Bed and Breakfast and Inn in Winthrop, MA

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

Best Winthrop, MA bed and breakfasts with breakfast included

Homestay In Boston - - Winthrop, MA
Winthrop, MA
22/09 – 23/09
$307/nightfor 1 night

Homestay In Boston -

1 2
B&B , Boston
This Boston bed and breakfast is situated in a residential area, approximately 4 kilometres from the city centre, offering proximity to Our Lady of Czestochowa Roman Catholic Church, Carson Beach, and the historic Shirley-Eustis House.
Guests can enjoy complimentary Wi-Fi and air conditioning throughout their stay, with late check-in available for a fee between midnight and 2:00 AM.
Homestay In Boston Fields Corner Area - 30 Days M - Winthrop, MA
8.4 283 reviews
Winthrop, MA
22/09 – 23/09
$173/nightfor 1 night

Homestay In Boston Fields Corner Area - 30 Days M

1 2
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).
Homestay Near Near Savin Hill Area - Winthrop, MA
8.4 16 reviews
Winthrop, MA
19/08 – 28/08
$182/nighttotal: $1638 (9 )

Homestay Near Near Savin Hill Area

1 2
B&B , Boston
This guest house in Boston's Dorchester district is situated 1.6 kilometres from the University of Massachusetts Boston and within 5 kilometres of the Boston Convention and Exhibition Centre and Copley Square, with Savin Hill underground station a 9-minute walk away.
Guests at this B&B can expect complimentary breakfast, free Wi-Fi in common areas, and an on-site laundry facility, with kitchenettes featuring a fridge and microwave oven available.
Homestay Near Downtown Boston - Winthrop, MA
Winthrop, MA
22/09 – 23/09
$219/nightfor 1 night

Homestay Near Downtown Boston

1 2
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 8 accommodations in Winthrop, MA, here are the 4 best b&b with a pool

Boston Lodge And Suites - Winthrop, MA
9.0 736 reviews
Winthrop, MA
22/09 – 23/09
$832/nightfor 1 night

Boston Lodge And Suites

1 2
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.
Across Fenway Park + Free Breakfast. Pool. Dining. - Winthrop, MA
10 38 reviews
Winthrop, MA
18/10 – 24/10
$504/nighttotal: $3024 (6 )

Across Fenway Park + Free Breakfast. Pool. Dining.

1 1
B&B , Boston
The Verb Hotel, a guesthouse in Boston's Kenmore Square, is located steps from Fenway Park and a short walk (approximately 0.8 km) from the House of Blues.
This rock 'n' roll-themed lodging boasts a heated outdoor pool, on-site Japanese tavern (Hojoko), complimentary breakfast, and sleeps four guests in one bedroom with one bathroom, offering a record player and curated vinyl selection.
Steps From Fenway Park + Free Breakfast & Pool - Winthrop, MA
9.8 238 reviews
Winthrop, MA
22/09 – 23/09
$558/nightfor 1 night

Steps From Fenway Park + Free Breakfast & Pool

1 2
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.
Clarendon Square - Winthrop, MA
9.2 271 reviews
Winthrop, MA
19/08 – 28/08
$596/nighttotal: $5364 (9 )

Clarendon Square

1 2
B&B , Boston
Clarendon Square is a charming bed and breakfast situated in Boston's Back Bay neighbourhood, just a short walk from the Back Bay station and within easy reach of the city centre. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
This comfortable guesthouse is ideal for couples, offering a single bedroom and bathroom. Guests can enjoy a range of amenities, including a hot tub, a sun terrace, a tennis court, and a garden, as well as free Wi-Fi and room service.

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.

