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Local services · Winston-Salem, NC/Updated June 13, 2026

The Best Insurance Agents in Winston-Salem, NC

Finding the right insurance agent is crucial for securing your future. Here are the top choices in Winston-Salem.

Editorially independent10 companies evaluated
cover story
★ Editor's ChoiceJackson Phipps Insurance Agency, LLC.
96Score
Latest update · June 13, 2026: Initial ranking published. 10 Winston-Salem-metro insurance agencies businesses evaluated, top 10 ranked by Vetted Score.

Insurance is a vital part of financial security, and choosing the right agent can make all the difference in navigating policies and claims. In Winston-Salem, residents have access to a variety of agencies that cater to different needs, from auto to home insurance.

We evaluated ten local insurance agencies based on customer ratings, reviews, and overall service quality. Our goal was to identify the best options for residents, ensuring that no businesses paid for placement in our rankings.

10providers evaluated in Winston-Salem
4.81average rating across the field
1.8Kcustomer reviews analyzed

Cityvetted analysis of public Google review data, updated June 13, 2026.

How much does this service cost in Winston-Salem? See the price breakdown →

Our top picks

At a glance · three categories
Editor's Choice
96Score

Jackson Phipps Insurance Agency, LLC.

★★★★★5.0(253 reviews)

With a stellar rating of 5 and 253 reviews, Jackson Phipps Insurance Agency stands out for its personalized service and attention to detail.

Read full review
Best Value
95Score

Alliance Insurance Services

★★★★★4.9(464 reviews)

Alliance Insurance Services boasts a 4.9 rating from 464 reviews.

Read full review
Most Reviewed
94Score

Highstreet Insurance, formerly Peak Insurance Group, holds a rating of 4.9 based on 393 reviews.

Read full review

All 10, compared

Data as of June 13, 2026
BusinessVetted ScoreGoogle ratingReviewsBest for
1
96Score
5.0★★★★★
253Personalized insurance solutions
2
95Score
4.9★★★★★
464Affordable insurance options
3
94Score
4.9★★★★★
393Business insurance solutions
4
93Score
4.9★★★★★
293Home and auto insurance packages
5
92Score
5.0★★★★★
55Family-oriented insurance solutions
6
89Score
4.7★★★★★
131Auto and home insurance
7
88Score
4.8★★★★★
62Tailored insurance consultations
8
86Score
4.7★★★★★
61Claims assistance and personalized service
9
84Score
4.5★★★★★
59Basic auto insurance coverage
10
82Score
4.7★★★★★
17Personalized insurance assistance
Methodology

How we evaluated all 10 providers.

To determine our rankings, we analyzed a combination of factors including customer ratings, volume of reviews, and service offerings. We pride ourselves on transparency and integrity; no agency has paid for a higher ranking, and we refresh our data monthly to provide the most accurate assessments.

This month, we took a close look at ten agencies in Winston-Salem, scoring them on a scale from 0 to 100 based on their Vetted Score. The result is a curated list of the most reputable insurance agents in the area.

The Vetted Score: six weighted factors

Customer sentiment25%
Rating quality20%
Review volume & velocity20%
Website trust signals15%
Service breadth10%
Business longevity10%

Sentiment is measured by AI analysis of review text, recency-weighted, with verified-pattern checks to discount suspicious review bursts.

Full reviews

The rankings · in order
1
★ Editor's Choice

Jackson Phipps Insurance Agency, LLC.

★★★★★5.0(253 reviews)
96Score

With a stellar rating of 5 and 253 reviews, Jackson Phipps Insurance Agency stands out for its personalized service and attention to detail. Clients praise their knowledgeable agents who take the time to explain policies clearly. This agency excels in providing tailored insurance solutions for families and individuals. However, their focus on personal service might mean longer wait times during busy periods.

Pros

  • Exceptional customer service
  • Highly knowledgeable agents
  • Tailored insurance solutions

Cons

  • Longer wait times during peak hours
  • May not have the lowest rates
Best forPersonalized insurance solutions
Service areaWinston-Salem and surrounding areas
Typical pricing$800 to $1,500 annually for auto insurance
2
Best Value

Alliance Insurance Services

★★★★★4.9(464 reviews)
95Score

Alliance Insurance Services boasts a 4.9 rating from 464 reviews. Clients appreciate their competitive pricing and comprehensive coverage options. This agency is best known for its value-driven policies that cater to a range of needs, from auto to home insurance. The only downside is that their office hours may be limited, making it challenging for some clients to reach them.

