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Compare 6 B&B in Boston with updated reviews, rates, and availability.

Jailer's Inn
Front of property

Jailer's Inn

3.5 star property
9.4 out of 10, Exceptional, (161)
"Had a wonderful time."
The price is AED 586
AED 646 total
includes taxes & fees
29 Dec - 30 Dec
Jailer's Inn
Bourbon Manor B&B
Room

Bourbon Manor B&B

4.0 star property
9.8 out of 10, Exceptional, (67)
"Awesome experience!"
The price is AED 798
AED 880 total
includes taxes & fees
29 Dec - 30 Dec
Bourbon Manor B&B
Wildflower Ranch Inn
Pool

Wildflower Ranch Inn

3.5 star property
9.0 out of 10, Wonderful, (18)
"Beautiful residence, with unique rooms. The breakfast on both days of our stay was excellent and the highlight of our stay. Very convenient for Lebanon, the bourbon trail and Makers Mark, as well as some smaller unique distilleries "
The price is AED 569
AED 625 total
includes taxes & fees
30 Dec - 31 Dec
Wildflower Ranch Inn
Red Rose Inn Bed & Breakfast
Exterior

Red Rose Inn Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (40)
"Susan and David great hosts!!"
The price is AED 841
AED 927 total
includes taxes & fees
29 Dec - 30 Dec
Red Rose Inn Bed & Breakfast
Hill House B&B
Exterior

Hill House B&B

2.0 star property
The price is AED 617
AED 661 total
includes taxes & fees
2 Jan - 3 January 2025
Hill House B&B
BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown
Bourbon20Manor20Drone_4

BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown

The price is AED 2,048
AED 2,613 total
includes taxes & fees
15 Jan - 16 January 2025
BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown
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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Other property types in Boston

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Exterior detail

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

10.0 out of 10, Exceptional, (189)
"Stayed here 2nights for my husband's Birthday getaway. We all absolutely loved it!! Can't wait to come back again!"
The price is AED 657
AED 1,000 total
includes taxes & fees
3 Jan - 4 January 2025
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Spring blooms!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

9.8 out of 10, Exceptional, (80)
"The host of this property is great. She communicates well and was easily accessible. The property is clean and in a great location if you are looking for things south of Louisville. Great layout for families with kids and in-laws. "
The price is AED 551
AED 1,627 total
includes taxes & fees
6 Jan - 7 January 2025
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Seating for 6 in this cozy living room with fire place & 42-inch SMART LCD TV

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (199)
"The property was clean and just as the pictures showed. Jeramie was a wonderful host and talked us through the process of getting the fireplace started through a late night phone call. Would definitely stay there again."
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
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.

Frequently asked questions

Searching for B&Bs in Boston?
If you’re looking for something a little quirkier than your standard hotel experience, a bed and breakfast could be a great option for your getaway.
How do you know if a B&B is the right choice for your stay?
Every B&B has a unique charm. Whether it’s a picturesque garden or a beautiful dining room, the small details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Boston?
Below are some B&Bs in the area: Jailer’s Inn: 9 rooms. 11.3 mi (18.2 km) from the heart of Boston. Enjoy the free full breakfast and unique décor. Bourbon Manor B&B: 10 rooms. 11.7 mi (18.8 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Red Rose Inn Bed & Breakfast: 4 rooms. 11.5 mi (18.4 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Hill House B&B: 4 rooms. Located 18.1 mi (29.2 km) from the core of Boston. Enjoy the free full breakfast and patio area.
What's the best time of year to stay at a B&B in Boston?
When you’re dreaming of a trip to Boston, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Boston is 56 inches.
What is there to do in Boston?
Spend some time exploring Freeman Lake Park and My Old Kentucky Home State Park if you’re hoping to see some of the area’s natural features. You might put Lux Row Distillers and Abraham Lincoln Birthplace National Historical Park on your list if you want to see more of the area.
How can I get to and around Boston?
You can map out your trip in and around Boston ahead of time with these transportation options. Fly into Louisville Intl. Airport (SDF), which is located 27.8 mi (44.7 km) away from the heart of the city. You can also search for flights into Louisville, KY (LOU-Bowman Field), which is 30.1 mi (48.4 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.