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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Wellesley bed & breakfast

Interior
Homestay In Boston -

Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.4 out of 10, Very good, (5)
"Very clean and cozy"
United States
Vladimir
The price is HK$599
HK$689 total
includes taxes & fees
29 Dec - 30 Dec
Homestay In Boston -
Miscellaneous
The College Club of Boston

The College Club of Boston

The College Club of Boston
3.0 star property
Back Bay
9.4 out of 10, Exceptional, (1001)
"Great location and beautiful building."
United States
Matthew
The College Club of Boston
Exterior detail
Irving House At Harvard

Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1001)
"Clean, affordable, historic building, little libraries in every room"
United States
Josh
The price is HK$816
HK$934 total
includes taxes & fees
29 Dec - 30 Dec
Irving House At Harvard
Full-sized fridge, microwave, oven, stovetop
Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
9.2 out of 10, Wonderful, (7)
"The room were clean and staff was courteous. "
United States
Jonathan
The price is HK$536
HK$616 total
includes taxes & fees
29 Dec - 30 Dec
Homestay In Fields Corner Area Boston
Property grounds
The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (60)
"Great location and wonderful host"
United States
Robert M.
The price is HK$734
HK$1,336 total
includes taxes & fees
29 Dec - 30 Dec
The Pistachio Room at TPH - Boston
Exterior
Homestay Near Downtown Boston

Homestay Near Downtown Boston

Homestay Near Downtown Boston
2.0 star property
Dorchester
4.0 out of 10, (1)
"If it weren’t for the way the host treated me, this would be a 3–4 star review. The host asks for contact via WhatsApp, which I initially thought was for convenience, but clearly it was so he could be rude outside Expedia’s visibility. I first messaged through Expedia and received no response. When I reached out on WhatsApp with a simple question about luggages, his responses were hostile. He made comments like “make your question intelligible first,” even though my message was polite and...
United States
Amanda Rasera
The price is HK$599
HK$689 total
includes taxes & fees
29 Dec - 30 Dec
Homestay Near Downtown Boston
Property grounds
The Proctor Mansion Inn

The Proctor Mansion Inn

The Proctor Mansion Inn
3.0 star property
Wrentham
9.2 out of 10, Wonderful, (112)
"This is the sweetest little gem of an Inn. We loved it "
United States
Ashley H
The price is HK$2,183
HK$3,132 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Proctor Mansion Inn
Front of property
North Bridge Inn

North Bridge Inn

North Bridge Inn
3.5 star property
Concord
8.4 out of 10, Very good, (349)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
United States
Martin
The price is HK$1,515
HK$1,693 total
includes taxes & fees
1 Jan - 2 Jan 2026
North Bridge Inn
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 Wellesley Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great location "
IDO 2-night trip
Posted 1 day ago
Harborside Inn Of Boston

Find out more about Wellesley

Wellesley B&B information

Number of reviews
2,204
Accommodation
19 B&B
Lowest Price
HK$934
Highest Price
HK$3,132

Frequently asked questions

Searching for B&Bs in Wellesley?
If you're looking for something a little quirkier than your standard hotel, a stay at a bed and breakfast might be the perfect option for your getaway. When you want to explore some attractions in town, Elm Bank Reservation and Massachusetts Horticultural Society's Gardens at Elm Bank are worth a stop.
Are you interested in an apartment for your stay?
Every B&B has its own unique feel — whether it's a cosy reading space or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Wellesley?
Here are some well-liked B&Bs in the surrounding area: The College Club of Boston: 12 rooms. 11.8 mi (19.1 km) from the heart of Wellesley. Enjoy the library and coffee shop. Irving House At Harvard: 10.7 mi (17.3 km) from the city centre. Enjoy the local cuisine breakfast and snack bar/deli. Homestay Near Downtown Boston: 3 rooms. Situated 12 mi (19.4 km) from the heart of Wellesley. Homestay BnB Near Downtown Boston: 5 rooms. 12 mi (19.4 km) from the city centre. Homestay In Fields Corner Area Boston: 11 rooms. Located 11.6 mi (18.7 km) from the core of Wellesley.
What's the best time of year to book my B&B in Wellesley?
When you're planning your stay in Wellesley, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Wellesley is 1225 mm.
What is there to do in Wellesley?
When you want to explore some things to do in town, Elm Bank Reservation and Massachusetts Horticultural Society's Gardens at Elm Bank are some notable sights to visit. You should put Charles River and Hunnewell Tennis Center on your list if you want to see more of the area.
How can I get to and around Wellesley?
Mapping out your trip in and around Wellesley is easy with these transportation options. Fly into Norwood, MA (OWD-Norwood Memorial), which is located 9.6 mi (15.4 km) from the heart of the city. Otherwise, look for flights into Bedford, MA (BED-Laurence G. Hanscom Field), which is 11.5 mi (18.6 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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