Bed and Breakfast and Inn in Winthrop, MA

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Winthrop, MA B&B
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29 Bed and Breakfasts and Inn in Winthrop, MA

Best Winthrop, MA bed and breakfasts with breakfast included

The College Club Of Boston - Winthrop, MA
9.4 1122 reviews

The College Club Of Boston

B&B, Boston
The College Club of Boston, a three-star hotel, is ideally located in the Back Bay district, a short walk from Boston Public Garden and Boston Common, and approximately 2.1km from Symphony Hall.
This 800 sq ft establishment offers 12 guest rooms, complimentary continental breakfast, free Wi-Fi, on-site meeting space, and a quiet library; pets are welcome.
Homestay In Fields Corner Area Boston - Winthrop, 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.
Château Sur Mer Bed & Breakfast - Winthrop, MA
8.5 387 reviews

Château Sur Mer Bed & Breakfast

B&B, Winthrop Town
Château sur Mer (Castle by the Sea) is a charming bed and breakfast located in Winthrop, just a short distance from Boston and Cambridge, offering a peaceful escape from the city. It has consistently received very good ratings for its location, cleanliness, and overall guest experience.
The guest house has one bedroom and one bathroom, comfortably accommodating up to two guests. It offers a range of amenities, including free Wi-Fi, air conditioning, and a shared lounge, ensuring a comfortable and enjoyable stay.
Homestay Near Downtown Boston - Winthrop, 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.

Best Winthrop, MA bed and breakfasts with a pool

Among the 29 accommodations in Winthrop, MA, here are the 4 best b&b with a pool

Steps From Fenway Park + Free Breakfast & Pool - Winthrop, MA
9.8 261 reviews

Steps From Fenway Park + Free Breakfast & Pool

B&B, Boston
This Boston guesthouse is located in Kenmore Square, a short walk from Fenway Park and the House of Blues.
Offering a retro-rock theme, a heated outdoor pool, complimentary breakfast, and valet parking, this one-bedroom, one-bathroom guesthouse sleeps two and features on-site access to Hojoko Japanese tavern.
Queen-sdb Privée Avec Douche-vue Sur Port-harbor V - Winthrop, MA
9.8 20 reviews

Queen-sdb Privée Avec Douche-vue Sur Port-harbor V

B&B, Boston
This luxurious yacht, moored at Constitution Marina in Boston, offers unparalleled waterfront views and convenient access to the city centre, with Boston's major attractions within easy reach.
The 12.5-metre vessel boasts a one-bedroom layout sleeping four guests, complete with a fully equipped galley, air conditioning, Wi-Fi, a spacious deck, and included breakfast; a second stateroom is available for larger groups.
Queen-sdb Privée Avec Douche-vue Sur Port-blue Wat - Winthrop, MA
9.7 594 reviews

Queen-sdb Privée Avec Douche-vue Sur Port-blue Wat

B&B, Boston
This unique B&B is situated at Constitution Marina in Boston Harbour, a short walk from the Boston Tea Party Ships & Museum and a short drive from the Freedom Trail. The B&B has received excellent ratings for location, cleanliness, and overall experience.
The B&B is a spacious sailboat with a comfortable deck and seating area. It offers modern amenities such as air conditioning, heating, cable TV, Wi-Fi, and a refrigerator, as well as a delicious breakfast included in the price.
Boston Lodge And Suites - Winthrop, MA
9.0 753 reviews

Boston Lodge And Suites

B&B, Boston
Boston Lodge and Suites is located in a quiet suburban area, just a short distance from the JFK Presidential Library & Museum and the Boston Convention Exhibitors Center. The hotel has consistently received very good user ratings, with excellent marks for location and cleanliness.
The accommodation offers a range of rooms and suites, some with dining and seating areas. Guests can enjoy a variety of amenities, including a swimming pool, tennis court, and restaurant, as well as a garden and terrace.

Frequently Asked Questions about bed and breakfast in Winthrop, MA

  • What are the must-see sights for first-time visitors on a day trip to Winthrop, MA?

    For a day trip, you'll want to see the Winthrop Lighthouse, enjoy the views from the Winthrop Town Hall, and maybe even take a walk along the scenic Winthrop Shore Reservation.
  • What are the best bed and breakfasts in Winthrop, MA?

  • In which districts of Winthrop, MA should you consider booking a bed and breakfast?

    Winthrop is quite small, so you'll find most bed and breakfasts clustered around the waterfront, near the Winthrop Lighthouse and the Winthrop Beach area. This is a great location for easy access to local shops and restaurants.
  • What are the best bed and breakfasts with a pool in Winthrop, MA?

    One Bedroom Suite In Boutique Inn, Heaven Room and Oasis Room are the best B&Bs with a pool in Winthrop, MA.

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

    Winthrop has a typical New England climate with warm, humid summers and cold, snowy winters. Spring and autumn are pleasant, but can be unpredictable. Be sure to check the forecast before planning outdoor activities.
  • What are the best bed and breakfasts for families and kids in Winthrop, MA?

    The best B&B for families and kids in Winthrop, MA is Beautiful Victorian.

