Allstate Insurance Agency
William Flagg Agency, LLC, Westbrook, ME

630 Main St,

Ste 100

Westbrook, ME 04092

Call

(207) 856-0000to quote by phone

Call

(207) 856-0000to quote by phone

Call

(207) 856-0000to quote by phone

Call

(207) 856-0000to quote by phone

Select a product to get a quote

Auto insurance

Home insurance

Renters insurance

Motorcycle insurance

ATV insurance

Location Details

Office Hours

Day of the Week	Hours
Mon	9:00 AM - 5:30 PM
Tue	9:00 AM - 5:30 PM
Wed	9:00 AM - 5:30 PM
Thu	9:00 AM - 5:30 PM
Fri	9:00 AM - 5:00 PM
Sat	Available by appointment
Sun	Available by appointment

After-hours appointments available.

Available 24/7 at

(207) 856-0000

630 Main St,
Ste 100
Westbrook, ME 04092
US

Landmarks

Our agency is located in the heart of Main St, Westbrook across the street from Riverbank Park with parking available on Main St or behind our building in the guest parking spots.

Areas Served

Maine, Westbrook, Portland, Windham, New Hampshire

Additional Contact

Fax: (877) 307-6059

Languages

English

Social

William Flagg Agency, LLC: Allstate Insurance

Local Allstate Agency: Meet William Flagg Agency, LLC

I’ve had the pleasure of meeting many local families as an Allstate agent in Westbrook, Maine. I enjoy being a part of the community, and building local relationships is one of the best parts of my job. I look forward to getting to know you and helping you to find the solutions that meet your needs. I’m committed to helping Westbrook and Greater Portland residents assess their immediate and long-term needs and choose options that will help them achieve their goals. When you want to explore options to help protect your home, personal property, or financial future, I’m available to answer your questions. If you’re already a customer, I’m ready to review your coverage so that you can make any necessary adjustments to fit your changing needs. Call, email, or visit my agency in Westbrook today!

Products we offer:

