Bed and Breakfast and Inn in Winthrop, MA

29 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Winthrop, MA B&B
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

29 Bed and Breakfasts and Inn in Winthrop, MA

Across Fenway Park + Free Breakfast. Pool. Dining. - Winthrop, MA
9.9 71 reviews

Across Fenway Park + Free Breakfast. Pool. Dining.

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.
Walk To Fenway Park With Free Breakfast & Pool - Winthrop, MA
9.8 322 reviews

Walk To Fenway Park With Free Breakfast & Pool

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.

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

©2026 cozycozy.com