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

    For solo travelers, you'll find plenty of casual and cozy eateries in Winthrop. The Beachcomber Restaurant offers classic American fare with a waterfront view. For something more local, try the Winthrop Tavern, known for its friendly atmosphere and delicious pub food. You can also find several cafes and bakeries for a quick bite.
  • What are the best pet friendly bed and breakfasts in Winthrop, MA?

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

    The Winthrop Historical Society offers tours and exhibits about the town's history. The annual Winthrop Beach Sandcastle Contest is a fun event for families, and the nearby Boston area offers numerous cultural attractions.
  • What are the best bed and breakfasts with parking in Winthrop, MA?

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

    The Winthrop Shore Reservation offers scenic walking trails along the coastline. For a longer hike, you can visit the nearby Rumney Marsh Reservation, which has a network of trails through the woods.
  • What amenities are commonly offered in bed and breakfasts in Winthrop, MA?

    Most bed and breakfasts in Winthrop offer comfortable rooms, a hearty breakfast, and amenities like free Wi-Fi and parking. Some may also have outdoor seating areas or gardens.

Popular destinations

Best Winthrop, MA bed and breakfasts with a garden

Homestay In Boston West Bellflower Street - Winthrop, MA
No reviews

Homestay In Boston West Bellflower Street

B&B, Boston
B&B. You will be in Boston.
Services and facilities include a kitchen, free parking and a washing machine. Take advantage of the garden in this accommodation in Boston.
Modern Suite Near Boston, Airport & Downtown - Winthrop, MA
9.9 200 reviews

Modern Suite Near Boston, Airport & Downtown

B&B, Chelsea
This Chelsea, Massachusetts private suite, located in the Admiral's Hill neighbourhood, offers easy access to Logan Airport and Boston city centre, being just a short distance from Mary O'Malley Park.
The self-contained apartment features a queen-sized bed, a pull-out sofa bed accommodating up to four guests, a kitchenette with a SMEG coffee maker and full-sized refrigerator, a private bathroom with a shower, and a 55" Samsung Frame Smart TV; off-street parking is also provided within a secure, gated community.
Boston Monadnock Properties - Winthrop, MA
8.6 371 reviews

Boston Monadnock Properties

B&B, Boston
Boston Monadnock Properties is located in a peaceful residential area, just a short distance from Carson Beach and within easy reach of several Boston landmarks. The guesthouse has received very good user ratings and is praised for its excellent cleanliness and good location.
Each room at this guesthouse features a kitchenette with an oven, microwave, toaster, and fridge, allowing guests to prepare their own meals. Guests can also enjoy a garden, a shared lounge, free Wi-Fi, and air conditioning.
Homestay In Boston Fields Corner Area - Winthrop, MA
8.6 20 reviews

Homestay In Boston Fields Corner Area

B&B, Boston
This B&B is situated in Boston's Dorchester district, offering easy access to Fields Corner Station and lying 5.47 kilometres from the JFK Presidential Library & Museum and 6.28 kilometres from the Museum of Fine Arts.
This air-conditioned accommodation, covering 14 square metres with one bedroom and one bathroom, can host up to two guests and provides complimentary WiFi.

Best Winthrop, MA bed and breakfasts with air conditioning

Homestay Bnb Near Downtown Boston - Winthrop, MA
8.6 240 reviews

Homestay Bnb Near Downtown Boston

B&B, Boston
This Boston homestay, situated 4km from the city centre in Dorchester, is conveniently located near Our Lady of Czestochowa Church, Carson Beach, and the Shirley-Eustis House.
The B&B offers Wi-Fi, air conditioning, and a 10:00 check-out time, providing guests with easy access to Dorchester's attractions and a comfortable stay.
Homestay In Boston Fields Corner Area - 30 Days M - Winthrop, MA
8.3 305 reviews

Homestay In Boston Fields Corner Area - 30 Days M

B&B, Boston
This Boston guesthouse is located in Dorchester's Fields Corner, approximately 6-8km from attractions such as the Museum of Fine Arts, South Station, and the Hynes Convention Centre.
The one-bedroom property, boasting two bathrooms and free Wi-Fi, offers air-conditioned rooms with flat-screen TVs and is conveniently close to the JFK Presidential Library & Museum (5.8km).
Malden Rooms - Winthrop, MA
9.1 10 reviews

Malden Rooms

B&B, Malden
Malden Rooms, a bed and breakfast in Malden, is located 7.7 kilometres from Inman Square and 8.4 kilometres from Central Square, with Cambridge College 6.4 kilometres away and Boston landmarks such as TD Garden and Old North Church also 8.8 kilometres distant.
This non-smoking establishment offers 16 square metres of space with one bedroom and one bathroom, accommodating up to two guests and featuring air conditioning, complimentary WiFi, and on-site private parking.
Boston Monadnock Properties - Winthrop, MA
8.9 21 reviews

Boston Monadnock Properties

B&B, Boston
B&B with an excellent rating of 89% based on 21 reviews. You will be in Boston.
Facilities and services: a kitchen, a terrace and a fridge. This is a family-friendly accommodation!
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