Top 100 Biggest Cities in Connecticut

Can you guess the top 100 biggest cities in Connecticut?

Includes all municipalities!

According to the 2020 Census

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Last updated: October 18, 2025

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First submitted	June 16, 2019
Times taken	1,010
Average score	39.0%
Rating	3.83
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#	City	Population
1	Bridgeport	148,654
2	Stamford	135,470
3	New Haven	134,023
4	Hartford	121,054
5	Waterbury	114,403
6	Norwalk	91,184
7	Danbury	86,518
8	New Britain	74,135
9	West Hartford	64,083
10	Greenwich	63,518
11	Fairfield	61,512
12	Hamden	61,159
13	Meriden	60,850
14	Bristol	60,833
15	Manchester	59,713
16	West Haven	55,584
17	Stratford	52,355
18	Milford	52,044
19	East Hartford	51,045
20	Middletown	47,717
21	Wallingford	44,396
22	Southington	43,501
23	Enfield	42,141
24	Shelton	40,869
25	Norwich	40,125
26	Groton	38,411
27	Trumbull	36,827
28	Torrington	35,515
29	Glastonbury	35,159
30	Naugatuck	31,519
31	Newington	30,536
32	Vernon	30,215
33	Windsor	29,492
34	Cheshire	28,733

#	City	Population
35	Branford	28,273
36	New Milford	28,115
37	East Haven	27,793
38	New London	27,367
39	Wethersfield	27,298
40	Newtown	27,173
41	Westport	27,141
42	South Windsor	26,918
43	Farmington	26,712
44	Mansfield	25,892
45	Ridgefield	25,033
46	Simsbury	24,517
47	Windham	24,425
48	North Haven	24,253
49	Watertown	22,105
50	Guilford	22,073
51	Bloomfield	21,535
52	Darien	21,499
53	Rocky Hill	20,845
54	New Canaan	20,622
55	Bethel	20,358
56	Berlin	20,175
57	Southbury	19,879
58	Waterford	19,571
59	Avon	18,932
60	Ansonia	18,918
61	Monroe	18,825
62	East Lyme	18,693
63	Wilton	18,503
64	Montville	18,387
65	Stonington	18,335
66	Killingly	17,752
67	Madison	17,691

#	City	Population
68	Brookfield	17,528
69	Plainville	17,525
70	Seymour	16,748
71	Ellington	16,426
72	Wolcott	16,142
73	Suffield	15,752
74	Colchester	15,555
75	Ledyard	15,413
76	Plainfield	14,973
77	Tolland	14,563
78	Orange	13,956
79	Cromwell	14,225
80	New Fairfield	13,579
81	North Branford	13,544
82	Clinton	13,185
83	East Hampton	12,717
84	Oxford	12,706
85	Windsor Locks	12,613
86	Derby	12,325
87	Plymouth	11,671
88	Stafford	11,472
89	Griswold	11,402
90	East Windsor	11,190
91	Granby	10,903
92	Old Saybrook	10,481
93	Weston	10,354
94	Somers	10,255
95	Winchester	10,224
96	Canton	10,124
97	Woodbury	9,723
98	Burlington	9,519
99	Prospect	9,401
100	Portland	9,384

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5 Comments

Level 72

Mar 15, 2021

Amazing that they have that many places with a population over 9,500 for such a small state. Not very far between them. Compare this to Wyoming or even North Dakota. Many states have counties bigger than Connecticut.

Level 42

Dec 16, 2021

CT might be small but it's #4 in population density right behind NJ, RI, and MA

Level 39

Jan 17, 2022

Where is Manchester?

Level 55

Sep 25, 2025

Manchester is a town, not a city.

Level 55

Sep 25, 2025

#17 and #22-30 are boroughs, not cities.

Boroughs are incorporated areas within towns and cities, and are administered by the local town/city government.

Interestingly, the Borough of Naugatuck is coterminous with the Town of Naugatuck, though they are technically two separate entities in law.

In addition, the City of Groton is a dependent municipality within the Town of Groton, unlike cities like New Haven and Hartford.

Similar to Groton, there also exists the City of Winsted, which is within the Town of Winchester. While it is a city under Connecticut law, it is not recognized as such by the Census Bureau, and thus did not make it on this list.