Bed and Breakfast in Wellesley, MA

13 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Wellesley, MA bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

13 Bed and Breakfasts in Wellesley, MA

Best Wellesley, MA bed and breakfasts with breakfast included

Homestay In Fields Corner Area Boston - Wellesley, MA
No reviews

Homestay In Fields Corner Area Boston

B&B, Boston
This Boston bed and breakfast is situated in the Fields Corner Area, offering a local neighbourhood experience 6 kilometres from the city centre, with Adams/King Playground, Dr. Martin Luther King, Jr. Archives, and Prince Hall Masonic Temple nearby.
Guests can enjoy complimentary Wi-Fi, on-site laundry services, and pet-friendly accommodation at this guesthouse.
هوم ستاي نير داون تاون بوستن - Wellesley, MA
8.6 32 reviews

هوم ستاي نير داون تاون بوستن

B&B, Boston
This Dorchester guesthouse offers convenient access to the University of Massachusetts Boston, located just 1.1 kilometres away, and is within 5 kilometres of the Boston Convention and Exhibition Centre, Copley Square, Boston Common, and Fenway Park, with Newmarket and Andrew Stations a 10-minute walk providing further transport links. Guests can expect complimentary breakfast, a fridge and microwave oven in the kitchen, and free internet access, though shared bathrooms are provided at this very good rated B&B.
Homestay Near Downtown Boston - Wellesley, MA
No reviews

Homestay Near Downtown Boston

B&B, Boston
This Boston bed and breakfast is situated approximately 4 kilometres from the city centre, offering convenient access to local attractions such as Our Lady of Czestochowa Roman Catholic Church, Carson Beach, and the historic Shirley-Eustis House.
Guests can benefit from complimentary Wi-Fi and a late check-in option between 11:00 PM and 2:00 AM, though a USD 25 fee may apply, with a standard check-out time of 10:00 AM.
Irving House At Harvard - Wellesley, MA
8.8 1612 reviews

Irving House At Harvard

B&B, Cambridge
The Irving House at Harvard is located in Harvard Square, a short walk from Harvard University and a short drive from the Massachusetts Institute of Technology. The guest house has consistently received very good ratings for cleanliness, location and overall user experience.
The accommodation offers charming and comfortable rooms, each with a private bathroom. Guests can enjoy a complimentary breakfast each morning, relax in the on-site library, and take advantage of free Wi-Fi, laundry facilities, and discounted access to a nearby fitness centre.

Best Wellesley, MA bed and breakfasts with a garden

Pond Room: The Inn At Fireside Tavern Sherborn - Wellesley, MA
10 3 reviews

Pond Room: The Inn At Fireside Tavern Sherborn

B&B, Sherborn
The Inn at Fireside Tavern Sherborn, a boutique guesthouse, is located centrally in Sherborn, directly above its on-site restaurant, the Fireside Tavern, and opposite the town's playground and tennis courts, with scenic horse farms a short stroll away.
This guesthouse offers one bedroom and one bathroom, accommodating up to two guests, with amenities including air conditioning, Wi-Fi, a common living and dining area, and dedicated desk space within the suites for remote work.
Farm Room: The Inn At Fireside Tavern Sherborn - Wellesley, MA
10 3 reviews

Farm Room: The Inn At Fireside Tavern Sherborn

B&B, Sherborn
The Inn at Fireside Tavern, a boutique guesthouse in Sherborn, is located directly above the community tavern and opposite the town playground and tennis courts, with horse farms within 500 metres.
This establishment offers one bedroom and one bathroom accommodating two guests, with air conditioning, Wi-Fi, and access to manicured grounds with picnic tables, all providing a blend of New England character and contemporary design.
Homestay In Boston West Bellflower Street - Wellesley, MA
No reviews

Homestay In Boston West Bellflower Street

B&B, Boston
B&B. You will be based in Boston.
Services and facilities include a garden, a dish washer and a washing machine. This accommodation in Boston also has air conditioning!
Homestay In Boston Fields Corner Area - Wellesley, MA
No reviews

Homestay In Boston Fields Corner Area

B&B, Boston
This guest house is located in the Boston Fields Corner Area, a short walk from local evening entertainment options.
Guests can enjoy complimentary daily breakfast, on-site entertainment, and amenities including a fridge, microwave oven, dishwasher, and air conditioning.

Frequently asked questions about bed and breakfast in Wellesley, MA

  • What is the typical weather in Wellesley, MA, and how does it affect outdoor plans?

    Wellesley experiences four distinct seasons. Summers are warm and humid, reaching around 25°C, perfect for enjoying outdoor activities like picnics and walks. Winters are cold and snowy, with average temperatures around 0°C. Be sure to pack warm clothes if you're visiting during this time. Spring and autumn offer mild weather, ideal for exploring the town and its surroundings.
  • What are the best bed and breakfasts in Wellesley, MA?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Wellesley, MA?

    There are several great places for solo diners in Wellesley. The Wellesley Farms Restaurant offers a classic American menu in a relaxed atmosphere. If you're looking for something more casual, try the Wellesley Coffee Shop for a quick bite and a cup of coffee.
  • What are the best bed and breakfasts with a jacuzzi in Wellesley, MA?

