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

Step into a domain of performance and luxury at Sonder at Pierce Boston, reflecting our commitment to your sports excellence, from $1,185.99. Enjoy a luxurious oasis in rooms that provide a sanctuary of sophistication and high-end amenities.

Experience tranquility and accessibility at Sonder at Pierce Boston, where Winsor School is just a comfortable walk through Boston's lively streets. Enjoy Boston in style from Sonder at Pierce Boston, where you can relish in luxury while exploring the city's sports and cultural highlights. Book your stay now!

Uncover your peak performance in the elegant setting of citizenM Boston Back Bay, offering amenities that cater to the dedication of sports professionals, from $669.99. Stay in accommodations that are as opulent as they are comfortable, with exclusive amenities designed for the discerning traveler.

The peaceful surroundings of citizenM Boston Back Bay, combined with the quick drive to Winsor School, offer an oasis of calm on the edge of Boston's lively atmosphere. Enjoy the sophistication of citizenM Boston Back Bay in Boston, where every stay offers luxury close to the city's top sports and arts venues. Reserve today!

Prepare for victory in the lavish comfort of Hilton Boston Back Bay, where upscale amenities are the foundation of every great performance, from $1,004.99. Maintain your fitness routine at Hilton's state-of-the-art fitness centers, equipped with the latest in exercise technology.

The strategic setting of Hilton Boston Back Bay near Winsor School provides a tranquil haven for travelers, with easy access to the bustling Boston via a quick drive. Stay at Hilton Boston Back Bay, where luxury is the standard and Boston's sports and cultural venues are just a quick ride away. Book your luxurious escape now!

Step into the epitome of luxury at Four Seasons Hotel One Dalton Street Boston, where bespoke services and unparalleled amenities create a sanctuary for top-tier athletes, from $1,375.99. Experience the luxury of Four Seasons' electric car rental services, allowing you to explore the city in style and sustainability.

Enjoy the seamless transition from the serenity of Four Seasons Hotel One Dalton Street Boston to the excitement of Winsor School, with both positioned just a short drive apart in the vibrant Boston. Delve into the luxury at Four Seasons Hotel One Dalton Street Boston in Boston, where elegance isn't just an amenity, it's a guarantee. Reserve your unforgettable experience now!

Experience the ultimate in athletic luxury at No. 284 powered by Sonder, where every stay is tailored for those who strive for greatness, from $844.99. Experience the perfect combination of luxury and comfort, with rooms that are beautifully designed and richly appointed.

Stay at No. 284 powered by Sonder to enjoy a calm retreat with Winsor School just a short drive away, perfect for experiencing the best of Boston. Book a stay at No. 284 powered by Sonder in Boston, where luxury accommodations and vibrant local attractions create a memorable experience. Reserve now!

Experience the zenith of opulence at Mandarin Oriental Boston, where luxury and bespoke service blend to create a perfect retreat for sports enthusiasts, from $2,462.99. Experience the unique cultural programs curated by Mandarin Oriental, designed to enrich your stay with local art, music, and traditions.

Stay nestled in the tranquility of Mandarin Oriental Boston, with Winsor School easily reached by car, offering a quiet retreat within the bustling Boston. Celebrate luxury at Mandarin Oriental Boston in Boston, where we elevate every moment into a five-star experience. Book your journey to indulgence today!

Step into a world where luxury and sports converge at Sonder The Magnolia, offering a refined base for every competition, from $872.99. Enjoy a refined experience in rooms that offer sophisticated design and luxurious amenities, perfect for a pampering stay.

Stay at Sonder The Magnolia and enjoy the peaceful surroundings, with Winsor School just a short drive away, making it a favorite for travelers seeking both tranquility and excitement in Boston. Stay at Sonder The Magnolia for a blend of luxury, sports excitement, and cultural richness in the heart of Boston. Book your luxurious escape today!

Find your perfect retreat at Iris Hotel Boston, where luxury and athletic endeavor unite under one roof, offering a superior experience, from $639.99. Experience a refined atmosphere where luxury meets functionality, providing an idyllic setting for both relaxation and business.

Stay at Iris Hotel Boston for a peaceful escape, with Winsor School reachable by a short drive, making it easy to join in Boston's excitement on your own terms. Experience luxury at Iris Hotel Boston in Boston, perfectly positioned for those who revel in the city’s dynamic sports and cultural scenes. Reserve now!

