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People enjoying a sunny day at a Boston outdoor cafe and shopping area

Explore Boston

Welcome to Boston! Whether you're here for history, food, culture, or a weekend getaway, our curated guide helps you discover the best the city has to offer, all within easy reach of Fort Hill Inn. Explore top attractions, neighborhood favorites, museums, dining, nightlife, shopping, and local essentials.

ATTRACTIONS

Freedom Trail

Historic walking tour of Boston.
Website: https://www.thefreedomtrail.org/

 

Fenway Park

Address: 4 Yawkey Way, Boston, MA 02215
Home of the Boston Red Sox and the oldest ballpark in the USA.
Website: https://www.mlb.com/redsox/ballpark

 

Boston Public Garden / Boston Common

Address: 139 Tremont Street, Boston, MA 02111
America’s oldest park.
Website: https://www.boston.gov/parks/boston-common

 

Copley Square

Vibrant square surrounded by historic architecture.
Website:

 

Charles River Esplanade

Waterfront park designed by Frederick Law Olmsted.
Website: http://esplanadeassociation.org/

 

Highland Park (Near Fort Hill Inn)

Location: Boston, MA 02119
One of the highest points in the city with peaceful views; an easy walk from the inn.
Website: https://www.asla.org/guide/site.aspx?id=40451

 

The Christian Science Plaza

Address: 250 Massachusetts Ave, Boston, MA 02115
Beautiful complex with a reflecting pool.
Website: https://plaza.christianscience.com/main-landing/

New England Aquarium

Address: 1 Central Wharf, Boston, MA 02110
One of the best aquariums in the country.
Website: https://www.neaq.org/

 

Coolidge Corner Theatre

Address: 290 Harvard St, Brookline, MA 02446
Iconic historic cinema showing art films.
Website: http://www.coolidge.org/

 

Samuel Adams Brewery

Address: 30 Germania St, Boston, MA 02130
Tours daily with free beer.
Website: https://www.samueladams.com/

 

Harvard Square

Shops, galleries, restaurants, and Harvard University itself.
Website: https://www.harvardsquare.com/

 

North End & Old North Church

Historic neighborhood with iconic Italian eateries.
Website: http://www.northendboston.com/

 

Newbury Street

Shops, restaurants, galleries.
Website: http://www.newbury-st.com/

 

Boston Harbor & Boston Harbor Cruises

 

Central Square, Cambridge

Shops, coffee, dining, music venues.
Website:
https://www.tripadvisor.com/Attraction_Review-g60890-d286021-Reviews-Central_Square-Cambridge_Massachusetts.html

MUSEUMS & ARCHITECTURE

Museum of Fine Arts

Address: 465 Huntington Ave, Boston, MA 02115
Premier art museum.
Website: https://www.mfa.org/

 

Isabella Stewart Gardner Museum

Address: 25 Evans Way, Boston, MA 02115
Excellent world-class museum.
Website: https://www.gardnermuseum.org/

 

MassArt

Address: 621 Huntington Ave, Boston, MA 02115
World-class art school.
Website: https://massart.edu/

 

Boston Public Library

Address: 700 Boylston St, Boston, MA 02116
World-class library.
Website: https://www.bpl.org/

 

Trinity Church

Address: 206 Clarendon St, Boston, MA 02116
Designed by architect H. H. Richardson.
Website: https://www.trinitychurchboston.org/

 

Harvard Art Museums

Address: 32 Quincy St, Cambridge, MA 02138
Premier art museums.
Website: https://www.harvardartmuseums.org/

 

Museum of Science

Address: 1 Science Park, Boston, MA 02114
Website: https://www.mos.org/

Boston Public Library
Boston skyline at sunset with buildings and Explore Boston forthillinn

TIPS & TOURS

Hop-On Hop-Off Trolley Tour

A flexible way to explore Boston’s major attractions. 

 

Boston in One Day Sightseeing Tour

Covers Beacon Hill, North End, Seaport District, USS Constitution, plus Revolutionary War sites. 

 

Boston Duck Tour

Land-and-water tour in a WWII amphibious vehicle — great for kids. 

 

Day Trip to Martha’s Vineyard

12-hour day trip via bus and ferry; optional guided island tour. 

 

Whale Watching Cruises

Three-hour naturalist-led cruises with regular whale sightings. 

RESTAURANTS

Mission Bar & Grill (Owner’s Favorite)

Address: 724 Huntington Ave, Boston, MA 02115
Excellent local pub food at reasonable prices.
Website: www.themissionbar.com

 

Chilacates Street Tacos

Address: 1482A Tremont St, Boston, MA 02120
Website: https://www.chilacatesmx.com/

 

Lilly’s Gourmet Pasta Express

Address: 1528 Tremont St, Boston, MA 02120
Great pasta to-go, perfect for the park.
Website: http://lillysgourmetpasta.com/

 

Franklin Café

Address: 278 Shawmut Ave, Boston, MA 02118
Neighborhood gem; excellent food; open late.
Website: https://www.franklincafe.com/

 

Charlie’s Sandwich Shoppe

Address: 429 Columbus Ave, Boston, MA 02116
Boston institution for breakfast; cozy shared tables.
(Available on Grubhub) 

