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Compare 11 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, (160)
"Had a wonderful time."
The price is AED 586
AED 646 total
includes taxes & fees
1 Dec - 2 Dec
Jailer's 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
15 Dec - 16 Dec
Red Rose Inn Bed & Breakfast
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 683
AED 750 total
includes taxes & fees
8 Dec - 9 Dec
Wildflower Ranch Inn
Bourbon Manor B&B
Room

Bourbon Manor B&B

4.0 star property
9.8 out of 10, Exceptional, (67)
"Service was excellent. Location is perfect. Shower had low water pressure. Bed was not very comfortable."
The price is AED 798
AED 880 total
includes taxes & fees
1 Dec - 2 Dec
Bourbon Manor 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 3,018
AED 3,847 total
includes taxes & fees
1 Dec - 2 Dec
BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown
Hill House B&B
Exterior

Hill House B&B

2.0 star property
The price is AED 605
AED 647 total
includes taxes & fees
27 Nov - 28 Nov
Hill House 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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Other property types in Boston

Stay downtown within walking distance of restaurants, shopping, and breweries!
Private kitchen

Stay downtown within walking distance of restaurants, shopping, and breweries!

9.6 out of 10, Exceptional, (56)
"So easy to check in and it was centrally located near shops and bars! Place was clean and so well kept! Will come back for sure "
The price is AED 477
AED 798 total
includes taxes & fees
27 Nov - 28 Nov
Stay downtown within walking distance of restaurants, shopping, and breweries!
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, (197)
"I am a 65 YO woman and I stayed at this cottage by myself the week of 10/22/24. I am pleased to give a 5-star rating because: this cottage was easy to find and located in a pleasant, quiet area. I felt safe in this cottage; it was very clean; bed slept wonderful; water pressure and temp were great; cottage looks exactly like pictures; everything worked as expected, and my communications with the property manager were easy. This area is wonderful if you want peace and quiet, close to the lake...
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Stay in a historic Early 1800s Guest House!
Exterior

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (88)
"Very cute Guest House. 1 block from Main St. close to restaurants and bars. Clean, great wifi, tv and comfi bed. Owners are responsive and there if you need them. Price was great. Would rent again."
The price is AED 422
AED 701 total
includes taxes & fees
2 Dec - 3 Dec
Stay in a historic Early 1800s Guest House!
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. 11.5 mi (18.4 km) from the downtown core. Enjoy the free full breakfast and unique décor. Bourbon Manor B&B: 10 rooms. 11.7 mi (18.8 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown: Located 11.6 mi (18.7 km) from the core of Boston.
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.