Prepare for your next victory in the lavish confines of DoubleTree Suites by Hilton Hotel Boston Cambridge, where every detail caters to the needs of discerning athletes, from $649.99. Dine in privacy with DoubleTree by Hilton's in-room service, featuring a menu that brings gourmet experiences to your door.

Relax in the peaceful ambiance of DoubleTree Suites by Hilton Hotel Boston Cambridge, where Winsor School is just a brief drive away, offering a quiet retreat in the bustling Boston. Discover the ultimate luxury experience at DoubleTree Suites by Hilton Hotel Boston Cambridge in Boston, ideally situated for sports lovers and culture seekers alike. Book now!

Prepare for the win in the lavish environment of Copley Square Hotel a FOUND Hotel, where luxury amenities set the foundation for athletic achievement, from $644.99. Find a sanctuary of style and comfort in rooms that deliver a luxurious experience with every detail thoughtfully considered.

Experience the quiet charm of Copley Square Hotel a FOUND Hotel, ideally situated for a short drive to Winsor School, providing a peaceful retreat in the bustling Boston. Discover the perfect blend of comfort and convenience at Copley Square Hotel a FOUND Hotel in Boston, ideally situated for sports fans and culture vultures alike. Book your upscale escape now!

Experience the fusion of elegance and endurance at The Westin Copley Place Boston a Marriott Hotel, where our 4-star luxury enhances the essence of every competition, from $664.99. Experience the best of local entertainment at Westin’s live cultural shows, featuring music, dance, and theater from the area.

Stay at The Westin Copley Place Boston a Marriott Hotel for a peaceful base, with Winsor School just a short drive away, allowing you to enjoy Boston's events and attractions at your leisure. Experience elegance and excitement at The Westin Copley Place Boston a Marriott Hotel in Boston, where luxurious accommodations provide easy access to sports and culture. Book today!

Embrace the high life at Fairmont Copley Plaza Boston, where upscale amenities and services celebrate the spirit of competition and relaxation, from $585.65. Discover the romance of Fairmont's sunset view rooms, where each evening offers a spectacular display of nature's beauty.

Relish in the quietude of Fairmont Copley Plaza Boston, where the short drive to Winsor School offers a perfect escape from the hustle and bustle of Boston. Experience premium living at Fairmont Copley Plaza Boston in Boston, where our commitment to luxury and service ensures a stay beyond expectations. Book your suite today!

Uncover the ultimate in luxury and service at Raffles Boston, where bespoke experiences and opulent settings cater to the elite sports aficionado, from $1,389.99. Engage with the local culture through Raffles' curated experiences, designed to connect guests with the authentic essence of the destination.

The strategic setting of Raffles Boston near Winsor School provides a tranquil haven for travelers, with easy access to the bustling Boston via a quick drive. Bask in the pinnacle of luxury at Raffles Boston in Boston, where we cater to your every whim with impeccable precision. Book your stay now!

Indulge in a seamless blend of hospitality and charm at Homewood Suites by Hilton Boston Brookline Longwood Medical, where your comfort is our mission, from just $549.99. Enjoy the flexibility of Homewood Suites' 24-hour suite shop, offering a selection of food and beverages for late-night cravings or quick meals.

Relish the peaceful setting of Homewood Suites by Hilton Boston Brookline Longwood Medical, where the excitement of Winsor School is just a short drive away, offering a serene escape in the bustling Boston. Kick back after the game in the upscale comfort of Homewood Suites by Hilton Boston Brookline Longwood Medical in Boston, where sports and relaxation meet. Book now!

Invest in comfort, save on cost at Ginkgo House on Harvard, where our rates are as friendly as our service, from $426.99. Relax in a setting that offers basic comforts without compromising on quality, ensuring a pleasant and economical stay.

Enjoy the blend of Ginkgo House on Harvard's peaceful location with easy access to Winsor School, where a quick drive brings you into the heart of Boston's excitement. Stay sporty, stay savvy at Ginkgo House on Harvard in Boston, where you're always close to the action and the savings. Book your visit now!

Embark on a journey of comfort and performance at Staypineapple a Delightful Hotel South End, where we make each stay memorable with our sports-centric amenities, from $856.99. Stay in rooms that offer a touch more elegance, providing amenities that cater to both comfort and style.

Enjoy the best of both tranquility and excitement at Staypineapple a Delightful Hotel South End, where Winsor School is just a smooth drive away, nestled perfectly to experience Boston. Land the best in comfort and convenience at Staypineapple a Delightful Hotel South End in Boston, a favorite among sports fans and cultural enthusiasts. Reserve today!

