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Check prices for these dates

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

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

Jailer's Inn
Balcony

Jailer's Inn

3.5 star property
9.4 out of 10, Exceptional, (165)
"The property is beautifully maintained, the historical tales are wonderfully manifested by Paul (the proprietor), and the immersive tour was incredibly well done. You can truly feel the presence of the past in the rooms and grounds and it's obvious that this treasure is in the right hands to ensure it remains a part of legend and history. "
The price is AED 586
AED 646 total
includes taxes & fees
2 Mar - 3 Mar
Jailer's Inn
Bourbon Manor B&B
Nightclub

Bourbon Manor B&B

4.0 star property
9.8 out of 10, Exceptional, (68)
"Awesome experience!"
The price is AED 841
AED 927 total
includes taxes & fees
12 Mar - 13 Mar
Bourbon Manor B&B
Hill House B&B
Deluxe Room | Desk, free WiFi

Hill House B&B

2.0 star property
The price is AED 636
AED 681 total
includes taxes & fees
28 Feb - 1 Mar
Hill House B&B
Wildflower Ranch Inn
View from property

Wildflower Ranch Inn

3.5 star property
9.2 out of 10, Wonderful, (19)
"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 683
AED 750 total
includes taxes & fees
13 Mar - 14 Mar
Wildflower Ranch Inn
Red Rose Inn Bed & Breakfast
Terrace/patio

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 925
AED 1,020 total
includes taxes & fees
4 Mar - 5 Mar
Red Rose Inn Bed & Breakfast
BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown
Exterior

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

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

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (83)
"My family stayed here while visiting Louisville for the National Farm Machinery show. There was plenty of space for our group of 9!"
The price is AED 735
AED 1,852 total
includes taxes & fees
2 Mar - 3 Mar
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Outdoor spa tub

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

10.0 out of 10, Exceptional, (202)
"It was beautiful to stay here. The location was serene and peaceful. The house was so clean. The house had games and movies so we were never bored! 10/10!"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm
Fridge, microwave, oven, stovetop

Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

10.0 out of 10, Exceptional, (37)
"Property was fantastic the weather didn’t cooperate unfortunately but made most of the beautiful home "
The price is AED 915
AED 1,964 total
includes taxes & fees
3 Mar - 4 Mar
Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm
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. Red Rose Inn Bed & Breakfast: 4 rooms. Situated 11.5 mi (18.4 km) from the heart of Boston. Enjoy the free full breakfast and unique décor. Hill House B&B: 4 rooms. 18.1 mi (29.2 km) from the heart of downtown. Enjoy the free full breakfast and patio area. Bourbon Manor B&B: 10 rooms. Located 11.7 mi (18.8 km) from the core of Boston. Enjoy the free full breakfast and designer toiletries.
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.