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🛡️

Best Insurance Agents in Cheshire, CT

The right coverage, from agents who know Milford.

Cheshire's rapid growth and strong family-oriented community make finding reliable insurance guidance essential for both residents and local businesses. The town's expanding neighborhoods around the green and popular recreation areas like Bartlem Park and Mixville draw families seeking comprehensive coverage solutions, and Cheshire's top insurance agents understand the unique needs of this dynamic central Connecticut market. Whether you're protecting a home, managing a small business, or planning for the future, these professionals combine local expertise with personalized service that reflects the town's commitment to quality and trust.

Showing 7 top insurance agents in Cheshire, CT

#1
Cheshire Insurance and Travels
★ Featured
★★★★★5(3 reviews)

Still under the radar but hard to ignore — Cheshire Insurance and Travels carries a 5-star rating from its first customers in Cheshire. Closed Saturday and Sunday. Give them a call to learn more.

📍1065 S Main St c, Cheshire, CT 06410, USA
🕐 Saturday: Closed
Monday: 9:00 AM – 5:00 PM
Tuesday: 9:00 AM – 5:00 PM
Wednesday: 9:00 AM – 5:00 PM
Thursday: 9:00 AM – 5:00 PM
Friday: 9:00 AM – 5:00 PM
Saturday: Closed
Sunday: Closed
#2
Medicare Services CT
★★★★★5(1 reviews)

Medicare Services CT is early-stage in Cheshire but already earning 5-star reviews — one to watch. Call ahead to confirm availability.

📍1120 S Main St, Cheshire, CT 06410, USA
🕐 Saturday: 9:00 AM – 7:00 PM
Monday: 9:00 AM – 7:00 PM
Tuesday: 9:00 AM – 7:00 PM
Wednesday: 9:00 AM – 7:00 PM
Thursday: 9:00 AM – 7:00 PM
Friday: 9:00 AM – 7:00 PM
Saturday: 9:00 AM – 7:00 PM
Sunday: 9:00 AM – 7:00 PM
Visit Website ↗
#3
Derek Gromko - State Farm Insurance Agent
★★★★★4.9(397 reviews)

At 4.9 stars from 397 customers, Derek Gromko - State Farm Insurance Agent stands out as one of Cheshire's most trusted insurance agents. Closed Saturday and Sunday. Visit their site for pricing and appointments.

📍366 S Main St, Cheshire, CT 06410, USA
🕐 Saturday: Closed
Monday: 9:00 AM – 5:00 PM
Tuesday: 9:00 AM – 5:00 PM
Wednesday: 9:00 AM – 5:00 PM
Thursday: 9:00 AM – 5:00 PM
Friday: 9:00 AM – 5:00 PM
Saturday: Closed
Sunday: Closed
Visit Website ↗
#4
Relation Insurance Services
★★★★★4.9(373 reviews)

Relation Insurance Services has collected 373 reviews in Cheshire and held a 4.9-star average throughout. Closed Saturday and Sunday. Check their website for hours and booking.

📍55 Realty Dr # 305, Cheshire, CT 06410, USA
🕐 Saturday: Closed
Monday: 9:00 AM – 5:00 PM
Tuesday: 9:00 AM – 5:00 PM
Wednesday: 9:00 AM – 5:00 PM
Thursday: 9:00 AM – 5:00 PM
Friday: 9:00 AM – 5:00 PM
Saturday: Closed
Sunday: Closed
Visit Website ↗
#5
Arisco Insurance Group
★★★★★4.9(48 reviews)

Still under the radar but hard to ignore — Arisco Insurance Group carries a 4.9-star rating from its first customers in Cheshire. Closed Saturday and Sunday. Call ahead to confirm availability.

📍55 Elm St Suite 2, Cheshire, CT 06410, USA
🕐 Saturday: Closed
Monday: 9:00 AM – 5:00 PM
Tuesday: 9:00 AM – 5:00 PM
Wednesday: 9:00 AM – 5:00 PM
Thursday: 9:00 AM – 5:00 PM
Friday: 9:00 AM – 5:00 PM
Saturday: Closed
Sunday: Closed
Visit Website ↗
#6
HUB International
★★★★★4.6(58 reviews)

Rated 4.6 stars by 58 customers in Cheshire, HUB International is worth a closer look. Closed Saturday and Sunday. Visit their site for pricing and appointments.

📍1520 Highland Ave, Cheshire, CT 06410, USA
🕐 Saturday: Closed
Monday: 8:30 AM – 4:30 PM
Tuesday: 8:30 AM – 4:30 PM
Wednesday: 8:30 AM – 4:30 PM
Thursday: 8:30 AM – 4:30 PM
Friday: 8:30 AM – 4:30 PM
Saturday: Closed
Sunday: Closed
Visit Website ↗
#7
The Newton Agency, LLC: Allstate Insurance
★★★★★4.5(39 reviews)

Rated 4.5 stars by 39 customers in Cheshire, The Newton Agency, LLC: Allstate Insurance is worth a closer look. Closed Saturday and Sunday. Check their website for hours and booking.

📍629 S Main St, Cheshire, CT 06410, USA
🕐 Saturday: Closed
Monday: 8:30 AM – 5:00 PM
Tuesday: 8:30 AM – 5:00 PM
Wednesday: 8:30 AM – 5:00 PM
Thursday: 8:30 AM – 5:00 PM
Friday: 8:30 AM – 5:00 PM
Saturday: Closed
Sunday: Closed
Visit Website ↗

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