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Top 24 Hotels Near Winsor School
103 Pilgrim Rd Boston, MA 2215

Residence Inn by Marriott Boston Back Bay / Fenway

125 Brookline Ave Boston, Massachusetts

The essential convenience of a stay at Residence Inn by Marriott Boston Back Bay / Fenway in Boston is the easy walk to Winsor School, a quality that simplifies the process of getting settled.

Hydration stations near seating areas at Residence Inn provide quick refreshment, softening arrival fatigue with thoughtful detail. Suites provide microwaves, refrigerators, and storage cabinets, letting guests prepare meals easily with convenient in-room appliances. Lobbies with lounge adjacency, curated décor, and group seating create inviting hubs that smooth transitions for arriving guests.

Complimentary breakfast, rooftop pools, Wi-Fi connectivity, concierge services, and business centers provide premium convenience daily.

  Call (855) 239-5277 to book with an agent.
  0.2 miles from Winsor School

Starting at

$226.99

per night

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The Verb Hotel

1271 Boylston St Boston, Massachusetts

In Boston, The Verb Hotel's walk-friendly location to Winsor School lets guests move in a way that feels natural and easy.

The Verb Hotel often greets guests with curated interiors, warm greetings, and boutique reception areas designed for personal attention. Guest rooms may offer plush bedding, curated décor, and locally inspired touches that frame a polished boutique guest retreat. Facilities often provide stylish cocktail bars, small libraries, and farm-to-table restaurants for a boutique-forward experience.

A stay may highlight complimentary Wi-Fi, boutique breakfast, laundry access, and bike rentals, helping guests balance travel routines.

  Call (855) 235-0725 to book with an agent.
  0.5 miles from Winsor School

Starting at

$226.99

per night

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Hotel Commonwealth

500 Commonwealth Ave Boston, Massachusetts

In Boston, Hotel Commonwealth is situated a short hop from Winsor School, a feature that helps for a simple daily commute.

Arrivals at Hotel Commonwealth may include professional concierge assistance, upscale lobby décor, and complimentary coffee or tea service. Rooms typically offer stylish interiors, plush linens, and spa-style bathrooms that highlight a polished and sophisticated impression. Property amenities often showcase refined lounges, cocktail bars, and upscale restaurants that create a sophisticated guest impression.

Accommodations often showcase premium bedding, spa-inspired spaces, cocktail lounges, and Wi-Fi, shaping a polished and flexible retreat.

  Call (855) 234-5074 to book with an agent.
  0.6 miles from Winsor School

Starting at

$299.99

per night

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The Arcadian powered by Sonder

1200 Beacon Street BOSTON, Massachusetts

The hotel's sensible placement ensures Winsor School is a quick trip away, underscoring its suitability for event-focused travel.

Sonder combines the space of a designer apartment with the reliability of a 24/7 support team, a comforting feature from the very start. The kitchen is stocked with premium coffee and tea, a small but thoughtful detail that ensures a quality start to every guest's morning. Secure, controlled-access entry to the building and its amenities provides guests with an enhanced sense of safety and peace of mind.

A pet-friendly policy, a swimming pool, a resident lounge, a fitness center, and in-unit laundry create a comfortable, home-like stay.

  Call (855) 234-7135 to book with an agent.
  0.7 miles from Winsor School

Starting at

$173.99

per night

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The Inn at Longwood Medical

342 Longwood Ave Boston, Massachusetts

For a trip to Boston, The Inn at Longwood Medical's location a quick trip from Winsor School is an essential aspect of its appeal.

At The Inn at Longwood Medical, arrivals may include artisanal details, boutique décor, and complimentary tea or coffee for visiting guests. Accommodations often highlight unique furnishings, artisanal décor, and boutique-style bathrooms for a personalized experience. Amenities may include artisanal coffee shops, eclectic lounges, and intimate dining rooms that underscore boutique guest hospitality.

