Cambridge's Main Street

City / town · Maryland

Cambridge

Cambridge's Main Street

Best timeApr–Oct
From you
Nearest airportSBY · 34 mi
Typical stay$172/night
On this page

Overview

Cambridge is a small town of 10,000 on the Chesapeake Bay in Maryland's Eastern Shore.

8 sights · 3 things to do · 1 places to eat · 4 places to stay

Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage

Best things about Cambridge

Bill Burton Fishing Pier State Park

A pedestrian fishing pier parallels Route 50 across the Choptank river on the north side of Cambridge. You can enter the park on either side of the river but the pier is not continuous, so you can't walk all the way acro…

Blackwater National Wildlife Refuge

Blackwater National Wildlife Refuge

The prime visitor attraction here is the Wildlife Drive, which visitors can drive, walk and cycle on in order to get close to the local wildlife. In addition, the Refuge has four land trails and three paddling trails, as…

Harriet Tubman Underground Railroad National Monument

Harriet Tubman Underground Railroad National Monument

National monument to Harriet Tubman, abolitionist, suffragette and the best-known conductor on the Underground Railroad for having led seventy former slaves to freedom. (38 0 26'N, 76 0 07'W)

Visitor Center

If you enter Cambridge from the north you will cross the Choptank River on Route 50. Your first stop is the Visitor's Center at Sailwinds Park. The staff here are available to give information about the area's history, a…

Harriet Tubman Museum

A small museum dedicated to the famous African-American abolitionist and Underground Railroad conductor who lived here. The museum is small—call ahead to make sure it will be open. The staff offer tours within and outsid…

Richardson Maritime Museum

Plan your trip

Best time to visit & weather

Most comfortable: Apr–Oct. Summer highs reach about 87°F; winter lows dip to about 27°F. Wettest: Aug and Mar. (climate data from nearby Magnolia)

Jan: 3.4 in rain3.4"Jan: high 43°F, low 27°F43°27°JanFeb: 3.2 in rain3.2"Feb: high 47°F, low 29°F47°29°FebMar: 4.3 in rain4.3"Mar: high 55°F, low 36°F55°36°MarApr: 3.9 in rain3.9"Apr: high 66°F, low 44°F66°44°AprMay: 4.3 in rain4.3"May: high 75°F, low 54°F75°54°MayJun: 4.0 in rain4"Jun: high 83°F, low 63°F83°63°JunJul: 4.1 in rain4.1"Jul: high 87°F, low 69°F87°69°JulAug: 4.4 in rain4.4"Aug: high 85°F, low 67°F85°67°AugSep: 4.1 in rain4.1"Sep: high 79°F, low 60°F79°60°SepOct: 3.4 in rain3.4"Oct: high 69°F, low 49°F69°49°OctNov: 3.5 in rain3.5"Nov: high 59°F, low 40°F59°40°NovDec: 3.7 in rain3.7"Dec: high 47°F, low 31°F47°31°Dec

Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).

Getting there

  • From you: to see whether to drive or fly, and how long it takes.
  • SBY Salisbury Ocean City Wicomico Regional Airport, Salisbury — 34 mi away. Directions
  • DOV Dover Civil Air Terminal/Dover Air Force Base, Dover — 51 mi away. Directions
  • BWI Baltimore/Washington International Thurgood Marshall Airport, Baltimore — 53 mi away (major hub). Directions

Cambridge is about halfway between the Chesapeake Bay Bridge and Ocean City on US-50, the Ocean Gateway. Maryland Ave leads right from the highway to the historic town center.

Full “Get in” guide ↓

Budget & where to stay

  • Places to stay listed here: about $125–$125 a night (typical $172), from 2 listed prices.
  • Estimated daily budget per person (room, two meals, local transport and an activity): budget ~$170, mid-range ~$250, comfortable ~$290.

See the Sleep guide ↓ for places to stay.

Sample 3-day itinerary

Day 1

  • Morning Visitor Center, Richardson Maritime Museum
  • Lunch Portside Seafood Restaurant
  • Afternoon Dorchester Center for the Arts, Skipjack "Nathan of Dorchester"

Day 2

  • Morning Bill Burton Fishing Pier State Park, Harriet Tubman Underground Railroad National Monument
  • Afternoon Ruark Boatworks, Main Street Gallery

Day 3

  • Morning Blackwater National Wildlife Refuge, Harriet Tubman Museum
  • Afternoon Spokott Windmill

Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.