Elevate your stay in the refined surroundings of The Revolution Hotel, where comfort and sportsmanship are intertwined, from $659.99. Stay in rooms that offer the epitome of comfort and luxury, with amenities that ensure a delightful and restful visit.

The calm surroundings of The Revolution Hotel, coupled with the close proximity to Winsor School via a short drive, offer a perfect base to experience Boston. Book your next getaway at The Revolution Hotel in Boston, where luxury accommodations await close to all the sporting and cultural action. Reserve now!

Embark on a journey of comfort and class at Hilton Boston Park Plaza, where the elite sports experience is enveloped in luxury, from $555.99. Experience the convenience of Hilton's digital check-in and room selection, offering a seamless arrival and personalized stay.

The location of Hilton Boston Park Plaza, a quick drive from Winsor School, offers the best of Boston: serene accommodation close to the heart of the action. Discover the perfect blend of comfort and convenience at Hilton Boston Park Plaza in Boston, ideally situated for sports fans and culture vultures alike. Book your upscale escape now!

Relish in the exquisite opulence of Four Seasons Hotel Boston, where the bespoke journey of luxury meets the spirited ambition of sports enthusiasts, from $1,555.99. Discover the peace of Four Seasons' adult-only relaxation areas, designed to offer a quiet escape from family-friendly activity.

Enjoy the peaceful surroundings of Four Seasons Hotel Boston, where Winsor School is just a quick drive away, providing a calm oasis near the heart of Boston. Savor the splendor of Four Seasons Hotel Boston in Boston, where every guest is pampered with royal treatment. Reserve your suite and indulge in luxury today!

Prepare for victory amidst the splendor of Revere Hotel Boston Common, where upscale amenities provide a foundation for athletic success, from $649.00. Enjoy accommodations that set a new standard for luxury, with rooms designed to provide an unrivaled level of comfort and elegance.

The peaceful retreat of Revere Hotel Boston Common is complemented by easy access to Winsor School, just a few minutes away by car, offering the best of Boston. Experience refined luxury at Revere Hotel Boston Common in Boston, where sports enthusiasts and art lovers alike find sophisticated amenities. Book your room today!

Experience the pinnacle of luxury sports travel at Beacon Hill Hotel, blending impeccable service with a passion for athletic excellence, from $749.99. Relax in spaces crafted for luxury, where attention to detail and superior amenities create a lavish and inviting atmosphere.

Choose Beacon Hill Hotel for a tranquil stay with easy access to Winsor School, where the vibrancy of Boston is just a quick drive away. Experience the vibrant atmosphere of Boston at Beacon Hill Hotel, where luxury accommodations and thrilling local events combine. Reserve your room today!

Enjoy a plush stay at a pleasant price at Found Hotel Boston Common, where upgraded amenities are accessible to all, from $629.99. Experience straightforward accommodations, where rooms are designed to meet the basic needs of guests looking for value and comfort.

Experience the serenity of Found Hotel Boston Common, with the excitement of Winsor School and Boston just a short drive away, perfect for those seeking peace and proximity. Enjoy extra comfort and convenience at Found Hotel Boston Common in Boston, where upgraded rooms meet great rates. Reserve your stay today!

Experience the fusion of luxury and athleticism at Courtyard by Marriott Boston Downtown, designed to enhance both your rest and performance, from $699.99. Relax with the peace of mind provided by Courtyard's secure parking options, ensuring your vehicle is safe during your stay.

For those seeking peace yet proximity to Winsor School, Courtyard by Marriott Boston Downtown provides the perfect escape, nestled just a quick drive from the heart of Boston. Enjoy the thrill of the game and the allure of the arts at Courtyard by Marriott Boston Downtown in Boston, all from the luxury of your three-and-a-half-star room. Book now!

Relish a premium stay at Moxy Boston Downtown, where our dedication to your comfort and performance makes every visit extraordinary, from $638.99. Step directly into the action from Moxy’s doors, perfectly positioned to plunge you into the heart of the city’s excitement.

Enjoy the tranquility of Moxy Boston Downtown with the assurance that the lively Winsor School is just a short drive away, perfect for exploring Boston. Indulge in the sophisticated charm of Moxy Boston Downtown in Boston, where the thrill of sports and the allure of arts are at your doorstep. Book today!