    The best B&B with a jacuzzi in Wellesley, MA is 1 Private Room/2beds - Walk To Colleges And Train.

  • What are the best cultural activities and events in and around Wellesley, MA?

    Wellesley is home to the Wellesley Free Library, which hosts a variety of cultural events throughout the year, including author talks, concerts, and film screenings. The Wellesley Symphony Orchestra also performs regularly at the Wellesley High School auditorium.
  • What are the best bed and breakfasts for families and kids in Wellesley, MA?

    The best B&B for families and kids in Wellesley, MA is 1 Private Room/2beds - Walk To Colleges And Train.

  • Which hiking trails are recommended for exploring in and around Wellesley, MA?

    For a short hike, try the Wellesley College Arboretum, which offers scenic paths and a variety of trees and plants. For a longer adventure, head to the nearby Waban or Lake Cochituate, both offering beautiful lakeside trails.
  • What are the best bed and breakfasts with parking in Wellesley, MA?

  • What amenities are commonly offered in bed and breakfasts in Wellesley, MA?

    Most bed and breakfasts in Wellesley offer a range of amenities, including a hearty breakfast, free Wi-Fi, and comfortable common areas. Some may also have private parking, fireplaces, and gardens.

Popular destinations

Best Wellesley, MA bed and breakfasts with parking

Oasis Guest House - Wellesley, MA
9.1 2326 reviews

Oasis Guest House

B&B, Boston
Oasis Guest House is located in a quiet neighbourhood, just a short walk from Symphony Hall and a mile from Fenway Park. The guesthouse has received excellent ratings for cleanliness, location, and overall experience.
The accommodation offers a choice of rooms, some with private bathrooms. Guests can enjoy free WiFi, air conditioning, and a shared terrace with city views.
Private Suite 1 Br, 1 Ba, 1 Lr, 1flr - Wellesley, MA
9.6 362 reviews

Private Suite 1 Br, 1 Ba, 1 Lr, 1flr

B&B, Wellesley
This charming bed and breakfast is situated on Washington Street in Wellesley Hills, just a short walk from the commuter rail and local amenities, making it ideal for exploring the area. It has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The guest suite features a separate living room and bedroom with a private bathroom, comfortably accommodating two guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and access to a washing machine and dryer, ensuring a comfortable and convenient stay.
Boston Historic Lower Mills - Wellesley, MA
No reviews

Boston Historic Lower Mills

B&B, Boston
Accommodation. You will be located in Boston.
Services and facilities include a fridge and free parking. Take advantage of the air conditioning in this accommodation in Boston.
Orchard Room:
The Inn At Fireside Tavern Sherborn - Wellesley, MA
9.3 3 reviews

Orchard Room: The Inn At Fireside Tavern Sherborn

B&B, Sherborn
The Inn at Fireside Tavern Sherborn offers boutique luxury suites located centrally in Sherborn, directly above the Fireside Tavern and across from the town playground and tennis courts, with horse farms a short 500-meter stroll away.
This B&B provides one bedroom and one bathroom with air conditioning, internet access, and keypad entry for two guests, featuring exclusive access to a common living and dining area and manicured grounds with picnic tables.

Best Wellesley, MA bed and breakfasts with air conditioning

Private Bedroom & Private Bathroom In Spacious House 8 Min To Boston - Wellesley, MA
No reviews

Private Bedroom & Private Bathroom In Spacious House 8 Min To Boston

B&B, Medford
This Medford bed and breakfast offers convenient access to Boston, located just 13 kilometres away, with Cambridge College situated 5.8 kilometres distant and Harvard Square 7.7 kilometres from the property.
This accommodation features private parking, complimentary Wi-Fi, air conditioning, a garden, and capacity for three guests across one bedroom and one bathroom, with towels and bed linen provided.
Forest Room: The Inn At Fireside Tavern Sherborn - Wellesley, MA
9.6 5 reviews

Forest Room: The Inn At Fireside Tavern Sherborn

B&B, Sherborn
The Inn at Fireside Tavern is a guest house located in Sherborn, directly above the Fireside Tavern and opposite the town playground and tennis courts, with horse farms within a 300-meter stroll.
This accommodation offers four private suites, each with its own character, providing guests with exclusive access to a shared living and dining area, air conditioning, Wi-Fi, and parking, alongside beautifully maintained grounds with picnic tables for a comfortable stay.
Homestay In Harvest Street - Wellesley, MA
8.8 61 reviews

Homestay In Harvest Street

B&B, Boston
This guest house on Harvest Street is situated in Boston, offering convenient access to local attractions and amenities.
Guests can enjoy complimentary Wi-Fi, on-site parking, laundry services, and air conditioning in select rooms, with concierge services and room service available for added comfort.
The Harvard Room Conveniently Near Bc & Harvard - Wellesley, MA
9.4 451 reviews

The Harvard Room Conveniently Near Bc & Harvard

apartment, Boston
This one-bedroom apartment is situated in Brighton, just outside Boston, within easy reach of both Harvard University and St. Elizabeth's Medical Center. It has received excellent user ratings for location, cleanliness, and overall experience.
The apartment is suitable for a maximum of two guests and comes equipped with a washing machine, refrigerator, coffee/tea maker, and TV. It also features a garden, providing a peaceful retreat from the bustling city.
©2026 cozycozy.com