Luxury Weekend in Boston

Early afternoon

Arrive at the Four Seasons Hotel Boston, where classic elegance meets modern comfort. Enjoy a seamless check-in and a glass of champagne in the tranquil Sanctuary, the hotel’s guest-only lounge.

Afternoon

Ease into the weekend with a leisurely exploration of the city’s green spaces. Step directly outside to wander through the Boston Public Garden, continue along Commonwealth Avenue’s tree-lined mall, and take a scenic walk along the Charles River Esplanade—all just moments from the hotel’s doorstep.

Evening

Indulge in dinner at Contessa, the glamorous rooftop restaurant atop The Newbury Hotel. Enjoy Italian-inspired dishes paired with sweeping city views. Afterward, head downstairs to The Street Bar, a timeless Boston institution, for a nightcap in a cozy leather armchair—the perfect end to your first evening.

Morning

Begin your day with a relaxed breakfast at Coterie Café or through in-room dining before your exclusive Style & Stay Experience with Alice + Olivia. This complimentary experience is available to all Four Seasons guests and begins with a short intake form to share your style preferences. The Alice + Olivia team then brings hand-selected pieces directly to you for a personalized styling session—all in the comfort of your room. It’s a chic and effortless way to refresh your wardrobe, whether you’re curating looks for an upcoming trip or simply indulging in a little fashion-forward fun.

Afternoon

Spend the afternoon immersed in the art and culture scene of Boston. Visit the Museum of Fine Arts or the Isabella Stewart Gardner Museum, where world-class collections and serene courtyards offer an inspiring escape.

Evening

Return to the hotel to freshen up before heading to Mamma Maria, one of the North End’s most beloved dining institutions. Set inside a romantic historic townhouse overlooking cobblestone streets, the restaurant offers elevated Italian cuisine crafted with seasonal ingredients and impeccable attention to detail. It's an intimate, elegant setting—perfect for a memorable evening in one of Boston’s oldest (and most charming) neighborhoods.

Morning

Enjoy breakfast overlooking the Public Garden at Coterie Bar, then spend your final morning exploring Beacon Hill. Stroll the cobblestone streets of Charles Street, browse the charming boutiques, and admire the historic brownstones that make this neighborhood one of Boston’s most picturesque.

Late morning / afternoon

Return to the hotel for a relaxed checkout, perhaps pausing in the Sanctuary for one last tea or espresso before departing.