Here's some helpful information I put together for the Three W towns in Fairfiled County, CT Weston, Westport and Wilton:

Both Wilton and Weston are inland from the beaches in Westport. Weston gets a reduced rate for a beach parking sticker for the Westport beach. The Westport beach is called Compo Beach. All the beaches in Connecticut are “public” beaches, the only restriction is parking availability, so beach stickers are for the parking based on the town in which the vehicle is registered. All people can walk onto all the beaches. There are restrictions at some of the beaches regarding dogs.

Both Wilton and Weston have “school road campuses” where all the schools are on the same road together and may share some fields or other sports facilities. Weston is the most rural with typically larger lots and very little commerce. Weston also has a lot of “green space” with Devils Den and Trout Brook as popular walking and hiking areas. Bisceglie Park is open to all Weston Residents and it has little league fields, a playground, a man made lake that is fed by a natural spring and hiking trails. I like to think of Weston as not in the middle of no where, BUT Weston is in the “Middle of Everywhere!” Weston is one of the best kept secrets of Fairfield County because it is a true small town feel, with an amazing network of support from the “Moms network” for all things to do with raising a family, housekeeping, contractors to service and repair things in the house or on the property, what area restaurants are close and kid friendly, to where to vacation and so much more. Weston seems to be all encompassing of the phrase; “IT TAKES A VILLAGE”! If you want more land, Weston has 2 acre zoning and lots of green space, privacy, with a lot of community warmth, but is less convenient for highway and train access, although it is really not that far from the Merritt Parkway and Route 7 or Route 136 depending on what part of town you find yourself. Some areas of Weston are closer for commuting than parts of Westport and parts of Wilton.

Wilton has a movie theatre, a number of restaurants, a train station a large grocery store and a number of other shopping facilities. Westport has a direct train ride into NYC, Grand Central Station, multiple grocery stores, lots of shopping, a Main Street (great for walking), close to Norwalk movie theater, the beach, the river and easiest access to I95 and the Merritt Parkway, typically smaller lot sizes and a larger school system than Weston or Wilton, with the schools spread out throughout town. Many of the school campuses have 2 schools on the same campus or attached campus, but they are not all on one road, as is the case in Weston. It is also the most diverse of the three towns in

population and has the most “city like cultural atmosphere” with the Westport Country Playhouse and so much more, while Wilton and Weston give you the “small town” feel. Westport has the quaintest downtown on Main Street of the three towns with it’s New England Charm feel and new improvements being made in and around Main Street, like an outdoor mall for shopping and lots of wonderful restaurants. Westport also has the Saugatuck River, and the wonderful Saugatuck area shops and restaurants located all around the train Station that are mostly locally owned and operated. Westport covers a larger area and has a larger population with both the Merritt Parkway and I95 running through it, as well as Metro North Railroad & Amtrak (Amtrak runs through but only stops in Stamford and Bridgeport). Wilton has a large territory that it covers from the NY state line up to Ridgefield, west to New Canaan and Norwalk and east to Westport, Weston & Redding. Wilton is on the Danbury branch line of Metro-North and has the Wilton train station near downtown Wilton as well as Cannondale train station and Branchville train stations where the parking is easier, but trains are less frequent than in Westport. is the Town of Weston link for more town information. I am very knowledgeable about Weston, as I have lived there, worked there and still volunteer in Weston in a number of capacities, including as a volunteer EMT, a member of the Fire Department, and in the past with the Weston Women’s League, and the Newcomers & Neighbors Club. I currently reside in Westport, closer to the water. I am also very knowledgeable about Westport as I work in Westport and volunteer as an EMT for the Westport EMS, as well. I am also involved in some social groups and philanthropic groups in Westport.

However, I have lived in Fairfield County for over 28 years and my husband grew up in Fairfield County, so I am familiar with almost all the towns in Fairfield County, fairly well.

More Fun Facts:


Weston is a residential community in Southwestern Connecticut (about 45 miles from New York City) with a population of 10,037, two acre zoning, and a Board of Selectmen - Town Meeting form of government.

