Bed and Breakfast in Winthrop, MA

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Winthrop, MA bed and breakfast
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12 Bed and Breakfasts and Inn in Winthrop, MA

Best Winthrop, MA bed and breakfasts with air conditioning

4 Pet-friendly W/ City View Room | Revere Hotel - Winthrop, MA
Winthrop, MA
14/08 – 21/08
£1044/nighttotal: £7308 (7 )

4 Pet-friendly W/ City View Room | Revere Hotel

4 10
B&B , Boston
This Boston Back Bay guesthouse is ideally situated a short walk from Boston Common, the Freedom Trail, Newbury Street, and the Theatre District.
Offering four 32 square metre Deluxe City View Rooms, each with two queen-size beds and a balcony, this pet-friendly establishment sleeps up to 16 guests and boasts on-site amenities including a rooftop bar, restaurant, fitness centre, and parking (charges apply).
Clarendon Square - Winthrop, MA
9.2 271 reviews
Winthrop, MA
18/10 – 24/10
£575/nighttotal: £3450 (6 )

Clarendon Square

1 1
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.
Homestay In Boston - - Winthrop, MA
8.4 44 reviews
Winthrop, MA
18/10 – 24/10
£124/nighttotal: £744 (6 )

Homestay In Boston -

1 1
B&B , Boston
This Dorchester guesthouse offers a local Boston experience, situated 1.2 kilometres from the University of Massachusetts Boston and within 5 kilometres of the Boston Convention and Exhibition Centre, Copley Square, Boston Common, and Fenway Park, with Andrew Station a 9-minute walk away.
Guests can enjoy complimentary breakfast and free WiFi in public areas, with air conditioning and a kitchen equipped with a fridge and microwave oven available.
Brand New Luxury Rooms Near Downtown Boston - Winthrop, MA
8.4 181 reviews
Winthrop, MA
29/06 – 05/07
£302/nighttotal: £1812 (6 )

Brand New Luxury Rooms Near Downtown Boston

2 4
B&B , Boston
This Boston bed and breakfast is situated close to the city centre, just a short distance from the Museum of Fine Arts, the JFK Presidential Library, and the Hynes Convention Center, providing easy access to the city's main attractions. It has received very good user ratings, with guests particularly praising the cleanliness and location.
The accommodation offers a comfortable 19 square metre room with one bedroom and one bathroom, suitable for up to two guests. It features a range of amenities including air conditioning, a Jacuzzi, a spa, and free Wi-Fi, perfect for a relaxing and enjoyable stay.

Best Winthrop, MA bed and breakfasts with breakfast included

The College Club Of Boston - Winthrop, MA
9.4 1120 reviews
Winthrop, MA
18/10 – 24/10
£212/nighttotal: £1272 (6 )

The College Club Of Boston

1 1
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 Boston Fields Corner Area - 30 Days M - Winthrop, MA
8.4 283 reviews
Winthrop, MA
29/06 – 05/07
£242/nighttotal: £1452 (6 )

Homestay In Boston Fields Corner Area - 30 Days M

2 4
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).

Frequently asked questions about bed and breakfast 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 four distinct seasons. Summers are warm and humid, with temperatures averaging around 25°C. Winters are cold and snowy, with temperatures often below freezing. Plan outdoor activities accordingly, as some attractions may be closed during the winter months.
  • What are the best bed and breakfasts in Winthrop, MA?

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

    Winthrop hosts a number of cultural events throughout the year, including the annual Winthrop Summerfest in July, which features live music, food vendors, and family-friendly activities. The town also has a vibrant arts scene, with several local galleries and studios.
  • 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.

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

    While Winthrop itself doesn't have many dedicated hiking trails, you can find some great options nearby. The 'Belle Isle Marsh Reservation' in East Boston offers a variety of trails along the waterfront, and the 'Lynn Woods Reservation' in Lynn has over 1200 acres of trails for hiking, biking, and horseback riding.
  • 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 amenities are commonly offered in bed and breakfasts in Winthrop, MA?

    Most bed and breakfasts in Winthrop offer a range of amenities, including complimentary breakfast, free Wi-Fi, and private bathrooms. Some may also offer additional features like fireplaces, outdoor seating, and parking.
  • What are the best pet friendly bed and breakfasts in Winthrop, MA?

  • What are the best bed and breakfasts with parking in Winthrop, MA?

