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City guide

Winchester, Massachusetts

2 km) north of downtown Boston as part of the Greater Boston metropolitan area. It is also one of the wealthiest municipalities in Massachusetts.

Type CityMetro Area Population 22,970

Why go

  • Town in Massachusetts, United States.

History

Winchester is a town in Middlesex County, Massachusetts, United States, located 8.2 miles (13.2 km) north of downtown Boston as part of the Greater Boston metropolitan area. It is also one of the wealthiest municipalities in Massachusetts. The population was 22,970 at the 2020 United States Census.

Where to stay

Indoor
2 Forbes Rd, Woburn, MA 01801 · hilton.com
Indoor
116 Riverside Ave, Medford, MA 02155 · hyatt.com
Indoor
Indoor
14 Hill St, Woburn, MA 01801 · hilton.com
Indoor

Restaurants & places to go

Chinese, Restaurant · Historic building, Baldwin House https://en.wikipedia.org/wiki/Baldwin_House_(Woburn,_Massachusetts) Wikipedia: en:Baldwin House… · sichuangardenrestaurant.com
Indoor
American, Restaurant · Opening hours: Mo-Th 11:00-20:00; Fr-Sa 11:00-20:30; Su 11:00-17:00 Features: takeaway, vegetarian options Wikipedia: en:Mr. Bartley's… · mrbartley.com
Indoor
Diner, American, Burger, Restaurant · Opening hours: Su-We 11:00-01:00; Th-Sa 11:00-02:00 Features: outdoor seating Wikipedia: en:Charlie's Kitchen · 10 Eliot… · charlieskitchen.com
Indoor
Restaurant · Opening hours: Su-Th 09:00-21:00; Fr-Sa 09:00-22:00 Features: outdoor seating, takeaway, vegan options, air conditioning Wikipedia: en:Veggie… · veggiegalaxy.com
Indoor
Asian, Restaurant · Wikipedia: en:Kowloon Restaurant · 948 Broadway, Saugus, 01906 · kowloonrestaurant.com
Indoor
Ramen, Japanese, Restaurant · no tips allowed Opening hours: We-Fr 16:30-21:30; Sa 12:00-14:00, 16:30-21:30; Su 11:30-16:00 Features: takeaway · 1923… · yumewokatare.org
Indoor
Turkish, Middle Eastern, Restaurant · Opening hours: Su-Th 17:30-22:00; Fr-Sa 17:30-23:00 · 134 Hampshire Street, Cambridge, 02139 · oleanarestaurant.com
Indoor
Sushi, Asian, Restaurant · Opening hours: Mo-Th 11:30-22:00, Fr,Sa 11:30-01:00, Su 16:00-22:00 Features: outdoor seating, step-free access · 524 Massachusetts… · themadmonkfish.com
Indoor
Ice Cream, Ice Cream · Opening hours: Su-Th 12:00-22:00; Fr-Sa 12:00-23:00 Features: takeaway, delivery · 899 Main Street · tosci.com
Indoor
Pizza, Restaurant · Use the back entrance, which faces the parking lot, for the ADA accessible door. Opening hours: Su-Th 11:00-22:00; Fr-Sa 11:00-23:00… · theuppercrustpizzeria.com
Indoor
Coffee Shop, Cafe · coffee shop Opening hours: Mo-Su 06:30-21:00 Features: outdoor seating, takeaway · 375 Assembly Row, Somerville, 02145 · caffenero.com
Indoor
International, Burger, Restaurant · Friendly town restaurant and bar with creative food, from burgers to soba noodle bowls to salads - check for regular… · towntavern.net
Indoor
Cake, Sandwich, Coffee Shop, Cafe · Operates during the morning and early afternoon, but same physical location as BingeBowl Opening hours: Mo-Fr 07:00-14:00;… · bikeeny.com
Indoor
Bowl, Moldovan, Cafe · Operates during the late afternoon and early evening, but same physical location as Bikeeny caffe Opening hours: Mo-Su 16:00-21:00… · bingebowl.com
Indoor
Regional, Restaurant · Good Food! Cocktails! Jukebox! Opening hours: Mo-Su 17:00-01:00 Features: takeaway · 150 Highland Avenue, Somerville, 02143 · highlandkitchen.com
Indoor
Italian, Restaurant · Authentic Italian Cuisine Opening hours: Su-Th 11:30-22:00; Fr-Sa 11:30-23:00 · 109 Salem Street, Boston, 02113 · aldenteboston.com
Indoor
Mexican, Restaurant · Small authentic Mexican restaurant Opening hours: Mo-Sa 11:00-21:00; Su 11:00-20:00 · 12 Medford Street, Arlington · victoriataqueria.com
Indoor
Biergarten · Seasonal outdoor beer garden, closed late fall through spring Opening hours: Mo-Su 11:00-23:00 Features: outdoor seating, step-free access · 1… · theanchorboston.com
Indoor