Destinations nearby

Best Winthrop, MA bed and breakfasts with a garden

Pet-friendly 1-bedroom: Private Entry, Parking, Ac - Winthrop, MA
9.2 131 reviews
Winthrop, MA
19/08 – 28/08
$176/nighttotal: $1584 (9 )

Pet-friendly 1-bedroom: Private Entry, Parking, Ac

1 2
B&B , Melrose
This Melrose garden flat offers convenient access to public transport, being within walking distance of MBTA buses and the Oak Grove station on the Orange Line, providing easy access to Boston.
Sleeping up to three guests, this self-contained unit features a private kitchenette with microwave and fridge, a private bathroom, a shared laundry, off-street parking, Wi-Fi, and a private garden-level entrance.
Homestay In Boston West Bellflower Street - Winthrop, MA
8.4 69 reviews
Winthrop, MA
18/10 – 24/10
$256/nighttotal: $1536 (6 )

Homestay In Boston West Bellflower Street

1 1
B&B , Boston
This newly constructed B&B in Boston is conveniently located near South Bay Mall and Andrew Train Station, offering easy access to Carson Beach (1.5 km) and the JFK Presidential Library and Museum (3.1 km).
This 14 square metre guest house accommodates up to three people and features a kitchenette with a fridge and microwave, air conditioning, a private balcony, and complimentary Wi-Fi.
Modern Suite Near Boston, Airport & Downtown - Winthrop, MA
9.9 175 reviews
Winthrop, MA
18/10 – 24/10
$434/nighttotal: $2604 (6 )

Modern Suite Near Boston, Airport & Downtown

1 1
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
8.7 701 reviews
Winthrop, MA
22/09 – 23/09
$277/nightfor 1 night

Boston Monadnock Properties

1 2
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.

Best Winthrop, MA bed and breakfasts with air conditioning

Airport Room 1 - Winthrop, MA
7.5 2 reviews
Winthrop, MA
22/09 – 23/09
$216/nightfor 1 night

Airport Room 1

1 2
B&B , Boston
This Boston bed and breakfast is located near Logan Airport, a 12-minute walk from Constitution Beach, and within 6.8 kilometres of downtown attractions such as Boston North Station and TD Garden.
This 150 square metre guesthouse offers 1 bedroom, 1 bathroom, and accommodation for 2 guests, featuring air conditioning, heating, free Wi-Fi, free private parking, and an in-room kitchen with a fridge and kettle.
Beautiful Victorian House, Room - Winthrop, MA
8.6 330 reviews
Winthrop, MA
22/09 – 23/09
$224/nightfor 1 night

Beautiful Victorian House, Room

1 2
B&B , Boston
This charming guest house is located in a quiet residential area of Boston, just 4 kilometres from the JFK Presidential Library & Museum and 7 kilometres from the Boston Museum of Fine Arts. The property consistently receives very good ratings for its cleanliness, location, and overall experience.
The guest house is a Victorian property with a single bedroom and a total floor area of 22 square metres, comfortably accommodating two guests. Amenities include air conditioning, free Wi-Fi, a kitchen, and a terrace, allowing guests to relax and enjoy the peaceful surroundings.
Homestay In Harvest Street - Winthrop, MA
9.0 54 reviews
Winthrop, MA
22/09 – 23/09
$206/nightfor 1 night

Homestay In Harvest Street

1 2
B&B , Boston
This Boston homestay, near Andrew Station, offers convenient access to public transport and is a 2.4km walk from Carson Beach, with major attractions such as the John F. Kennedy Presidential Library and Museum within a 2.9km radius.
The 6 square metre self-catering apartment features one bedroom, one bathroom, sleeps five guests, and includes air conditioning, parking, towels, and bed linen.
Iii New Apartment With Luxury Amenities In Boston#3727375 - Winthrop, MA
9.4 15 reviews
Winthrop, MA
19/08 – 28/08
$272/nighttotal: $2448 (9 )

Iii New Apartment With Luxury Amenities In Boston#3727375

1 2
B&B , Boston
This newly renovated B&B is located in Boston's Dorchester district, offering excellent public transport links for quick trips into the city centre and convenient access to Logan Airport within 20 minutes.
This one-bedroom, one-bathroom guesthouse accommodates up to four guests and features a full kitchen, air conditioning, WiFi, and shared laundry facilities, with the Museum of Fine Arts Boston and John F. Kennedy Presidential Library and Museum just over 4.8 kilometres away.
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