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.
Winthrop, MA
12/07 – 31/08
$372/nighttotal: $18600 (50 )
-No3c- Private Room In A Cozy Apartment - Steps To T Orange Line & Boston Medical Center - South End Near Downtown Boston
1 2
B&B , Boston
This Boston South End lodging offers a private room with direct access to the T Orange Line and Boston Medical Centre, situated approximately 1.8 kilometres from Back Bay and 1.9 kilometres from the Museum of Fine Arts. This B&B provides air conditioning, heating, and free WiFi for up to three guests in one bedroom with shared bathroom facilities, located 8 kilometres from Logan Airport and ensuring a peaceful stay with a strict policy against parties.
8.4 182 reviews
Winthrop, MA
12/07 – 31/08
$227/nighttotal: $11350 (50 )
Brand New Luxury Rooms Near Downtown Boston
1 2
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.
8.1 12 reviews
Winthrop, MA
23/06 – 24/06
$505/nightfor 1 night
Ocean Spray Inn
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B&B , Winthrop Town
Ocean Spray Inn, a bed and breakfast in Winthrop Town, offers direct access to Winthrop Beach and is conveniently located 2 kilometres from Logan Airport, with Boston's Old State House and TD Garden approximately 10.3 kilometres and 10 kilometres away respectively. This accommodation provides one bedroom, one bathroom, and can host up to seven guests, featuring air conditioning, a terrace, and parking, with bed linen and towels supplied for your convenience.
8.5 12 reviews
Winthrop, MA
23/06 – 24/06
$391/nightfor 1 night
Cozy Room In Revere Near Beachmont Blue Line Station
1 2
B&B , Revere
This Revere bed and breakfast is situated 8 minutes' walk from Revere Beach and approximately 8 kilometres from downtown Boston's Old State House and Custom House. This 9 square metre guesthouse offers accommodation for up to 3 guests with 1 bedroom and 1 bathroom, featuring complimentary WiFi, a kitchenette with an oven and microwave, and private parking, all managed by a private host.
8.4 44 reviews
Winthrop, MA
19/08 – 28/08
$246/nighttotal: $2214 (9 )
Homestay In Boston -
1 2
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.
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.
9.9 40 reviews
Winthrop, MA
23/06 – 24/06
$710/nightfor 1 night
Steps From Mgm Music Hall + Free Breakfast & Pool
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B&B , Boston
The Verb Hotel, a guesthouse in Boston's Kenmore Square, is situated steps from Fenway Park and a short walk from the House of Blues. This Boston lodging offers a rock 'n' roll themed single bedroom with en-suite bathroom, sleeping two guests, featuring a record player, vinyl library, complimentary breakfast, 24/7 coffee, a heated outdoor pool, and valet parking; plus, nearby access to a Japanese tavern.
9.7 853 reviews
Winthrop, MA
22/09 – 23/09
$535/nightfor 1 night
Second Oldest Home In Beacon Hill
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B&B , Boston
This studio apartment is situated on Beacon Hill, a short walk from the Massachusetts State House and Boston Common, offering a peaceful escape in a historic neighbourhood. The property has consistently received excellent ratings for its cleanliness, location, and guest experience. The studio comfortably accommodates three guests and features a queen-size bed, a well-equipped kitchenette, and a private washer and dryer. Guests can enjoy amenities such as a TV with Roku, a work/dinner table, and personalised touches like coffee, to-go cups, and plates.
8.5 31 reviews
Winthrop, MA
23/06 – 24/06
$339/nightfor 1 night
Homestay In Boston Pearl Street
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B&B , Boston
This Boston B&B offers a prime location, placing guests within easy walking distance of historic sites such as Custom House and Old State House, as well as attractions including the Freedom Trail, Old North Church, and Boston Common. This 19 square meter guesthouse accommodates up to five guests in one bedroom and one bathroom, featuring complimentary WiFi, air conditioning, a fridge, and kettle, with private parking available at an extra charge, and is situated 5 kilometres from Logan Airport.
9.8 240 reviews
Winthrop, MA
22/09 – 23/09
$558/nightfor 1 night
Walk To Fenway Park With Free Breakfast & Pool
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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.
9.8 238 reviews
Winthrop, MA
23/06 – 24/06
$710/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.