Bubble Tea, Cafe · Opening hours: Su-Th 11:00-21:00; Fr,Sa 11:00-22:00 Features: takeaway, step-free access, air conditioning · 3 Pleasant Street, Malden, 02148 · kungfutea.com
Indoor
Taiwanese, Restaurant · Opening hours: Mo-Su 13:00-21:45 · 140 Brighton Avenue, Allston, 02134 · meetfresh.us
Indoor
Japanese, Hotpot, Restaurant · Opening hours: Mo-Su 11:00-22:30 · 431 Somerville Avenue, Somerville, 02143 · momoncurryma.com
Indoor
Steak House, Restaurant · Opening hours: Mo-Th 15:00-22:00; Fr-Sa 12:00-23:00; Su 12:00-22:00 Features: takeaway, air conditioning · 31 Mystic View Road,… · texasroadhouse.com
Indoor
Korean, Chicken, Restaurant · Opening hours: Mo-Su 11:00-22:00 · 636 Beacon Street, Boston, 02215 · bbqchicken.com
Indoor
Bagel, Fast Food · Opening hours: Mo-Su 06:00-14:00 Features: takeaway, step-free access, air conditioning · 600 Main Street, Winchester, 01890 · locations.brueggers.com
Indoor
Wings, Restaurant · Opening hours: Mo-Th,Su 11:00-24:00; Fr-Sa 11:00-01:00 Features: step-free access · 15 South Avenue · buffalowildwings.com
Indoor
Burger, Fast Food · Opening hours: 06:00-22:00 Features: takeaway, delivery · 679 Concord Avenue, Cambridge, 02138-1047 · bk.com
Indoor
Mediterranean, Restaurant · Opening hours: Su-Fr 10:45-22:00 · 82 Ames Street, Cambridge, 02142 · cava.com
Indoor
Chicken, Fast Food · Opening hours: Mo-Th 10:00-20:00; Fr-Sa 10:00-21:00; Su off Features: takeaway, delivery · 75 Middlesex Turnpike, Burlington, 01803 · chick-fil-a.com
Indoor
Tex-Mex, Restaurant · Opening hours: Mo-Th 11:00-23:00; Fr-Sa 11:00-24:00; Su 11:00-22:00 · 70 Walkers Brook Drive, Reading, 01867 · chilis.com
Indoor
Sandwich, Fast Food · Opening hours: Mo-Su 10:30-22:00 Features: takeaway, air conditioning · 385 Broadway, Saugus, 01906 · locations.dangelos.com
Indoor
Donut, Coffee Shop, Fast Food · Opening hours: Mo-Sa 04:00-22:00; Su 04:00-21:00 Features: outdoor seating, takeaway · 808 Memorial Drive, Cambridge, 02139 · locations.dunkindonuts.com
Indoor
Breakfast, Pancake, Restaurant · Opening hours: 24/7 · 105 Squire Road, Revere, 02151 · restaurants.ihop.com
Indoor
Snack, Restaurant · Opening hours: Mo-We 11:00-03:00; Sa 12:00-03:00; Su 12:00-01:00 Features: delivery · 708 Commonwealth Avenue, Boston, 02215 · insomniacookies.com
Indoor
Juice, Fast Food · Opening hours: Mo-Fr 05:30-21:00; Sa-Su 06:00-19:00 Features: takeaway · 496 Main Street, Melrose, 02176 · locations.jamba.com
Indoor
Seafood, Restaurant · Opening hours: "temporarily closed" Features: outdoor seating · 355 Main Street · legalseafoods.com
Indoor
AçAí, Fast Food · Opening hours: 08:00-22:00 Features: takeaway · 71 Mount Auburn Street, Cambridge, 02138-4961 · playabowls.com
Indoor
Salad, Fast Food · Opening hours: Mo-Fr 10:30-20:00; Sa 10:45-20:00; Su 10:45-19:00 Features: takeaway, delivery · 300 Mishawum Road, Woburn, 01801 · restaurants.saladworks.com
Indoor
French, Bakery, Restaurant · Opening hours: Mo-Su 07:00-22:00 · 118 Beacon Street, 02143 · cafesaintgermain.com
Indoor
Thai, Restaurant · Opening hours: We-Mo 11:30-15:00,16:00-21:15 Features: air conditioning · 114 Ferry Street, Malden, 02148 · cryingthaigerma.com
Indoor
Fusion, Asian, Chinese, Restaurant · Opening hours: Su-Th 11:30-22:00; Fr-Sa 11:30-23:00 Features: outdoor seating, takeaway, delivery, step-free access, air… · district-kitchen.com
Indoor
Hot Dog, Fries, Fried Food, Chicken, Bubble Tea, Fast Food · Opening hours: Mo-Th 16:30-23:00; Fr-Su 11:30-23:00 Features: vegetarian options, air… · kongdog.us
Indoor
Sichuan, Restaurant · Opening hours: Mo-Su 11:30-21:30 · 1153 Commonwealth Avenue, Boston, 02134 · mylittletao.com
Indoor
Peruvian, Restaurant · Opening hours: Mo-Su 11:00-21:00 Features: takeaway, delivery, vegan options, step-free access, air conditioning · 25 Union Square,… · machuchickenboston.com
Indoor
Pub, Restaurant · Opening hours: Mo-Th 17:00-23:00; Fr-Sa 12:00-23:00; Su 11:00-22:00 Features: outdoor seating · 25 Massachusetts Avenue, Arlington, 02474 · menotomygrill.com
Indoor
Brazilian, Cafe · Opening hours: Mo-Su 06:00-22:00 · 377 Main Street, Medford, 02155 · oasisbraziliancafe.com
Indoor

