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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Wellesley bed & breakfast

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)
"Everything! Tbh my fave was the cookies! It was the perfect stay in the heart of it all while being super quiet for a solo traveler! "
United States
Haley
The College Club of Boston
Classic Triple Room | Interior
Homestay In Boston -

Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Very clean and cozy"
United States
Vladimir
The price is AED 229
AED 263 total
includes taxes & fees
1 Jan - 2 January 2026
Homestay In Boston -
Full-size 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
10.0 out of 10, Exceptional, (1)
"Great house!"
United States
Liang
The price is AED 218
AED 251 total
includes taxes & fees
11 Dec - 12 Dec
Homestay In Fields Corner Area 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, (1004)
"The staff was friendly and prompt, I got an upgrade, and the room and bathroom were spotless!"
United States
Frederick
The price is AED 496
AED 567 total
includes taxes & fees
24 Dec - 25 Dec
Irving House At Harvard
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 AED 347
AED 631 total
includes taxes & fees
11 Dec - 12 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
The price is AED 283
AED 325 total
includes taxes & fees
18 Dec - 19 Dec
Homestay Near Downtown Boston
Double Room, 1 Queen Bed | Free WiFi, bed sheets
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast
3.0 star property
Winthrop
8.6 out of 10, Excellent, (211)
"Very quaint and cute bed and breakfast with fun view of the bay and airplanes landing, cute restaurants nearby and super close to the airport. Great price for accommodations near Logan for early morning flight."
United States
Heidi
Château sur Mer Bed & Breakfast
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 AED 1,090
AED 1,545 total
includes taxes & fees
10 Jan - 11 January 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 AED 716
AED 800 total
includes taxes & fees
11 Dec - 12 Dec
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

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"Staff is very friendly and accommodating. Room was clean and the bed was comfortable. Breakfast was very good."
Geraldine 1-night trip
Posted 2 days ago
Wyndham Boston Beacon Hill

Frequently asked questions

Searching for B&Bs in Wellesley?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your trip. When you want to explore some attractions in town, Massachusetts Horticultural Society's Gardens at Elm Bank and Hunnewell Tennis Center are worth a stop.
Are you thinking about a B&B instead of a traditional hotel?
Every B&B has its own unique feel. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the little details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Wellesley?
Here are some well-liked B&Bs in the 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 downtown core. Enjoy the local cuisine breakfast and deli. Homestay BnB Near Downtown Boston: 5 rooms. Situated 12 mi (19.4 km) from the heart of Wellesley. The Pistachio Room at TPH - Boston: Located 7.5 mi (12.1 km) from the core of Wellesley.
When is the best time to book my B&B in Wellesley?
When you're planning your getaway to Wellesley, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Wellesley is 48 inches.
What is there to do in Wellesley?
When you want to explore some things to do in town, Massachusetts Horticultural Society's Gardens at Elm Bank and Hunnewell Tennis Center are some notable sights to visit. You might put Keohane Sports Center and Elm Bank Reservation on your list if you want to see more of the area.
How can I get to and around Wellesley?
You can map out your trip in and around Wellesley ahead of time with these transportation options. Fly into Norwood, MA (OWD-Norwood Memorial), which is located 9.6 mi (15.4 km) away 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 a rental car for your journey.