 

Mida (Italian)

Address: 782 Tremont St, Boston, MA 02118
Cozy neighborhood spot; James Beard Award winner.
Website: https://midarestaurant.com/

 

SRV Boston

Address: 569 Columbus Ave, Boston, MA 02118
Voted Best Italian in Boston; trendy atmosphere.
Website: https://srvboston.com/

 

Dudley Café

Address: 15 Warren St, Boston, MA 02119
Hip café with bowls, salads, coffee, and desserts.
Website: http://www.dudleycafe.com/

 

Milkweed Café

Address: 1508 Tremont St, Boston, MA 02120
A favorite for brunch.
Website: https://www.eatatmilkweed.com/

 

Carmelina’s

Address: 307 Hanover St, Boston, MA
Modern Italian dishes in the North End. 

Tacos And Margarita
Pizza in boxes with a checkered napkin on an orange background.

PIZZA & DELIVERY

Penguin Pizza

Address: 735 Huntington Ave
Mission Hill favorite.
http://www.thepenguinpizza.com/

 

OTTO Pizza

Address: 888 Commonwealth Ave
https://otto-commave.foodtecsolutions.com/ordering/menu/Pizza

 

New York Pizza

Massachusetts Ave
https://newyorkpizzaboston.com/

 

Delivery Services

COFFEE

Green Haus Café

Mission Hill — easy walk from the inn.
Coffee, teas, pastries, light bites.
Website: greenhaus.cafe.com (as listed) 

 

Tatte Bakery & Café

Locations across Fenway, Back Bay, Beacon Hill, etc.
Website: https://tattebakery.com/

 

J.P. Licks

Centre Street, Jamaica Plain
Excellent coffee and homemade ice cream.
Rum Raisin recommended. 

 

Flour Bakery & Café

Addresses: Washington Ave, South End; 131 Clarendon St
Renowned for sandwiches, soups, pastries; James Beard Award–winning owner. 

 

Caffè Vittoria

Address: 290–296 Hanover St, Boston, MA 02113
Famous for cannoli, tiramisu; lively late night.
Website: http://www.caffevittoria.com/

 

Other Options

  • Dunkin’: 1443 Tremont St (0.4 miles)

  • Starbucks: 283 Longwood Ave (1.1 miles)

  • Render Coffee: 563 Columbus Ave (1.2 miles)

  • Pavement Coffeehouse: 44 Gainsborough St (1.2 miles)

  • Farmer Horse Coffee: 374 Massachusetts Ave (1.3 miles)

  • Mike’s Donuts: 1524 Tremont St, Roxbury Crossing

Coffee And Pastries
Live Band Performance

NIGHTLIFE & MUSIC

LOCAL PUBS

Mission Bar & Grill

724 Huntington Ave (owner’s favorite).
Website: www.themissionbar.com

 

Anchovies

Address: 433 Columbus Ave (1.8 miles)
Eclectic, beloved South End spot.
Website: https://www.anchoviesboston.com/

 

Puddingstone Tavern

Address: 1592 Tremont St (0.7 miles)
Friendly bartenders, great food, lively.
Website: www.thepuddingstonetavern.com

 

The Squealing Pig

Address: 134 Smith St (0.9 miles)
Gastropub with pizza, DJs, live music.
Website: http://squealingpigboston.com/

 

Canary Square

Address: 435 S. Huntington Ave (1.4 miles)
American fare in a rustic-industrial setting.
Website: http://www.canarysquare.com/

 

The Plough & Stars

912 Massachusetts Ave, Cambridge
www.ploughandstars.com

 

Beantown Pub

100 Tremont St (3.7 miles)
Classic sports bar with New England dishes.
www.beantownpub.com

pub
Vegetable Shopping

GROCERIES & DELIVERY

Instacart

Same-day delivery from multiple stores.
https://www.instacart.com/

 

Amazon Prime (Whole Foods)

2-hour delivery.
https://primenow.amazon.com/home

 

Nearby Grocery Stores

  • Stop & Shop: 1620 Tremont St (1.0 mile)

  • Whole Foods: 15 Westland Ave (1.6 miles)

  • Nubian Markets: 0.6 miles — African-inspired market + café
    https://www.nubianmarkets.com/

 

Worth the Trip

Boston Public Market
Address: 100 Hanover St (4.4 miles)
Indoor, year-round market with 35+ New England vendors.
Delivery: https://www.mercato.com/shop/boston-public-market

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Beer & Wine

  • Fuentes Market & Groceries: 680 Parker St

  • Mission Hill Liquors: 1623 Tremont St

SHOPPING

Faneuil Hall Marketplace

Address: 4 South Market Building, Boston, MA 02109
Historic marketplace with shops, food, and street performers.
https://faneuilhallmarketplace.com/

 

Copley Place

Address: 100 Huntington Ave, Boston, MA 02116
Upscale shops in the heart of the city.
https://www.simon.com/mall/copley-place

 

Downtown Crossing

Boston’s premier shopping district.
https://www.downtownboston.org/explore-downtown-boston/shopping

Faneuil Hall Marketplace in Boston, Massachusetts, people walking around a plaza.
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