Most shopping opportunities are outside of town. We have one small shopping center for conveniences. There are no condominiums, apartment houses or corporate offices. We have no public transportation. The New Haven Line of Metro North provides commuter trains from Westport into New York City. JFK, LaGuardia and Newark Airports are used by most residents for airline service. Major cultural activities are available in adjacent Westport, and in New Haven, Stamford and New York City, to name a few. The Weston Commission for the Arts plans exciting cultural events in Weston each month. Our Recreation Department provides for a wide range of activities for residents of various ages. The 53 acre Bisceglie-Scribner Park provides active recreation and contains picnic facilities, a swimming pond and the Kiwanis Fitness Trail.

Forever Green. Weston is known for its purchase of conservation restrictions. Almost one quarter of the Town is permanently devoted to open space use. Whether the northern Nature Conservancy Lucius Pond Ordway - Devil’s Den 1765 acres or Katherine Ordway Preserve 60 acres on the east side of Weston (Nature

Conservancy site), or 645 acres of Aspetuck Land Trust (Aspetuck Land Trust site) all around the Town, every neighborhood can claim some piece of recreational land nearby as its own.

Country fairs are Weston, too. Church fairs in Spring and Fall, and the Grange Fair at harvest time are typical Weston events. On each Saturday morning from April to October, the Weston Women’s League sponsors a Farmer’s Market. The Hurlbutt Elementary School PTO Memorial Day Fair provides weekend fun and games, topped by the Weston Volunteer Fire Department’s (Weston Volunteer Fire Department site) incomparable Memorial Day Parade. Everyone marches; more march than sit on the sidelines.

Weston is the way it is because of its history, and the Weston Historical Society (Weston Historical Society site) on Weston Road serves as a signpost greeting visitors arriving by way of the Merritt Parkway Exit 42.

Weston’s school system and facilities are among the finest in the nation. Our Board of Education, school administrations and staff have achieved a level of educational excellence which is unparalleled. Our PTO’s are very active and involved with our schools and have a strong record of working hard for educational funding. (Weston Schools and Board of Education site) or go to for more information on the school system in Weston.

Weston is fortunate to be a town in which volunteerism is alive and well. Our citizens devote countless hours to serving on town boards and commissions and in the Volunteer Fire Department and EMS squad. The Kiwanis Club, (Weston Kiwanis site) the Weston Women’s League (Weston Women’s League site), the Weston Garden Club and the Saugatuck Garden Club regularly dedicate themselves to improving or beautifying the town. The Women’s Club volunteers their help with town wide mailings. The League of Women Voters (Weston League of Women Voters site) is very active offering public information meetings. We invite every resident to become active in one or more of our many organizations. is the Westport link for more information. Here you can find out all about the town government, education philosophy and things to do when visiting Westport. Please note that any of the houses close or on the beach are very expensive, usually even the “knock downs”, but if you live in Westport you also get the use of the Long Shore Club which is a “country club style” golf, swimming and tennis club for only Westport residents. You can also have dinner at the restaurant there and hold events like weddings at the Long Shore club even if you are not a resident of town.

The Westport School district information link is: Westport schools include:

! !

Staples High School 
 Bedford Middle School
 Coleytown Middle School
 Coleytown Elementary School
 Greens Farms Elementary School
 Kings Highway Elementary School
 Long Lots Elementary School
 Saugatuck Elem!entary School is the Wilton town link for more information. Municipal Education Information

The Town of Wilton has 4,151 students who attend pre-k, three elementary schools, a middle school, and a high school. Wilton's three elementary schools have class sizes ranging from 18 to 22 and a 19 to 1 student/ teacher ratio. The middle school is for grades 6-8 and features interdisciplinary instruction teams in languages and science, mathematics, social studies, computers, art, and gifted student instruction. Class sizes range from 20 to 22 students with a student/teacher ratio of 13 to 1. Over 91% of Wilton High School graduates in the past five years have gone on to colleges and universities. The mean SAT scores at Wilton High are 584 verbal and 598 math.

The Wilton Public Schools website is located at: !
Beth Berkowitz

Fran Burger Realty Group! William Raveis Real Estate! 47 Riverside Avenue! Westport, CT 06880!

(203) 321-9062!

!!!! !

Licensed in CT