Top Baseball Towns in Connecticut
Ranked on championships won since 2000 — high school state titles and Little League district, section and state titles counted together, with recent wins weighted more heavily. 72 towns have won something.
Fairfield leads Connecticut, scoring 38.70 almost entirely on youth titles, and not narrowly — Fairfield is clear of Wallingford by 21.32 points. 72 towns have won something since 2000.
The top ten in Connecticut are Fairfield, Wallingford, Waterford, Madison, Bristol, Orange, West Haven, Simsbury, Stamford and Westport. Between them they account for 48% of every point scored across the 72 towns on this list.
Size is doing a lot of work here. Orange is in the top ten on a population of 14,431, while Stamford has 139,134 to draw on — roughly 10 times as many people. That is why the tables below are also split into population bands: a town should be measured against places its own size before it is measured against a city.
Simsbury is in the top ten on youth baseball alone: 9 Little League titles and no high school championship since 2000.
Recency matters in this table — a title's weight halves every 12 years, so the standings drift on their own every season. Fairfield, Wallingford, Waterford and Bristol have won something in the last two seasons, which is why they sit where they do.
Orange shares credit with neighbouring towns for a regional high school. A regional's championship is split evenly between every town it serves rather than going to the town the building happens to sit in.
One caveat worth reading before you argue with the order. The youth half of this score is Little League only, because Little League is the only organization that publishes a championship archive — every district, section and state champion back to the 1950s. Cal Ripken and Babe Ruth publish nothing below the World Series. 5 towns in Connecticut run Cal Ripken or Babe Ruth ball with no Little League program at all, and they score zero youth points here no matter how much they win. Towns that run both lose the Cal Ripken half the same way. If your league has a record we're missing, tell us and we'll add it.
| # | Town | Score | Population | HS titles | LL state | LL district | Won by |
|---|---|---|---|---|---|---|---|
| 1 | Fairfield CT Fairfield County | 38.7 | 65,300 | 2 | 9 | 12 | Fairfield Warde High School · Fairfield National Little League |
| 2 | Wallingford CT New Haven County | 17.38 | 44,389 | 7 | — | 2 | Lyman Hall High School · Mark T. Sheehan High School +1 |
| 3 | Waterford CT New London County | 13.85 | 19,910 | 5 | 1 | 4 | Waterford High School · Waterford Little League |
| 4 | Madison CT New Haven County | 12.49 | 17,688 | 1 | 1 | 7 | Daniel Hand High School · Madison Little League |
| 5 | Bristol CT Hartford County | 8.26 | 62,195 | 4 | — | 1 | St Paul Catholic High School · Bristol Little League |
| 6 | Orange CT New Haven County | 7.9 | 14,431 | 2.33 ⌗ | 1 | 4 | Amity Regional High School · Orange Little League Baseball CT |
| 7 | West Haven CT New Haven County | 7.81 | 55,379 | 8 | — | — | Notre Dame High School · West Haven High School |
| 8 | Simsbury CT Hartford County | 7.74 | 25,353 | — | — | 7 | Simsbury Little League |
| 9 | Stamford CT Fairfield County | 7.7 | 139,134 | 2 | 1 | 5 | Westhill High School · Stamford High School +1 |
| 10 | Westport CT Fairfield County | 7.49 | 27,996 | 4 | — | — | Staples High School |
| 11 | Newington CT Hartford County | 5.99 | 31,692 | 1 | — | 6 | Newington High School · Newington Little League |
| 12 | Wilton CT Fairfield County | 5.78 | 19,255 | — | 1 | 3 | Wilton Baseball Association |
| 13 | Darien CT Fairfield County | 5.67 | 22,528 | — | 1 | 1 | Darien Youth Baseball & Softball League |
| 14 | Trumbull CT Fairfield County | 5.06 | 38,073 | 3 | — | 1 | St Joseph High School · Trumbull Little League |
