Photo by Heather Beaudry

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Compare 7 B&B in Southampton with updated reviews, rates, and availability.

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (669)
"We love staying here every time we visit Smith"
The price is AED 511
AED 570 total
includes taxes & fees
5 May - 6 May
The Ellery

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (57)
"great B&B."
The price is AED 726
AED 811 total
includes taxes & fees
5 May - 6 May
Black Walnut Inn

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (478)
"Quiet and very relaxing, making it a great and enjoyable stay! "
The price is AED 733
AED 819 total
includes taxes & fees
5 May - 6 May
Old Mill Inn

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (331)
"The railroad theme was so well done. Great place and so many interesting books, games and art to look at while staying. The owners were great, met them in the kitchen one morning. Such a cool place, loved our stay. "
The price is AED 551
AED 582 total
includes taxes & fees
5 May - 6 May
Trainmasters Inn

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (384)
"We stayed for two nights in April 2025 in the Louis XIV Room. What a lovely stay. The room is spacious and clean. The food was delicious and the host is kind and has lots of information on local points of interest. There are many free parking spots on site. Centrally located to everything, and location was nice and quiet."
The price is AED 411
AED 467 total
includes taxes & fees
7 May - 8 May
Naomi's Inn Bed & Breakfast

Daniel Stebbins House

3.0 star property
10.0 out of 10, Exceptional, (45)
"Lovely old inn, beautifully maintained and well-appointed with antiques, overlooking pretty gardens, convenient to the college and town, cared for by delightful proprietors."
The price is AED 993
AED 1,109 total
includes taxes & fees
2 Jun - 3 Jun
Daniel Stebbins House

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (87)
"We arrived with little notice but were welcomed anyway and had a great stay with a delicious breakfast. "
The price is AED 477
AED 530 total
includes taxes & fees
5 May - 6 May
Truman Gillet House Bed & Breakfast
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 Southampton

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

10.0 out of 10, Exceptional, (2)
"We all enjoyed our stay! As described."
The price is AED 915
AED 1,653 total
includes taxes & fees
10 May - 11 May
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Cozy Home in Holyoke with 2 bedrooms

10.0 out of 10, Exceptional, (3)
"Wonderful stay. Veronica was so kind and super responsive. The house was a great size and have everything we needed. We stayed there with 2 adults and 2 toddlers under 3. It was plenty of space. And a great location to all the area had to offer, museums, fun restaurants in North Hampton, etc. Would definitely stay again. "
The price is AED 477
AED 1,067 total
includes taxes & fees
5 May - 6 May
Cozy Home in Holyoke with 2 bedrooms

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

8.8 out of 10, Excellent, (8)
"My family of five was pleasantly pleased with our booking. The duplex had plenty of space, including access to the basement. Easy access, adequate parking, safe neighborhood, clean surfaces and extra linen, around plenty of food options and great wi-fi connection. All instructions were simple and easy to follow. It snowed during our stay and we woke up to the porch and sidewalk shoveled! Chef's Kiss A"
The price is AED 441
AED 1,167 total
includes taxes & fees
5 May - 6 May
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
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 Southampton?
If you’re looking for something a little more offbeat than your standard hotel experience, a bed and breakfast might be the perfect option for your vacation. While you’re enjoying your trip to Southampton, Conant Park and Southampton Center Historic District are perfect spots to get in some fresh air and greenery.
Are you thinking about a B&B instead of a traditional hotel?
B&Bs all have a unique charm. Whether it’s a comfy common area with a fireplace or a beautiful breakfast room, the little details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Southampton?
Below are some well-liked B&Bs in the area: The Ellery: 7.8 mi (12.5 km) from the heart of Southampton.Black Walnut Inn: 10 rooms. 16.1 mi (25.8 km) from the downtown core. Enjoy the free full breakfast and unique décor. Old Mill Inn: 12 rooms. Situated 11.8 mi (18.9 km) from the heart of Southampton. Enjoy the deli and unique décor. Naomi’s Inn Bed & Breakfast: 8 rooms. Located 9.8 mi (15.8 km) from the core of Southampton. Enjoy the free full breakfast and unique décor.
When is the best time to book my B&B in Southampton?
When you’re planning your stay in Southampton, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Southampton are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Southampton?
Spend some time exploring Conant Park and Southampton Center Historic District if you’re hoping to see some of the area’s natural features. You might put Southampton Town Hall and Southampton Wildlife Management Area on your list if you want to see more of the area.
How can I get to and around Southampton?
You can map out your trip in and around Southampton ahead of time with these transportation options. Fly into Westfield, MA (BAF-Barnes Municipal), which is located 4.3 mi (6.9 km) from the city center. Otherwise, you can search for flights to Bradley Intl. Airport (BDL), which is 20.8 mi (33.5 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.