Accommodations often feature pet-friendly policies, EV charging, Wi-Fi, and self-serve markets, reflecting flexibility and boutique ease.

  Call (855) 234-2997 to book with an agent.
  1.0 miles from Winsor School

Starting at

$198.99

per night

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citizenM Boston Back Bay

408 Newbury street Boston, Massachusetts

For guests in Boston, citizenM Boston Back Bay is a simple drive from Winsor School, a location that makes for an unhurried start to the day.

The living room concept at citizenM encourages guests to use the lobby as their own, fostering a sense of community and shared space. The mood lighting feature, controlled by the tablet, allows guests to paint their room with color, from relaxing blues to energetic reds. The living room is thoughtfully designed with different zones, from quiet corners for reading to large tables for collaborative work.

A strong set of features like a rooftop bar, a fitness center, a 24/7 canteen, and free movies adds excitement to any journey.

  Call (855) 239-5277 to book with an agent.
  1.1 miles from Winsor School

Starting at

$289.99

per night

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The Arcadian Hotel

1200 Beacon St Brookline, Massachusetts

The journey from The Arcadian Hotel to Winsor School is a simple drive, an advantage that contributes to a hassle-free visit.

The Arcadian Hotel often greets arrivals with curated interiors, boutique reception, and complimentary coffee or tea for a warm first impression. Rooms may include premium bedding, eclectic interiors, and curated minibars that provide refined boutique-style convenience. Shared spaces often highlight co-working areas, curated cocktail bars, and art-forward lounges that frame a boutique-style retreat.

A visit may include co-working nooks, artisanal breakfast, bike storage, and Wi-Fi, sustaining consistent routines with boutique character.

  Call (855) 235-0725 to book with an agent.
  1.2 miles from Winsor School

Starting at

$219.00

per night

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Hilton Boston Back Bay

40 Dalton St Boston, Massachusetts

In Boston, Hilton Boston Back Bay's well-connected location to Winsor School lets guests move in a way that feels natural and easy.

Hilton provides casual lobby bars and evening socials, creating rituals that encourage guests to relax and connect after check-in. Each guest room supplies ergonomic desks, Wi-Fi, and charging hubs, helping business travelers remain productive while on the road. In the business lounge, shared desks, printers, and Wi-Fi access support professionals with practical tools to stay productive daily.

With business centers, complimentary breakfast, pet-friendly policies, and pools, Hilton covers essentials while adding balance.

  Call (855) 233-7850 to book with an agent.
  1.4 miles from Winsor School

Starting at

$295.99

per night

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Four Seasons Hotel One Dalton Street Boston

One Dalton Street Boston, Massachusetts

Reaching Winsor School from Four Seasons Hotel One Dalton Street Boston is a quick drive, a feature that weaves simplicity into the guest's daily routine.

With a poured welcome drink, Four Seasons turns first minutes into a gentle pause, inviting guests to settle, breathe, and reset their plans. Guest rooms provide bedside controls for lighting and privacy, reducing friction and keeping evening wind-down routines calm and efficient. In shared lounges, bar service removes transactional barriers—order, sip, and conversation become part of a fluid social loop in motion.

Complimentary Wi-Fi, indoor pool, spa services, business center, and valet parking keep routines seamless and balanced during every stay.

  Call (855) 235-6136 to book with an agent.
  1.5 miles from Winsor School

Starting at

$693.99

per night

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Sheraton Boston a Marriott Hotel

39 Dalton St Boston, Massachusetts

This quick car trip to Winsor School from Sheraton Boston a Marriott Hotel allows guests enjoy a bit of Boston before their event.

Reception staffing at Marriott stays robust during events, ensuring arrivals move smoothly and check-ins conclude without frustration. Guest rooms feature plush bedding, blackout curtains, and digital climate controls, helping travelers enjoy restful sleep every night. The pool setting combines indoor options with adjacent lounging chairs, balancing wellness and recreation for both families and individuals.