Pros

  • Competitive pricing
  • Wide range of coverage options
  • Strong customer support

Cons

  • Limited office hours
  • Response times can vary
Best forAffordable insurance options
Service areaWinston-Salem and nearby regions
Typical pricing$800 to $2,500 annually for home insurance
3
Most Reviewed

Highstreet Insurance, Formerly Peak Insurance Group

★★★★★4.9(393 reviews)
94Score

Highstreet Insurance, formerly Peak Insurance Group, holds a rating of 4.9 based on 393 reviews. Customers commend their quick response times and knowledgeable staff. They are particularly well-regarded for their business insurance solutions. However, their focus on commercial clients may limit the options available for personal insurance seekers. A review base that deep is hard to game, and the score barely moves across it, which is the clearest consistency signal we track. Most of what reviewers hire it for is business insurance solutions. It serves Winston-Salem and surrounding areas, with $500 to $3,000 annually for business insurance pricing, and the honest trade-offs are limited personal insurance options and may not cater to all individual needs.

Pros

  • Fast response times
  • Expertise in business insurance
  • Friendly staff

Cons

  • Limited personal insurance options
  • May not cater to all individual needs
Best forBusiness insurance solutions
Service areaWinston-Salem and surrounding areas
Typical pricing$500 to $3,000 annually for business insurance
4

ALLCHOICE Insurance

★★★★★4.9(293 reviews)
93Score

ALLCHOICE Insurance has a strong rating of 4.9 from 293 reviews. Clients highlight their customer-centric approach and extensive policy offerings. They are best known for their home and auto insurance packages that provide excellent coverage at competitive rates. One drawback is that some clients have reported slower claim processing times, which could be a concern for those needing immediate assistance.

Pros

  • Customer-focused service
  • Diverse policy options
  • Competitive rates

Cons

  • Slower claim processing
  • Some agents may be less experienced
Best forHome and auto insurance packages
Service areaWinston-Salem and the surrounding areas
Typical pricing$800 to $2,500 annually for home insurance
5

Piedmont Triad Insurance

★★★★★5.0(55 reviews)
92Score

Piedmont Triad Insurance has earned a perfect 5 rating from 55 reviews, indicating high customer satisfaction. Reviewers appreciate their personalized service and thorough coverage explanations. They are particularly strong in offering tailored insurance solutions for families. However, with a smaller review base, their reputation is promising but unproven compared to larger agencies.

Pros

  • Highly personalized service
  • Clear explanations of coverage
  • Tailored solutions for families

Cons

  • Promising but unproven reputation
  • Limited offerings compared to larger agencies
Best forFamily-oriented insurance solutions
Service areaWinston-Salem and nearby areas
Typical pricing$800 to $1,500 annually for auto insurance
6

Wilson Insurance Services, Inc.

★★★★★4.7(131 reviews)
89Score

Wilson Insurance Services, Inc. holds a solid rating of 4.7 from 131 reviews. Customers commend their friendly agents and ability to find the right coverage for various needs. They are particularly known for their auto and home insurance offerings. However, some clients have mentioned that their rates may not be the most competitive in the area.

Pros

  • Friendly and helpful agents
  • Good coverage options
  • Personalized assistance

Cons

  • Rates may not be the lowest
  • Limited online resources
Best forAuto and home insurance
Service areaWinston-Salem and surrounding areas
Typical pricing$800 to $2,500 annually for home insurance
7
88Score

Cameron Insurance, part of the Epperson Insurance Group, has a rating of 4.8 based on 62 reviews. Clients appreciate their expertise and ability to provide tailored coverage options. They are known for their friendly service and thorough consultations. However, their limited review base may make some potential customers hesitant to choose them.

Pros

  • Expertise in insurance
  • Friendly consultations
  • Tailored coverage options

Cons

  • Limited review base
  • Less known in the community
Best forTailored insurance consultations
Service areaWinston-Salem and nearby areas
Typical pricing$800 to $1,500 annually for auto insurance
8

L&L Insurance Agency Winston Salem, NC

★★★★★4.7(61 reviews)
86Score

L&L Insurance Agency has a rating of 4.7 from 61 reviews. Clients praise their customer service and willingness to help with claims. This agency is best for those seeking assistance with navigating complex insurance issues. However, their smaller size may limit the range of policies they can offer compared to larger competitors.

