxes and fees
Inn at St James Court
Exterior

9. Bashford Manor Inn

Bashford Manor Inn
3.0 star property
Bon Air
7.8 out of 10, Good, (16 reviews)
"Very nice, peaceful, and clean. Wonderful to stay in such a historic manor. Staff very helpful."
United States
Michael
$91 nightly
The price is $105
Aug 4 - Aug 5
Total with taxes and fees
Bashford Manor Inn
Exterior

10. Hotel Hilo - Room 101

Hotel Hilo - Room 101
Cherokee Triangle
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Hotel Hilo. Cute room! Clean, comfortable and had the amenities you’d hope to have in a single room setting. Host was kind and quick to be responsive. There are plenty of things to do within walking distance in Louisvilles “Highlands” neighborhood. Also close to downtown. I’ll come back here! "
United States
Larry S.
$89 nightly
The price is $98
Aug 4 - Aug 5
Total with taxes and fees
Hotel Hilo - Room 101
Exterior

11. Hotel Hilo - Room 102

Hotel Hilo - Room 102
Cherokee Triangle
10.0 out of 10, Exceptional, (2 reviews)
"It was so much fun. I could hear the music from the venue but it was all good. Room was so cute. Loved the neighborhood as it’s in a historic district. I will stay here again"
United States
Adina P.
$89 nightly
The price is $98
Aug 5 - Aug 6
Total with taxes and fees
Hotel Hilo - Room 102
Exterior

12. Hotel Hilo - Room 201

Hotel Hilo - Room 201
Cherokee Triangle
10.0 out of 10, Exceptional, (1 review)
"Clean room great bath robes "
United States
Julie
$99 nightly
The price is $109
Aug 3 - Aug 4
Total with taxes and fees
Hotel Hilo - Room 201
Exterior

13. Hotel Hilo - Room 203

Hotel Hilo - Room 203
Cherokee Triangle
$99 nightly
The price is $109
Aug 3 - Aug 4
Total with taxes and fees
Hotel Hilo - Room 203
Exterior

14. Hotel Hilo - Room 202

Hotel Hilo - Room 202
Cherokee Triangle
$99 nightly
The price is $109
Aug 3 - Aug 4
Total with taxes and fees
Hotel Hilo - Room 202
Exterior

15. Hotel Hilo - Room 204

Hotel Hilo - Room 204
Cherokee Triangle
10.0 out of 10, Exceptional, (1 review)
"Awesome"
United States
Michael G.
$99 nightly
The price is $109
Aug 3 - Aug 4
Total with taxes and fees
Hotel Hilo - Room 204
Exterior

16. 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.
$89 nightly
The price is $98
Aug 3 - Aug 4
Total with taxes and fees
Hotel Hilo - Room 103
Exterior

17. Hotel Hilo - Room 104

Hotel Hilo - Room 104
Cherokee Triangle
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay. Had trouble with our door code and someone was over to help us in under 10 minutes. I did not realize when booking it was on the back side of a club so I will say it was loud until the early morning hours but that’s what you can expect! "
United States
Kylee D.
$89 nightly
The price is $98
Aug 9 - Aug 10
Total with taxes and fees
Hotel Hilo - Room 104
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 Charlestown Hotel Reviews

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

10/10 Excellent
"Thanks for your hospitality. Will come back with my family."
Allan 4-night trip
Posted less than an hour ago
Embassy Suites Louisville Downtown

Find out more about Charlestown

Charlestown B&B information

Number of reviews
584
Accommodation
23 B&B
Lowest Price
$88
Highest Price
$458

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Charlestown?
Prices for B&Bs in Charlestown often vary, but you can find a great deal from $88 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Charlestown 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 & Breakfast in Charlestown?
April is the most popular month to book a B&B in Charlestown, as it marks the beginning of the vibrant spring season. From March through May, travelers flock to this charming destination to enjoy the blossoming landscapes and participate in a variety of outdoor activities, including hiking, biking, and exploring the scenic coastal areas.

During this peak season, temperatures typically range from the mid-40s to the mid-70s Fahrenheit, creating a comfortable climate that's superb for sightseeing and enjoying the natural beauty of the region. Visitors can take advantage of the mild weather to explore local parks or the picturesque waterfront, making it an ideal time for those who appreciate attentive service and quality experiences.

For travelers looking for a more budget-friendly option, consider planning your visit in December. While it's a quieter month, you can still experience the festive charm of the town with holiday decorations and local events. The serenity of this time allows for a unique exploration of the area, providing you with a different perspective of Charlestown.
What is the difference between a Charlestown B&B and a hotel?
Every Charlestown 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 Charlestown B&Bs.

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