Dwight Derby House

City / town · Massachusetts

Medfield

Dwight Derby House

Best timeMay–Sep
From you
Nearest airportBOS · 19 mi
On this page

Overview

Medfield is a town of 13,000 people (2020) in Massachusetts. Medfield was first settled by Anglo-Americans in 1649 after the land was taken from the Neponset Native Americans. It is home to one of the oldest houses in the U.S., and to several other historic buildings.

Dover population was about 6k in the 2020 census. For Cryptozoologists and other curious bystanders, it is said to be the home of the mysterious creature called the "Dover Demon."

5 sights · 4 things to do · 11 places to eat · 1 bars & cafés

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

Best things about Medfield

Zullo Gallery

An art gallery run by a Medfield resident. Displays several pieces of fine art that can be purchased.

Dwight Derby House

One of the oldest houses in the United States.

Peak House

Open every Sunday 2-5PM, June-September. Appointments can also be made by contacting Medfield Historical Society. Rebuilt in 1680 after being burnt down by Native American raids the Peak house is one of the oldest houses…

Medfield State Hospital

No longer in use for medical practices, the hospital has been used for the filming of the movies, "Shutter Island" and "The Box". Located on the outskirts of town the hospital grounds are also home to many scenic views.

Gazebo Players of Medfield

Open June-August. The Gazebo hosts musical performances by local bands every Thursday night, and drama productions periodically throughout the summer. Past performances include MacBeth, Twelfth Night, Romeo and Juliet, a…

Rocky Woods

is a 491-acre reservation in the northeast part of town. The property has 6.5 miles of nature trails for hiking or biking, a few ponds for fishing, and open space for picnics and barbeques.

Plan your trip

Best time to visit & weather

Most comfortable: May–Sep. Summer highs reach about 83°F; winter lows dip to about 20°F. Cold months (Jan, Feb) can bring snow and ice; check road conditions. Wettest: Oct and Dec. (climate data from nearby Walpole)

Jan: 3.9 in rain3.9"Jan: high 37°F, low 20°F37°20°JanFeb: 3.4 in rain3.4"Feb: high 40°F, low 21°F40°21°FebMar: 4.8 in rain4.8"Mar: high 47°F, low 28°F47°28°MarApr: 4.4 in rain4.4"Apr: high 59°F, low 38°F59°38°AprMay: 3.6 in rain3.6"May: high 70°F, low 48°F70°48°MayJun: 4.3 in rain4.3"Jun: high 78°F, low 57°F78°57°JunJul: 3.6 in rain3.6"Jul: high 83°F, low 63°F83°63°JulAug: 4.0 in rain4"Aug: high 82°F, low 62°F82°62°AugSep: 3.7 in rain3.7"Sep: high 74°F, low 54°F74°54°SepOct: 5.0 in rain5"Oct: high 62°F, low 43°F62°43°OctNov: 4.1 in rain4.1"Nov: high 51°F, low 34°F51°34°NovDec: 5.0 in rain5"Dec: high 42°F, low 25°F42°25°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.
  • BOS Boston Logan International Airport, Boston — 19 mi away (major hub). Directions
  • BED Laurence G Hanscom Field, Bedford — 20 mi away. Directions

Medfield is about 17 miles southwest of Boston.

Full “Get in” guide ↓

Budget & where to stay

No prices are listed for this place yet. See the Sleep guide ↓ for options.

Sample 2-day itinerary

Day 1

  • Morning Zullo Gallery, Gazebo Players of Medfield, Dwight Derby House
  • Lunch Noon Hill Grill
  • Afternoon Kingsbury Pond, Noon Hill
  • Dinner Royal Pizza

Day 2

  • Morning Peak House
  • Lunch Blue Moon Bagel Cafe
  • Afternoon Rocky Woods
  • Dinner Donut Express

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

    Dwight Derby HouseMedfield

    Map

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

    Get in

    Medfield is about 17 miles southwest of Boston.

    By car

    Medfield is on Routes 27 and 109.

    By plane

    See

    See Zullo Gallery

    An art gallery run by a Medfield resident. Displays several pieces of fine art that can be purchased.

    📍 456 Main St☎ +1 508 359-3711
    Maps

    See Dwight Derby House

    One of the oldest houses in the United States.