Business lounges, meeting rooms, and Wi-Fi combine with breakfast and parking, keeping routines balanced between work and relaxation.

  Call (855) 233-7850 to book with an agent.
  1.5 miles from Winsor School

Starting at

$320.99

per night

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No. 284 Back Bay Hotel Sonder by Marriott Bonvoy

284 Commonwealth Ave Boston, Massachusetts

The hotel's location is ideal for motorists, with Winsor School a quick drive away, allowing for easy coordination of travel and parking.

Hydration stations with fruit-infused water greet Marriott guests at arrival, creating a refreshing pause before beginning the stay. Each guest room includes an ergonomic desk, supportive chair, and strong Wi-Fi, giving business travelers a setup for productive work. The business lounge provides workstations, seating clusters, and reliable Wi-Fi, supporting tasks away from the guest room desk.

Free Wi-Fi, hot breakfast, and laundry service align with pools and restaurants, providing clarity and ease throughout each stay.

  Call (855) 234-5074 to book with an agent.
  1.5 miles from Winsor School

Starting at

$363.99

per night

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Newbury Guest House

261 Newbury St Boston, Massachusetts

From Newbury Guest House, Winsor School is a simple drive, a choice that makes for a smooth transition from hotel to event.

At Newbury Guest House, arrivals may feature cozy seating, eclectic décor, and staff offering friendly boutique-style attention to guests. Guest rooms typically showcase stylish décor, artisanal touches, and spa-inspired bathrooms for a polished boutique impression. Facilities may feature locally sourced dining, cocktail lounges, and cozy seating areas that reflect boutique individuality and flair.

Guests may enjoy laundry service, complimentary coffee, Wi-Fi, and yoga mats, creating a practical rhythm for extended boutique stays.

  Call (855) 239-4019 to book with an agent.
  1.6 miles from Winsor School

Starting at

$399.99

per night

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Courtyard by Marriott Boston-Cambridge

777 Memorial Dr Cambridge, Massachusetts

The benefit of a quick drive to Winsor School renders Courtyard by Marriott Boston-Cambridge into a great anchor point before the main on-site experience begins.

Courtyard highlights its Bistro in the lobby, signaling convenience with food and beverage options that simplify daily routines. Guest rooms offer blackout curtains, climate control, and plush mattresses, details that ensure restful nights and consistent comfort. At the Bistro, evening cocktails, light bites, and casual seating establish routines of connection and relaxation across stays.

Guests enjoy complimentary Wi-Fi, breakfast spreads, meeting rooms, and indoor pools, reliable services that sustain routines daily.

  Call (855) 233-7850 to book with an agent.
  1.7 miles from Winsor School

Starting at

$197.99

per night

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Le Méridien Boston Cambridge

20 Sidney Street Cambridge, Massachusetts

Guests at Le Méridien Boston Cambridge can count on the easy drive to Winsor School as a key amenity that defines the stay.

Le Méridien lobbies feature polished desks, curated décor, and floral accents, producing consistent design-led first impressions. Guest rooms combine blackout curtains, plush pillows, and adjustable thermostats, ensuring nightly rest is reliable across visits. Guests in the spa encounter skilled therapists, calming lighting, and hydrotherapy pools, refreshing routines with dependable wellness.

With spas, Illy® coffee service, cultural lounges, and Wi-Fi, travelers maintain balance between wellness and productivity throughout stays.

  Call (855) 234-7135 to book with an agent.
  1.7 miles from Winsor School

Starting at

$185.99

per night

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Mandarin Oriental Boston

776 Boylston St Boston, Massachusetts

A defining quality of the Mandarin Oriental Boston experience in Boston is the easy drive to Winsor School, which adds reliability to the trip's logistics.