Pros

  • Helpful in claims assistance
  • Great customer service
  • Personalized approach

Cons

  • Limited policy offerings
  • Smaller agency size
Best forClaims assistance and personalized service
Service areaWinston-Salem and surrounding areas
Typical pricing$800 to $2,500 annually for home insurance
9

Affordable Insurance Services, LLC

★★★★★4.5(59 reviews)
84Score

Affordable Insurance Services, LLC has a rating of 4.5 from 59 reviews. Customers appreciate their budget-friendly options and straightforward policies. They are particularly known for their auto insurance coverage. However, some clients have reported issues with customer service responsiveness, which could be a concern for those needing immediate support. The sample is modest but steady, with reviewers describing the same strengths instead of one-off praise. Most of what reviewers hire it for is basic auto insurance coverage. It serves Winston-Salem and surrounding areas, with $800 to $1,500 annually for auto insurance pricing, and the honest trade-offs are customer service responsiveness issues and limited premium options.

Pros

  • Budget-friendly policies
  • Straightforward coverage options
  • Good for basic needs

Cons

  • Customer service responsiveness issues
  • Limited premium options
Best forBasic auto insurance coverage
Service areaWinston-Salem and surrounding areas
Typical pricing$800 to $1,500 annually for auto insurance
10

Protective Agency

★★★★★4.7(17 reviews)
82Score

Protective Agency has a rating of 4.7 based on 17 reviews. Clients mention their friendly agents and willingness to help with various insurance needs. They are best for individuals looking for personal service. However, with a thin review base, their reliability is still somewhat unproven. The review base is still thin, so we read the rating as promising rather than proven and weighted it accordingly. Most of what reviewers hire it for is personalized insurance assistance. It serves Winston-Salem and surrounding areas, with $800 to $1,500 annually for auto insurance pricing, and the honest trade-offs are thin review base and limited options compared to larger agencies.

Pros

  • Friendly agents
  • Willingness to assist with needs
  • Good personal service

Cons

  • Thin review base
  • Limited options compared to larger agencies
Best forPersonalized insurance assistance
Service areaWinston-Salem and surrounding areas
Typical pricing$800 to $1,500 annually for auto insurance
Before you book

How to choose an insurance agent in Winston-Salem

Choosing an insurance agent requires careful consideration of several factors to ensure you receive the best service and coverage. Here are key points to keep in mind:

Understand your needs

Evaluate what type of insurance you need, auto, home, health, or business, to find an agent specializing in that area.

Check reviews and ratings

Look for agencies with high ratings and positive customer feedback to gauge their reliability and service quality.

Consider local expertise

Local agents understand the specific needs and regulations of Winston-Salem, which can make a significant difference in your coverage.

Ask about pricing and policies

Ensure you get clear information on pricing and the types of policies available, so you can make an informed decision.

What it costs

What insurance costs in Winston-Salem

Insurance costs can vary greatly based on coverage types and individual circumstances. Here’s a breakdown of typical pricing:

Auto InsuranceExpect to pay between $800 to $1,500 annually, depending on the vehicle and coverage level.
Home InsuranceHomeowners insurance typically ranges from $1,000 to $2,500 per year, influenced by the home's value and location.
Health InsuranceMonthly premiums can vary from $300 to $600, depending on the coverage and provider.
Business InsuranceCosts for business insurance can range from $500 to $3,000 annually, based on the business type and coverage needed.

Frequently asked questions

How much does insurance cost in Winston-Salem?

Insurance costs vary widely based on coverage types and individual circumstances, typically ranging from $800 to $2,500 annually.

What types of insurance are available?

Common types include auto, home, health, and business insurance, each with various coverage options.

How often is this ranking updated?

We re-run the full analysis monthly with fresh review data. Last updated June 13, 2026.

Our verdict

For most Winston-Salem residents: Jackson Phipps Insurance Agency

Our top picks for insurance agents in Winston-Salem include Jackson Phipps Insurance Agency, recognized for exceptional customer service, Alliance Insurance Services, offering great value, and Highstreet Insurance, known for their expertise in business insurance. Each agency brings unique strengths to the table, ensuring you can find the right fit for your insurance needs.