    📍 7 Frairy Street☎ +1 508 359-6865
    Maps

    See Peak House

    Open every Sunday 2-5PM, June-September. Appointments can also be made by contacting Medfield Historical Society. Rebuilt in 1680 after being burnt down by Native American raids the Peak house is one of the oldest houses in the region.

    📍 347 Main St☎ +1 508 359-4773
    Maps

    See Medfield State Hospital

    No longer in use for medical practices, the hospital has been used for the filming of the movies, "Shutter Island" and "The Box". Located on the outskirts of town the hospital grounds are also home to many scenic views.

    📍 41 Hospital Rd.🕒 Open everyday 6AM-6PM
    Maps

    See Gazebo Players of Medfield

    Open June-August. The Gazebo hosts musical performances by local bands every Thursday night, and drama productions periodically throughout the summer. Past performances include MacBeth, Twelfth Night, Romeo and Juliet, and Love Letters.

    📍 468 Main St☎ +1 508 359-8296
    Maps

    Do

    Do Rocky Woods

    is a 491-acre reservation in the northeast part of town. The property has 6.5 miles of nature trails for hiking or biking, a few ponds for fishing, and open space for picnics and barbeques.

    Maps

    Do Noon Hill

    is the highest point in Medfield at 370 feet with a trail to its peak. There are a 4½ miles of trails around the hill and offer views of the hills of Walpole and Norfolk.

    Maps

    Do Kingsbury Pond

    is great for ice skating in the winter.

    Maps

    Do Charles River

    One of the longer river in the state of Massachusetts. The river winds through the town providing many areas the opportunity to go fishing. The Charles River is also a popular place to go canoeing. Best boating entrance located on Rt. 27 on the Medfield-Sherborn border.

    Maps

    Buy

    Shop Bella Wishes

    Locally owned clothing store that sells designer cloths at reduced prices.

    📍 10 North St☎ +1 508 359-5588
    Maps

    Shop Marshalls

    Marshalls is a store that offers current-season, brand name, and designer goods for men, women, teens and children at low prices.

    📍 242 Main St☎ +1 508 242-9604
    Maps

    Shop Absi Jewelers

    A locally owned business that offers unique jewelry.

    📍 456 Main St☎ +1 508 359-8440
    MapsWebsite

    Eat

    Eat Honey's Cafe and Bakery

    AmericanBakery / Café

    Formally known as Dylan’s, Honey’s is a cafe and Bakery that offers a variety of morning treats and sandwiches.

    📍 14 North Street☎ +1 508 359-8688
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Budget

    Eat Papa Gino's

    ItalianPizza$

    Serves pizza, subs, and pasta. Delivery available and dining room open for guests who want to eat there.

    📍 10 North Meadows Rd☎ +1 508 359-2040
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Eat Italian Groceria and Pizzeria

    ItalianPizzaAmerican$

    Italian deli that serves sandwiches and pizza. Also sells meats and cheeses. Delivery available.

    📍 285 Main St🕒 Mon-Thu 10AM-8PM, Fri Sat 10AM-9PM☎ +1 508 359-8117
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Eat Blue Moon Bagel Cafe

    Breakfast / BrunchBakery / Café$

    Wide selection of fresh bagels and coffee every morning. Other pastries/cakes are also available.

    📍 236 Main St☎ +1 508 359-8880
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Mid-range

    Eat Noon Hill Grill

    ItalianSeafoodSteakhouse$$

    Open everyday at 11AM. Serves all kinds of fish, steaks, burgers, salads, pastas, and soups. Bar open daily with flat screen televisions on the walls.

    📍 530 Main St☎ +1 508 359-9155
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Splurge

    Eat Zebra's Bistro and Wine Bar

    FrenchBBQBakery / Café$$$

    Known for large assortment of dessert pastries, as well as alligator ribs, and New York Strip. During summer outside seating is available upon request. Reservations are suggested however, wine bar with large selection open to all guests without reservations while waiting to be seated.

    📍 21 North St🕒 Dining Room open: Sun-Mon 5:30PM-9PM, Tue-Sat 5:30PM-10PM. Bar Open: Sun-Mon 4:30PM-9PM, Tue-Thu 4:30PM-11PM, Fri-Sat 4:30PM-midnight☎ +1 508 359-4100
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Drink

    Nearby

    My experience

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