A warm welcome with a cup of fine tea is a hallmark of Mandarin Oriental hospitality, providing a moment of calm for weary travelers. Each guest room includes a signature bed with exceptionally fine linens and a comprehensive pillow menu for a personalized sleep experience. Rooftop pools are often reserved exclusively for guests, ensuring a private, serene, and uncrowded swimming and lounging experience.

Between the signature restaurant, the main cocktail bar, a full-service spa, and a fitness center, guests can find their preferred way to unwind.

  Call (855) 234-7135 to book with an agent.
  1.7 miles from Winsor School

Starting at

$652.99

per night

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Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

234 Newbury Street Boston, Massachusetts

Because Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay is a quick drive from Winsor School, guests can decide to start their day with a moment of quiet reflection.

Mobile check-in with digital key lets Marriott guests skip traditional lines entirely, streamlining the entry process for repeat travelers. All guest rooms provide blackout curtains, premium bedding, and quiet HVAC systems, ensuring a full night’s rest for every guest. The lobby seating includes communal tables and charging stations, creating a flexible hub where travelers can pause or catch up on work.

Concierge help, valet parking, and event spaces pair with fitness and Wi-Fi, letting guests mix professional tasks with leisure moments.

  Call (855) 235-0725 to book with an agent.
  1.8 miles from Winsor School

Starting at

$399.99

per night

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Iris Hotel Boston

30 Webster St Brookline, Massachusetts

When visiting Boston, Iris Hotel Boston is located a simple drive from Winsor School, which keeps the main event well within reach by car.

At Iris Hotel Boston, guests often find elegant lobby features, refined design, and courteous reception service shaping a polished welcome. Guest rooms may showcase upscale décor, premium bedding, and in-room coffee or tea service that provides added convenience for guests. Facilities may include wellness centers, elegant lounges, and full-service dining that contribute to a polished and upscale environment.

Guests may enjoy refined dining, wellness areas, valet parking, and Wi-Fi, ensuring balance between recovery, convenience, and leisure.

  Call (855) 233-0132 to book with an agent.
  1.8 miles from Winsor School

Starting at

$331.99

per night

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The Colonnade Hotel Back Bay

120 Huntington Avenue Boston, Massachusetts

The quick drive from The Colonnade Hotel Back Bay to Winsor School in Boston guarantees the commute is always efficient before the stay unfolds.

The Colonnade Hotel Back Bay typically highlights a refined reception with polished staff, luggage support, and complimentary infused water for arrivals. Accommodations often highlight elegant furnishings, plush bedding, and minibars with refreshments that may enhance guest comfort. Amenities typically feature stylish cocktail bars, refined restaurants, and spa-inspired spaces designed for a sophisticated experience.

A visit may provide plush bedding, spa facilities, cocktail bars, and Wi-Fi, supporting a rhythm of comfort and reliable connectivity.

  Call (855) 234-5074 to book with an agent.
  1.8 miles from Winsor School

Starting at

$309.99

per night

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Courtyard by Marriott Boston Brookline

40 Webster St Brookline, Massachusetts

In Boston, Courtyard by Marriott Boston Brookline's well-connected location to Winsor School lets guests move in a way that feels natural and easy.

With infused water dispensers and lobby coffee stations, Courtyard ensures dependable rituals that reduce stress and feel familiar. Suites supply sofa seating, large TVs, and dining counters, creating flexible areas for casual meals, work, or family relaxation. In the fitness center, ellipticals, bikes, and weights keep wellness-focused travelers consistent with daily health goals.

With pet-friendly rooms, 24/7 markets, valet parking, and fitness centers, Courtyard ensures families enjoy comfort and flexibility.

  Call (855) 234-7135 to book with an agent.
  1.8 miles from Winsor School

Starting at

$239.99

per night

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907 Main Hotel Central Square Sonder by Marriott Bonvoy

907 Main Street Cambridge, Massachusetts

When your trip to Boston involves driving to Winsor School, 907 Main Hotel Central Square Sonder by Marriott Bonvoy's location an easy drive away makes the drive a simple task.