Destinations nearby

Best Winthrop, MA bed and breakfasts with a garden

Homestay In Boston West Bellflower Street - Winthrop, MA
8.4 69 reviews
Winthrop, MA
18/10 – 24/10
£137/nighttotal: £822 (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.
Homestay In Dorchester Near Fields Corner Station - Winthrop, MA
8.3 7 reviews
Winthrop, MA
29/06 – 05/07
£230/nighttotal: £1380 (6 )

Homestay In Dorchester Near Fields Corner Station

2 4
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.
Modern Suite Near Boston, Airport & Downtown - Winthrop, MA
9.9 175 reviews
Winthrop, MA
18/10 – 24/10
£232/nighttotal: £1392 (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.
Clarendon Square - Winthrop, MA
9.2 271 reviews
Winthrop, MA
18/10 – 24/10
£575/nighttotal: £3450 (6 )

Clarendon Square

1 1
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.

Top Bed and Breakfasts with a Pool in Winthrop, MA

A B&B in Winthrop, MA with a swimming pool ensures a refreshing dip to complement your adventures is always an option.

Walk To Fenway Park With Free Breakfast & Pool - Winthrop, MA
9.8 240 reviews
Winthrop, MA
18/10 – 24/10
£253/nighttotal: £1518 (6 )

Walk To Fenway Park With Free Breakfast & Pool

1 1
B&B , Boston
This Boston guesthouse, The Verb Hotel, is located in Kenmore Square, a short walk from Fenway Park and the House of Blues.
Offering one bedroom sleeping up to four guests, it features a retro-rock theme, a heated outdoor pool, on-site Japanese tavern (Hojoko), complimentary breakfast, and valet parking (fees apply); dog-friendly rooms are also available.

Top-Rated Coastal Bed and Breakfasts in Winthrop, MA

Take in the relaxing maritime atmosphere at shoreside bed and breakfasts a short distance from the coast in Winthrop, MA.

3 Urban Lofts Near Fenway Park – 10 Min Stroll - Winthrop, MA
Winthrop, MA
14/08 – 21/08
£816/nighttotal: £5712 (7 )

3 Urban Lofts Near Fenway Park – 10 Min Stroll

3 10
B&B , Boston

Choose the Right Luxury Bed and Breakfasts in Winthrop, MA

Exquisite comfort and a prime location define these luxury B&Bs in Winthrop, MA, offering a premium experience from the moment you arrive.

Homestay In Dorchester Near Fields Corner Station - Winthrop, MA
8.3 7 reviews
Winthrop, MA
29/06 – 05/07
£230/nighttotal: £1380 (6 )

Homestay In Dorchester Near Fields Corner Station

2 4
B&B , Boston

Popular Bed and Breakfasts with Parking in Winthrop, MA

Free on-site parking comes with these B&Bs in Winthrop, MA, letting you focus entirely on the local beaches from the start.

Brand New Luxury Rooms Near Downtown Boston - Winthrop, MA
8.4 181 reviews
Winthrop, MA
29/06 – 05/07
£302/nighttotal: £1812 (6 )

Brand New Luxury Rooms Near Downtown Boston

2 4
B&B , Boston
Homestay In Boston West Bellflower Street - Winthrop, MA
8.4 69 reviews
Winthrop, MA
18/10 – 24/10
£137/nighttotal: £822 (6 )

Homestay In Boston West Bellflower Street

1 1
B&B , Boston
Homestay In Dorchester Near Fields Corner Station - Winthrop, MA
8.3 7 reviews
Winthrop, MA
29/06 – 05/07
£230/nighttotal: £1380 (6 )

Homestay In Dorchester Near Fields Corner Station

2 4
B&B , Boston
Homestay In Boston Fields Corner Area - 30 Days M - Winthrop, MA
8.4 283 reviews
Winthrop, MA
29/06 – 05/07
£242/nighttotal: £1452 (6 )

Homestay In Boston Fields Corner Area - 30 Days M

2 4
B&B , Boston

Browse Bed and Breakfasts with a Hot Tub in Winthrop, MA

Returning to a hot tub after a day of discovery transforms your stay; these B&Bs in Winthrop, MA each feature one for your enjoyment.

Homestay In Dorchester Near Fields Corner Station - Winthrop, MA
8.3 7 reviews
Winthrop, MA
29/06 – 05/07
£230/nighttotal: £1380 (6 )

Homestay In Dorchester Near Fields Corner Station

2 4
B&B , Boston

Discover Bed and Breakfasts with a Spa in Winthrop, MA

Choose a spa-equipped B&B in Winthrop, MA for the ultimate waterside wellness experience integrated seamlessly into your relaxing stay.

Walk To Fenway Park With Free Breakfast & Pool - Winthrop, MA
9.8 240 reviews
Winthrop, MA
18/10 – 24/10
£253/nighttotal: £1518 (6 )

Walk To Fenway Park With Free Breakfast & Pool

1 1
B&B , Boston
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