| 15 | Coventry CT Tolland County | 4.67 | 12,445 | 2 | — | — | Coventry High School |
| 16 | Southington CT Hartford County | 4.16 | 44,197 | — | — | 3 | Western Baseball League of Southington |
| 17 | Tolland CT Tolland County | 3.98 | 14,739 | — | — | 4 | Tolland Little League |
| 18 | Bethany CT New Haven County | 3.6 | 5,324 | 2.33 ⌗ | — | — | Amity Regional High School |
| 19 | Woodbridge CT New Haven County | 3.6 | 9,130 | 2.33 ⌗ | — | — | Amity Regional High School |
| 20 | Ridgefield CT Fairfield County | 3.56 | 25,300 | — | — | 7 | Ridgefield Baseball Organization |
| 21 | Cromwell CT Middlesex County | 3.43 | 14,388 | 1 | — | 3 | Cromwell High School · Cromwell Little League |
| 22 | Oakdale CT New London County | 3.4 | — | 3 | — | — | Montville High School |
| 23 | Guilford CT New Haven County | 3.29 | 22,264 | 1 | — | 3 | Guilford High School · Guilford Little League |
| 24 | Windsor CT Hartford County | 3.26 | 29,658 | 1 | — | 2 | Windsor High School · Windsor Little League |
| 25 | New Fairfield CT Fairfield County | 3 | 13,651 | 1 | — | — | New Fairfield High School |
| 26 | Farmington CT Hartford County | 2.99 | 28,189 | — | 1 | 3 | Farmington Little League |
| 27 | West Hartford CT Hartford County | 2.93 | 64,184 | 2 | — | 1 | Northwest Catholic High School · West Hartford Little League |
| 28 | Seymour CT New Haven County | 2.89 | 17,139 | 2 | — | — | Seymour High School |
| 29 | South Windsor CT Hartford County | 2.83 | 27,062 | 1 | — | — | South Windsor High School |
| 30 | Norwalk CT Fairfield County | 2.75 | 93,661 | 1 | — | 1 | Norwalk High School · Norwalk Little League |
| 31 | Beacon Falls CT New Haven County | 2.67 | 6,271 | 1 | — | — | Woodland Regional High School |
| 32 | Woodstock CT Windham County | 2.67 | 8,434 | 1 | — | — | The Woodstock Academy |
| 33 | Danbury CT Fairfield County | 2.6 | 88,692 | 4 | — | — | Danbury High School · Immaculate High School |
| 34 | Brookfield CT Fairfield County | 2.52 | 18,186 | 1 | — | — | Brookfield High School |
| 35 | Woodbury CT Litchfield County | 2.52 | 9,960 | 1 | — | — | Nonnewaug High School |
| 36 | Plainville CT Hartford County | 2.4 | 17,757 | 2 | — | — | Plainville High School |
| 37 | North Haven CT New Haven County | 2.38 | 24,844 | 2 | — | — | North Haven High School |
| 38 | Redding CT Fairfield County | 2.38 | 8,830 | 1 | — | — | Joel Barlow High School |
| 39 | Groton CT New London County | 2.23 | 38,762 | 2 | — | — | Robert E. Fitch High School |
| 40 | Branford CT New Haven County | 2.07 | 28,448 | 2 | — | — | Branford High School |
By town size
A championship out of a town of 6,000 is a different achievement from the same title in a city of 600,000. Same scoring, ranked against places of the same size.
Under 10,000
- 1BethanyCT3.6 · 5k
- 2WoodbridgeCT3.6 · 9k
- 3Beacon FallsCT2.67 · 6k
- 4WoodstockCT2.67 · 8k
- 5WoodburyCT2.52 · 10k
- 6ReddingCT2.38 · 9k
- 7PortlandCT1.5 · 9k
- 8HaddamCT1.26 · 9k
10,000–25,000
25,000–75,000
- 1FairfieldCT38.7 · 65k
- 2WallingfordCT17.38 · 44k
- 3BristolCT8.26 · 62k
- 4West HavenCT7.81 · 55k
- 5SimsburyCT7.74 · 25k
- 6WestportCT7.49 · 28k
- 7NewingtonCT5.99 · 32k
- 8TrumbullCT5.06 · 38k
How this is scored
- High school state championship — 3 points
- Little League state title — 3 points
- Little League sectional title — 2 points
- Little League district title — 1 point
Only titles since 2000 count, each one's weight halves every 12 years, private-school titles count for 0.75 of a public one, and a regional school's championship is split between the towns it serves.
Full method, sources and what the rankings can't see →By county in Connecticut
Counties with enough towns on the board to rank. Smaller counties are folded into their state list rather than given a page of three rows.