Things to Do in Boston:

September is one of the most beautiful times to experience the city. Early fall brings mild weather, changing leaves, and the perfect balance of energy and charm. If you’re visiting for our wedding weekend, here are a few favorite ways to explore Boston.

Classic Boston Experiences

Walk the Freedom Trail, a 2.5-mile path through historic neighborhoods and iconic landmarks.

Stroll through Boston Common and the Public Garden, especially lovely in early fall.

Explore Faneuil Hall and Quincy Market for shopping, food, and waterfront views.

Take in panoramic city views from View Boston at the Prudential Center.

Neighborhoods to Explore

The North End (Boston’s Little Italy) for incredible Italian food, coffee, and pastries.

Newbury Street for boutique shopping, galleries, and cafés.

Beacon Hill, known for its cobblestone streets, gas lamps, and classic Boston charm.

The Seaport District for modern dining, harbor walks, and waterfront views.

Culture, Food, and Arts

Visit the Museum of Fine Arts or the Isabella Stewart Gardner Museum.

Enjoy a harbor cruise or sail on the Charles River for a scenic perspective of the city.

Experience Boston’s vibrant food scene, from historic taverns to award-winning restaurants.

Sports and Entertainment

Tour Fenway Park, one of the most iconic ballparks in the country.

Check local listings for concerts, theater, or live music happening that weekend.

Seasonal Highlights

Outdoor dining and patios throughout the city.

Farmers markets and early fall festivals.

Crisp evenings perfect for walking tours or waterfront strolls.

Getting Around

Boston is a very walkable city, and many neighborhoods are easily accessible without a car.

Rideshare services such as Uber and Lyft are widely available and convenient for short trips. Taxis are also readily available throughout the city.

For public transportation, the MBTA (the “T”) offers subway, bus, and commuter rail service and is an easy way to get around.

Parking can be limited and expensive in certain areas, so we recommend using public transportation or rideshare whenever possible.

Dining Near Our Venue

Our venue, the Boston Public Library, is located in the Back Bay neighborhood and is surrounded by wonderful dining options. Within walking distance, you’ll find everything from classic Boston restaurants to casual cafés and upscale dining.

Nearby favorites include restaurants along Newbury Street, cozy spots throughout Back Bay, and additional options just a short walk away in Beacon Hill and the South End. We recommend making reservations in advance, as September is a busy and popular time in the city.

Here's just a few:

Back Bay & Newbury Street (Upscale to Fun)

Higher-End & Special Occasion

Abe & Louie's – Classic Boston steakhouse with exceptional cuts and atmosphere — perfect for a celebratory dinner. OpenTable

Sorellina – Elegant Italian fine dining ideal for a memorable night out. Elevated Residential

Deuxave – Modern French cuisine, refined and perfect for a special meal. Elevated Residential

Great Mid-Range & Highly Rated

Saltie Girl – Seafood lovers’ favorite with fresh oysters and seafood towers. Elevated Residential

Atlantic Fish Company – Classic seafood spot with timeless New England flavors. OpenTable

Krasi – Contemporary Greek with a fun shareable vibe and excellent service. Off the Beaten Path Food Tours

More Casual & Fun

The Salty Pig – Relaxed New American with pizza and small plates. Yelp

Cactus Club Cafe – Lively atmosphere with sushi, cocktails, and pasta. OpenTable

Lolita Back Bay – Mexican fare and fun late-night vibe. Yelp

Cafe sauvage – Stylish French brunch/lunch spot on Newbury with a lively weekend crowd. Eater Boston

Willow & Ivy – Stylish option for brunch or casual brunch-to-dinner grazing. Yelp

Beacon Hill (Historic + Chic)

High-End & Classic

Zurito – Stylish Basque-inspired tapas and wine bar with great ambiance. The Infatuation

Neighborhood Favorites

Beacon Hill also has beloved local restaurants and pubs like Mooo, No. 9 Park, 75 Chestnut, and Toscano — all recommended in local guides for excellent food and classic Boston charm. Stay New England

South End (Trendy & Highly Rated)

Special & Highly Rated

SRV – Italian small plates and standout pasta in a vibrant space. Eater Boston

Toro – Spanish small plates and lively atmosphere — perfect for sharing. OpenTable

Bar Mezzana – Stylish Italian with a warm, fun vibe. Eater Boston

Gigi – Casual and creative Italian fare with craft cocktails. Eater Boston

Casual & Crowd-Pleasers

Metropolis – Great brunch spot with classic favorites. Eater Boston

Louis Corner – Cozy gastropub with a fun, laid-back feel.