Lobby markets positioned beside reception desks provide Marriott guests with immediate access to snacks, drinks, or travel necessities. Suites include lounge seating, spacious layouts, and large flat-screen TVs, creating relaxation zones that extend beyond the bed. The lounge serves cocktails and small bites with comfortable seating, encouraging casual gatherings or relaxed moments after meetings.

Pet-friendly rooms, indoor pools, and breakfast buffets combine with parking and Wi-Fi, ensuring varied needs are handled efficiently.

  Call (855) 234-5074 to book with an agent.
  1.9 miles from Winsor School

Starting at

$317.99

per night

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DoubleTree Suites by Hilton Hotel Boston - Cambridge

400 Soldiers Field Road Boston, Massachusetts

In Boston, DoubleTree Suites by Hilton Hotel Boston - Cambridge has a accessible location to Winsor School, letting guests move at their own pace before their stay begins.

DoubleTree grab-and-go markets support travelers with immediate food and beverage solutions, making arrival smoother and more practical. Flat-screen televisions with streaming capability appear in all rooms, giving guests easy access to entertainment after long days of activity. Bars showcase light menus with cocktails and snacks, creating hubs of evening relaxation and social orientation for travelers.

Airport shuttle, transport desk, EV charging, complimentary Wi-Fi, and grab-and-go fare streamline movement, reinforcing orientation and comfort.

  Call (855) 234-2997 to book with an agent.
  1.9 miles from Winsor School

Starting at

$252.99

per night

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Hilton Garden Inn Boston Brookline MA

700 Brookline Ave Brookline, Massachusetts

Guests at Hilton Garden Inn Boston Brookline MA can rely on the quick drive to Winsor School as a key perk that frames their entire stay.

Hilton Garden Inn atriums with modern lighting and open sightlines provide orientation clarity, ensuring guests move confidently on arrival. All guest rooms contain premium bath amenities, spacious vanities, and bright mirrors, supporting daily refreshment with comfort and ease. Fitness centers with resistance equipment, cardio stations, and stretching areas ensure routines remain balanced while on the road.

Complimentary breakfast, pet services, indoor pools, laundry facilities, and Wi-Fi access keep stays versatile and worry-free.

  Call (855) 239-4019 to book with an agent.
  1.9 miles from Winsor School

Starting at

$287.99

per night

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Boston Marriott Copley Place

110 Huntington Ave Boston, Massachusetts

Because Boston Marriott Copley Place is a simple drive from Winsor School, guests can choose to get there quickly and without hassle.

Large open-plan lobby footprints at Marriott minimize bottlenecks and make navigation easy, supporting confident and stress-free arrivals. Each guest room has a smart TV, bedside charging ports, and blackout drapes, supporting both entertainment ease and nightly routines. The breakfast dining area has hot selections, cereals, and seating zones, making mornings clear and efficient for families or groups.

Dining venues, business centers, and Wi-Fi pair with fitness and laundry, making it easy to manage daily routines while on the road.

  Call (855) 235-6136 to book with an agent.
  1.9 miles from Winsor School

Starting at

$221.99

per night

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The Lenox Hotel Boston

61 Exeter Street Boston, Massachusetts

Within Boston, The Lenox Hotel Boston is a simple drive from Winsor School, a detail that allows the hotel to feel well-connected.

Guests arriving at The Lenox Hotel Boston may encounter elegant lobby seating, courteous staff, and professional doorman service upon entry. Rooms may provide refined interiors, premium bedding, and bathrooms with polished finishes that create a sophisticated guest retreat. Shared spaces may present polished interiors, upscale lounges, and wellness services that highlight a comfortable and refined retreat.

A stay often includes elegant lounges, spa-style services, fine dining, and Wi-Fi, aligning refined indulgence with daily guest routines.

  Call (855) 234-7135 to book with an agent.
  1.9 miles from Winsor School

Starting at

$413.99

per night

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