Best Winthrop, MA bed and breakfasts with breakfast included
Winthrop, MA
23/06 – 24/06
$449/nightfor 1 night
Homestay In Boston -
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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.
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).
9.4 1120 reviews
Winthrop, MA
22/09 – 23/09
$657/nightfor 1 night
The College Club Of Boston
1 2
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.
Winthrop, MA
22/09 – 23/09
$219/nightfor 1 night
Homestay Near Downtown Boston
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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 3 best b&b with a pool
9.2 271 reviews
Winthrop, MA
19/08 – 28/08
$596/nighttotal: $5364 (9 )
Clarendon Square
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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.
9.7 558 reviews
Winthrop, MA
22/09 – 23/09
$363/nightfor 1 night
Queen-sdb Privée Avec Douche-vue Sur Port-blue Wat
1 2
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.
9.0 737 reviews
Winthrop, MA
22/09 – 23/09
$832/nightfor 1 night
Boston Lodge And Suites
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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?
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?
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
8.3 7 reviews
Winthrop, MA
22/09 – 23/09
$213/nightfor 1 night
Homestay In Boston Fields Corner Area
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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.
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.
8.7 701 reviews
Winthrop, MA
19/08 – 28/08
$203/nighttotal: $1827 (9 )
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.
9.7 53 reviews
Winthrop, MA
19/08 – 28/08
$271/nighttotal: $2439 (9 )
Cheerful, Sun-kissed Room With Workstation
1 2
B&B , Revere
This charming bed and breakfast is situated just a short distance from Revere Beach and the Freedom Trail, offering easy access to the area's top attractions. The property consistently receives excellent ratings for location, cleanliness, and overall guest experience. The guesthouse features comfortable, well-appointed rooms, each with a private bathroom and modern amenities. Guests can enjoy a range of facilities, including a shared lounge, a fully equipped kitchen, a spa, a bar, a fitness centre, a garden, a terrace, and free parking.
Best Winthrop, MA bed and breakfasts with air conditioning
9.7 44 reviews
Winthrop, MA
23/06 – 24/06
$535/nightfor 1 night
Near Logan Airport + Free Breakfast. Shuttle. Gym.
1 2
B&B , Chelsea
This Chelsea guesthouse offers convenient access to Logan International Airport, located just 3.2 kilometres away with a complimentary 24/7 shuttle, and provides a short commute to Boston's attractions including Fenway Park and the Freedom Trail. Guests can enjoy a complimentary hot breakfast, 24/7 fitness centre, and pet-friendly rooms for an additional fee, with modern amenities such as HDTVs and king-sized beds in this 1-bedroom, 1-bathroom establishment accommodating up to 2 people.
Winthrop, MA
12/07 – 31/08
$184/nighttotal: $9200 (50 )
Charming B&b With Ac, Wifi In Phenomenal Revere
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B&B , Revere
This Revere guesthouse is conveniently located near Revere Beach (approx. 9.6km), Encore Boston Harbor (approx. 12.8km), and Boston Common (approx. 19.2km). Sleeping up to six guests, this one-bedroom, one-bathroom property offers Wi-Fi, air conditioning, and is pet-friendly.
9.9 27 reviews
Winthrop, MA
12/07 – 31/08
$206/nighttotal: $10300 (50 )
Guest Suite In East Boston
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B&B , Boston
This East Boston guesthouse is located one minute's walk from the Blue Line subway station, providing easy access to Boston's historical sites such as the Freedom Trail and Bunker Hill, and a two-minute walk from Constitution Beach. The self-catering property offers one bedroom, one bathroom, and sleeps five guests in a queen and three twin beds, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and excellent guest reviews.
9.8 93 reviews
Winthrop, MA
23/06 – 24/06
$535/nightfor 1 night
Close To Logan Airport + Breakfast. Shuttle. Gym.
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B&B , Chelsea
This Chelsea guest house offers a prime location, just 2 kilometres from Logan International Airport with a complimentary shuttle service, and convenient access to Boston's historical Freedom Trail and Fenway Park. This pet-friendly B&B provides a daily complimentary hot breakfast, on-site convenience store, 24/7 fitness centre, and free high-speed Wi-Fi, with rooms accommodating up to 4 guests featuring HDTVs, mini-fridges, and microwaves.