364 more places in the Ultimate edition. See the Ultimate edition →

Airports

Boston Logan International Airport (BOS) 9.1 mi to the centre
Boston, MA, US — You board from the indoor waiting area — no need to plan for the weather. ✈ 34 airlines (JetBlue Airways, Delta Air Lines, American Airlines, United Airlines…) · direct flights to 103 destinations incl. London, Atlanta, Los Angeles, Cancun, Chicago… (OpenFlights route data).
✈ Airlines & flight paths — 34 airlines, 103 direct destinations

Routes and aircraft from OpenFlights (open data; a point-in-time snapshot). * = codeshare. Linked destinations open their own guidebook. Flight numbers are not in the open data — they come from the airline or a paid schedule feed.

Indoor
Laurence G Hanscom Field (BED) 7.8 mi to the centre
Bedford, MA, US — Indoor waiting areas, but some gates board by bus or on foot across the apron — plan for the weather on the day.
Indoor | Outdoor
Beverly Regional Airport (BVY) 14 mi to the centre
Beverly / Danvers, MA, US — Indoor waiting areas, but some gates board by bus or on foot across the apron — plan for the weather on the day.
Indoor | Outdoor
Norwood Memorial Airport (OWD) 18 mi to the centre
Norwood, MA, US — Indoor waiting areas, but some gates board by bus or on foot across the apron — plan for the weather on the day.
Indoor | Outdoor
Lawrence Municipal Airport (LWM) 18 mi to the centre
492 Sutton St, North Andover, MA 01845 — Indoor waiting areas, but some gates board by bus or on foot across the apron — plan for the weather on the day.
Indoor | Outdoor
Minute Man Air Field (MMN) 20 mi to the centre
Stow, MA, US — Indoor waiting area, but you walk out to the aircraft to board — bring an umbrella or a coat if the forecast is poor.
Indoor | Outdoor