Car Insurance Agent in Westbrook
Car Insurance Agent in Westbrook
Helps protect you and your vehicle if you’re involved in a car accident. At a minimum, you’ll likely need bodily injury liability and property damage liability to meet state auto insurance coverage requirements and help protect your finances if you cause an accident that injures another driver or damages their property. We also offer uninsured motorist coverage to help with your expenses if you’re hit by a driver without insurance. If you’re looking for coverage to help protect your vehicle, you might want to consider collision coverage and comprehensive coverage, which help pay repair costs if your car is damaged in a covered loss. And, optional coverages, like new car replacement coverage or loan/lease gap coverage help protect your investment in a brand-new car. I can help you choose a combination of coverages that fulfill state requirements and meet your needs. Give me a call to get a car insurance quote today!
get a quote
Home Insurance Agent in Westbrook
Home Insurance Agent in Westbrook
Helps provide protection for your house (dwelling) and your family’s liability as well as the things you own in and around your home such as “other structures” (detached garage, fence, etc.), your personal property (furniture, clothing, etc.) against covered perils such as fire, theft, wind/hail and more. Call me today for a homeowners insurance quote and I’ll help you get the protection your home needs and the savings you deserve with our money-saving discounts.
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Condo Insurance Agent in Westbrook
Condo Insurance Agent in Westbrook
Helps protect the portion of your condo, co-op or townhome for which you are responsible for (inside structure, permanent fixtures, cabinets, etc.) with dependable coverage. Condo policies are HO-6 compliant, and cover family liability and personal belongings against covered perils such as fire, theft, vandalism and more. Contact me today for a quote!
Renters Insurance Agent in Westbrook
Renters Insurance Agent in Westbrook
Helps protect your personal belongings inside or outside your apartment from accidents such as, fire, theft, vandalism, and cover family liability. Give me call today to review what type of coverage makes sense for where you live and what you own.
get a quote
Motorcycle Insurance Agent in Westbrook
Motorcycle Insurance Agent in Westbrook
Our motorcycle policies include the basic coverage you may need, like liability coverage, which includes passenger liability coverage and uninsured motorist coverage. You can further customize your motorcycle policy with collision coverage and comprehensive coverage to help protect your bike. And, if you have a customized ride, you can help protect your aftermarket gear with optional equipment coverage. Contact me to learn about motorcycle insurance discounts and to get started with a quote for a policy that fits your needs.
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Business Insurance Agent in Westbrook
Business Insurance Agent in Westbrook
Allstate Business Insurance protects your business in ways other insurance might not. A business owners policy (BOP) usually includes three common types of coverage to help protect you and your small business: property coverage, general liability coverage and business interruption coverage. In addition to these basic coverages, the Allstate Business Owners Policy can be customized with additional protection to help cover more aspects of your business. I can help you tailor a policy to fit your small business’s needs. As a small business owner myself, I understand how important it is to protect what you’ve worked so hard to build. Call me for a free review of your current business policy and to learn more about insurance solutions to help protect you, your business and your employees.
Life Insurance Agent in Westbrook
Life Insurance Agent in Westbrook
Protect the life you want, for those that matter most. A life insurance policy can help provide financial security for your loved ones by covering expenses like the mortgage, college tuition, and other everyday living costs. Call me today to learn about the different types of coverage Allstate offers.
ATV Insurance Agent in Westbrook
ATV Insurance Agent in Westbrook
Help protect yourself and your all-terrain vehicle against the unexpected. We offer bodily injury liability coverage and property damage liability coverage on your ATV insurance policy. If you injure someone else or damage their property while driving your ATV, liability coverage helps pay the other person’s medical or repair bills. If your ATV is damaged in a crash, collision coverage may help. Collision coverage for your ATV helps pay for repairs if you hit another object, such as a fence or a tree. Finally, you may want to consider comprehensive coverage for your ATV in case it’s stolen, vandalized or damaged by hail or fire. Give me a call to get a quote on an ATV insurance policy today!
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Boat Insurance Agent in Westbrook
Boat Insurance Agent in Westbrook
Helps cover your boat on and off the water. Watercraft liability coverage helps pay for another person’s expenses if you injure them or damage their property with your boat. If you’re injured in a boating accident, watercraft medical payments coverage helps pay for your medical bills. Need to repair damage to your boat after an accident? Property coverage for your boat helps cover a crash with another boat or object (like a pier or buoy). It also helps cover theft, vandalism or fire. Help protect your boat against these covered perils during the on- and off-season. We also offer additional coverage for things like your boat trailer, fishing equipment and even towing or fuel delivery when you’re stranded. Need a boat insurance quote? Give me a call today!

15+

Years in the
Community

Your Local Allstate Team

William Flagg

Agency Owner

William was born and raised in Portland, ME and attended Deering High School before attending Methodist University and graduating with a B.A. of Economics from the University of Rhode Island in 2007. William was a Licensed Sales Professional with Giraulo & Associates, LLC prior to purchasing the agency in 2021, and with years of experience in financial services, Property & Casualty insurance and Life insurance, he's well versed in then needs our community. William is an avid golfer, Boston sports fan and loves to travel. He resides in Windham with his wife Jaime, daughter, and house full of animals, including the office mascot Oakley.

Thomas Harvey

Licensed Sales Producer

Thomas joined the Allstate team in 2021. Thomas is an Army veteran, having served from 2003 to 2009. He enjoys helping customers understand their coverages, and takes great pride in sharing his knowledge with different options. Thomas has lived in Westbrook for over a decade with his 2 children. Outside of work, Thomas enjoys running and racing, including the Boston Marathon.

David Chaffee

Personal Financial Representative

As a Personal Financial Representative in Westbrook, Maine, I know many local families. My knowledge and understanding of the people in this community help me provide customers with an outstanding level of service. I look forward to helping families like yours protect the things that are important –I can also help you prepare a strategy to achieve your financial goals.

I’m proud to say I represent a financially sound and stable company like Allstate. They’ve been helping to protect families and their assets since 1931. Today, you can find products that can help you with your financial goals.