Food for you

Cuisine (tap to filter)

What to ask about, for your diet

    Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder

    Photos

    Cambridge's Main StreetBoats to be repaired at the Ruark BoatworksBlackwater National Wildlife RefugeHarriet Tubman Underground Railroad National MonumentCambridge

    Map

    Every listing with a location. Tap a pin for its Google Maps link.

    Understand

    The harbor town of Cambridge was founded in 1684, making it one of the oldest cities in the state. It's seen ups and downs throughout its long history, at times a residence of choice for wealthy colonials, and not long ago a site of conflict and heavy job losses in the 60s during desegregation, racial violence, and the closing of the local cannery. It also has had several very famous residents: Harriet Tubman, Annie Oakley, and even a president of Liberia have all known the town as home. Today's Cambridge has seen rising fortunes from tourism (especially following the construction of the huge Hyatt resort) and professionals moving in who like the laid back, charming, maritime atmosphere.

    See Visitor Center

    If you enter Cambridge from the north you will cross the Choptank River on Route 50. Your first stop is the Visitor's Center at Sailwinds Park. The staff here are available to give information about the area's history, and advice on what to see when. They also offer a self-guided walking tour of the town's historic center, or a self-guided 105-mile driving tour of Underground Railroad sites. The Center is on the grounds of Sailwinds park, which has a children's playground, picnic tables a path along the river and spectacular views of the bridge.

    📍 2 Rose Hill Pl☎ +1 410 228-1000
    MapsWebsite

    Get in

    By car

    Cambridge is about halfway between the Chesapeake Bay Bridge and Ocean City on US-50, the Ocean Gateway. Maryland Ave leads right from the highway to the historic town center.

    By boat

    The town harbor is just up the Choptank River from the bay. The most busy marina belongs to the Hyatt; the city's marina is just north of the historic center:

    Place Cambridge Municipal Yacht Basin

    📍 4 Mill St🕒 1 May–31 Sep: 8AM-6PM daily; winter: weather dependent☎ +1 410 228-4031
    Maps

    By plane

    • Cambridge-Dorchester Airport (FAA:KCGE) is a small, regional airport with no scheduled commercial flights. Private planes park within walking distance of Kay's restaurant. Courtesy transportation to town may be available.

    Get around

    The town center is small and easily walked, while getting around surrounding areas will require a car or a bike (the Eastern Shore is good bike riding territory—not a hill in sight).

    See

    See Bill Burton Fishing Pier State Park (formerly Choptank River Fishing Pier)

    A pedestrian fishing pier parallels Route 50 across the Choptank river on the north side of Cambridge. You can enter the park on either side of the river but the pier is not continuous, so you can't walk all the way across the river. The pier spans 1 mile on the northern side and 1/2 mile on the southern side of the river. Fishing and crabbing are the main attractions, but there are picnic areas and sandy beaches (no swimming.)

    Both sides of the Choptank River next to Route 50🕒 Fishing piers 24 hr. Surrounding trails sunrise-sunset. Talbot County side closed Dec 31- Mar 31💲 Free☎ +1 410-820-1668
    MapsWebsite

    See Harriet Tubman Museum

    A small museum dedicated to the famous African-American abolitionist and Underground Railroad conductor who lived here. The museum is small—call ahead to make sure it will be open. The staff offer tours within and outside Cambridge, of places where Harriet Tubman lived, worked, prayed, etc.

    📍 424 Race St☎ +1 410 228-0401
    Maps

    See Richardson Maritime Museum

    📍 103 Hayward St🕒 Wed Sun 1PM-4PM, Sat 10AM-4PM💲 Suggested donation: $3☎ +1 410 221-1871
    MapsWebsite

    See Ruark Boatworks

    Though affiliated with the Richardson Maritime Museum, this is no museum—it is an active boatworks working exclusively on wooden boats and models. Visitors get to see how it's done, and can participate in model building.

    📍 Maryland Ave & Hayward St🕒 Mon Wed Fri 9AM-2PM💲 Suggested donation: $3☎ +1 410 221-8844
    MapsWebsite

    See Spokott Windmill

    Windmill, colonial tenant house, one-room school house and blacksmith shop on display. The Lloyd Country Store Museum is open only on special occasions.

    Route 343 about 6 miles west of Cambridge
    MapsWebsite

    Art galleries

    There is a vibrant artist community in Cambridge.