Getting there by ferry

Encore Boston Harbor Ferry Landing
Ferry terminal · 5.3 mi from the centre
Outdoor
Charlestown Navy Yard Ferry Terminal
Ferry terminal · 7 mi from the centre · MBTA
Outdoor
Lovejoy Wharf Ferry Terminal
Ferry terminal · 7.1 mi from the centre · Massachusetts Convention Center Authority (MCCA)
Outdoor
East Boston 6 New Street Ferry Landing
Ferry terminal · 7.3 mi from the centre
Outdoor
Water Taxi (Battery Wharf)
Ferry terminal · 7.3 mi from the centre · Boston Harbor Cruises
Outdoor
Long Wharf (North) Ferry Terminal
Ferry terminal · 7.7 mi from the centre · Water Transportation Alternatives
Outdoor
Long Wharf - Encore Boston Harbor
Ferry route · Encore Premium Harbor Shuttle
Outdoor
F3: East Boston Ferry
Ferry route · Boston Harbor Cruises
Outdoor
F3 Inbound: Lewis Mall Wharf -> Long Wharf (North)
Ferry route · MBTA
Outdoor
F3 Outbound: Long Wharf (North) -> Lewis Mall Wharf
Ferry route · MBTA
Outdoor
F4: Charlestown Ferry
Ferry route · MBTA
Outdoor
F4 Outbound: Long Wharf (South) -> Charlestown Ferry
Ferry route · MBTA
Outdoor
F4 Inbound: Charlestorn Navy Yard -> Long Wharf (South)
Ferry route · MBTA
Outdoor
F10: Harbor Loop
Ferry route · MBTA
Outdoor

Where things are

Full geo-intelligence in Better Mapping →
Local search powered by Geoverts and geo-intelligence by Better Mapping base map © OSM

Photographs

When to go

Tourist season
May – September

The warmer, longer-day half of the year is the safest bet for a first visit.

Shoulder season
April, October

Cooler and quieter, with fewer visitors and better value.

Worth avoiding
Deep winter

Short days and the coldest weather — check local conditions before travelling.

Getting there & around

Getting there. We do not yet hold airport or rail details for Winchester, Massachusetts — check the official tourism sources below for the best routes in. By water: 6 ferry terminals within 12 mi (nearest: Encore Boston Harbor Ferry Landing, 5.3 mi); routes include Long Wharf - Encore Boston Harbor, F3: East Boston Ferry, F3 Inbound: Lewis Mall Wharf -> Long Wharf (North).

Getting around. Use the map above to orient yourself; nearby hotels, attractions and places to eat are listed from the live Ultimate data for Winchester, Massachusetts. Local transit details will be added as the guide is expanded.

Local transit

Bus · Massachusetts · Schedules & GTFS data
Bus · Boston, Massachusetts · Schedules & GTFS data
Bus · Boston, Massachusetts · Schedules & GTFS data (official feed)
Bus · Massachusetts · Schedules & GTFS data (official feed)
Public transit · Schedules & GTFS data

Trains & rail

National rail

Coaches & shuttles

Intercity coach
Intercity coach
Intercity coach
Intercity coach

Private aviation

On-demand charter, jet cards and the semi-private scheduled carriers that serve this city.

Jet card, management · Managed fleet across US bases · Locally based jet card and aircraft management with private terminals in ~20 US cities.
Helicopter, by-the-seat · Helicopters, seaplanes, jets via partners · By-the-seat helicopters Manhattan–JFK/Newark and the Hamptons; jet charter through partners.
Membership charter · King Air 350i, Citation, Hawker, Global · US membership and on-demand charter; Delta Air Lines is a major shareholder.
Semi-private scheduled · Embraer 135 (16 seats) · First-class-only scheduled flights from Van Nuys to Aspen, Sun Valley, Cabo and Europe in summer.
Charter, management, FBO · Managed fleet, light to ultra-long-range · Charter, management and FBOs at Van Nuys and Orange County; the original Hollywood jet operator.