I take on a proactive working style with customers. I can help identify opportunities in your life insurance and financial needs and assist you with helpful ideas and information along the way. Personally, I offer customers the same as what I’d expect from Allstate – professional service and solutions that can meet your financial needs.

Oakley

Office Mascot

Allstate Insurance Agent Reviews

barbara walbridge

May. 24, 2026

I feel that the agency has been very kind and knowledgeable about my insurance

benjamin walker

May. 9, 2026

hugh williams

Apr. 28, 2026

dennis rinaldi

Apr. 26, 2026

betty retus

Apr. 25, 2026

ann letourneau

Apr. 21, 2026

elizabeth trice

Apr. 13, 2026

rod niemeyer

Apr. 5, 2026

Seems to be very difficult to speak to a real person in your office. I keep getting directed a central office somewhere

Seems to be very difficult to speak to a real person in your office. I keep getting directed a central office somewhere but can't seem to connect with Westbrook Maine.

mahad abdi

Mar. 22, 2026

I love it always nice to me every time I go there or be on the phone with them

christine olsen

Mar. 10, 2026

Your customer service is outstanding I never remember her name, but the woman who works out front is always great and

Your customer service is outstanding I never remember her name, but the woman who works out front is always great and helpful when needed.

robert cartwright

Feb. 23, 2026

cynthia zelinka

Feb. 19, 2026

They were friendly and helpful.

roger verge

Feb. 17, 2026

joseph hogan

Jan. 31, 2026

They are very good to work with they let you know what is going on and how they can help

peter graham

Jan. 23, 2026

Very responsive agency and staff. Thank you.

vickie davis

Jan. 19, 2026

Like anything else the price increases almost every month. Even with our older vehicles.

gary landry

Jan. 18, 2026

bruce patten

Jan. 18, 2026

richard meade

Jan. 4, 2026

Agent responded promptly, explained options and requirements clearly. He made it easy and painless.

david giles

Jan. 1, 2026

Allstate Online Review Policy

Your Local Allstate Team

William Flagg

Agency Owner

Thomas Harvey

Licensed Sales Producer

David Chaffee

Personal Financial Representative

Oakley

Office Mascot

Frequently asked questions

What are your agency hours?

Monday: 9:00 AM - 5:30 PM
Tuesday: 9:00 AM - 5:30 PM
Wednesday: 9:00 AM - 5:30 PM
Thursday: 9:00 AM - 5:30 PM
Friday: 9:00 AM - 5:00 PM
Saturday:
Sunday:

Are you open on weekends?

Saturday:
Sunday:

Can I text your agency with questions?

Yes, we have text messaging services.

What languages do you speak?

We have staff members available who speak the following languages: English

Do you have more than one location?

No, this is our only location.

William Flagg Agency, LLC is insurance licensed in the state(s) of Maine, Massachusetts, and New Hampshire. If you do not reside in the state(s) of Maine, Massachusetts, or New Hampshire, please go to the Find an Agent section on allstate.com to search for another Allstate Agent or Personal Financial Representative.

Based on coverages selected. Subject to terms, conditions, availability & qualifications.

This material is intended for educational purposes only. Auto and homeowners insurance, and other property and casualty insurance products, are available from Allstate Insurance Company, Allstate Indemnity Company, Allstate Property and Casualty Insurance Company, Allstate North American Insurance Co. and Allstate Fire and Casualty Insurance Company (Home Offices: Northbrook, IL); Allstate New Jersey Insurance Company and Allstate New Jersey Property and Casualty Insurance Company (Home Offices: Bridgewater, NJ); and Allstate County Mutual Insurance Company and Allstate Texas Lloyd's (Home Offices: Irving, TX). This life insurance information is provided for general consumer educational purposes and is not intended to provide legal, tax or investment advice. Life insurance also offered and issued by third party companies not affiliated with Allstate. Each company is solely responsible for the financial obligations accruing under the products it issues. Product guarantees are backed by the financial strength and claims-paying ability of the issuing company.

you're in good hands^®