    See Dorchester Center for the Arts

    Displays, events and classes.

    📍 321 High Street🕒 Mon-Thu 10AM-5PM; Fri Sat 10AM-4PM☎ +1 410-228-7782
    MapsWebsite

    See Main Street Gallery

    📍 518 Poplar St🕒 Fri-Sun 11AM-5PM
    MapsWebsite

    Do

    Blackwater National Wildlife Refuge

    Do Blackwater National Wildlife Refuge

    The prime visitor attraction here is the Wildlife Drive, which visitors can drive, walk and cycle on in order to get close to the local wildlife. In addition, the Refuge has four land trails and three paddling trails, as well as hunting/fishing/crabbing opportunities. Finally, the Refuge staff and volunteers also offer a variety of environmental educational opportunities for young people at both the Refuge Visitor Center and also at the Refuge environmental education building, located at the entrance to the Wildlife Drive. If you are in the mood to see a bald eagle soaring over the Chesapeake wetlands, this is the place.

    📍 2145 Key Wallace DrTake MD-16 (Church Creek Rd) south from the town, then turn left on MD-335 (Golden Hill Rd)🕒 dawn-dusk daily; visitor center: Mon-Fri 8AM-4PM, Sat Sun 9AM-5PM☎ +1 410 228-2677
    MapsWebsite

    Do Skipjack "Nathan of Dorchester"

    The wooden skipjack is the traditional sailboat of choice for Chesapeake oystermen, and remains in use to this day in parts of the bay where motorboats are not allowed. The Nathan is moored here only for pleasure, though, and offers several activities for visitors, including sailing cruises and educational programs with Chesapeake watermen.

    Long Wharf Park at the end of High St☎ +1 410 228-7141Checked Dec 2024
    MapsWebsite
    Harriet Tubman Underground Railroad National Monument

    Do Harriet Tubman Underground Railroad National Monument

    National monument to Harriet Tubman, abolitionist, suffragette and the best-known conductor on the Underground Railroad for having led seventy former slaves to freedom. (38 0 26'N, 76 0 07'W)

    📍 2145 Key Wallace DriveAt Maryland State Park, next to Blackwater National Wildlife Refuge☎ +1 410 221-2290
    MapsWebsite

    Buy

    There is a good collection of shops and art galleries along High Street, Poplar Street and Race Street in the historic center.

    Shop Butterfly Boutique

    Gift shop.

    📍 510 Poplar Street🕒 Wed-Sat 10AM-5PM, Sun noon-3PM☎ +1 443-477-5413
    MapsWebsite

    Shop Studioworks Artisan's Shop at the Dorchester Center for the Arts

    Original artwork for sale by the artists in residence.

    📍 321 High Street🕒 Mon-Thu 10AM-5PM, Fri Sat 10AM-4PM☎ +1 410-228-7782
    MapsWebsite

    Shop Sunnyside Shop

    Fairly traded and environmentally friendly jewelry, gifts and clothing.

    📍 500 Poplar Street☎ +1 410 901-9009
    MapsWebsite

    Eat and drink

    Eat Portside Seafood Restaurant

    Seafood$

    This restaurant has a big outdoor wooden deck overlooking the Cambridge Harbor, and serves a crab-heavy menu.

    📍 201 Trenton St💲 $15-40☎ +1 410 228-9007
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Sleep

    Stay Cambridge House B&B

    Located in the "1847 sea captain's manor," this is a small "green" B&B in the historic center, with period furniture, a charming garden, and is one block from the Wharf.

    📍 112 High St💲 $125-175☎ +1 410 221-7700
    MapsWebsite

    Stay Comfort Inn Cambridge

    Breakfast included, free Wi-Fi, indoor pool.

    📍 2936 Ocean GatewayRoute 50☎ +1 410 901-0926
    MapsWebsite

    Stay Holiday Inn Express Cambridge

    Breakfast included, free Wi-Fi, indoor pool and hot tub.

    📍 2715 Ocean GatewayRoute 50
    MapsWebsite

    Stay Hyatt Regency Chesapeake Bay

    This is one of the bigger resorts on the Chesapeake, and has all the amenities you'd expect, plus an on-site marina, beautiful 18-hole championship golf course, and a gigantic spa.

    📍 100 Heron Blvd💲 $220-320☎ +1 410 901-1234
    MapsWebsite

    Nearby

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