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Find Travel Insurance Agents in Pittsfield, MA

Directory of travel insurance agents in Pittsfield, Massachusetts. Verify credentials with the state department of insurance before hiring.

18 agents listed
Updated May 2026
Pittsfield, MA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Massachusetts before hiring.
Showing 18 travel insurance agents in Pittsfield, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
AAA Pittsfield
660 Merrill Rd, Pittsfield, MA 01201
(413) 445-5635 branches.northeast.aaa.com
Pearson Wallace Insurance, LLC
222 South St, Pittsfield, MA 01201
(413) 464-9390 pearsonwallace.com
Greylock Insurance Agency
5 Cheshire Rd Suite 26, Pittsfield, MA 01201
(413) 443-5943 greylockinsurance.com
MountainOne Insurance
111 Silver Lake Blvd, Pittsfield, MA 01201
(413) 442-9241 mountainone.com
Shire City Insurance
446 South St #1, Pittsfield, MA 01201
(413) 443-9359
Wheeler & Taylor Insurance
402 East St, Pittsfield, MA 01201
(413) 448-8224 wheelertaylor.com
Berkshire Insurance Group
43 East St, Pittsfield, MA 01201
(866) 636-0244 berkshirebank.com
Berkshire Travel Group
1450 East St #6n, Pittsfield, MA 01201
(413) 443-9188
Greylock Insurance Agency
150 West St, Pittsfield, MA 01201
(413) 236-4840 greylockinsurance.com
MountainOne Insurance
101 South St, Pittsfield, MA 01201
(413) 445-5648 mountainone.com
Berkshire Fairfield Insurance Agency, LLC
128 South St, Pittsfield, MA 01201
(413) 443-0077 berkshirefairfieldinsurance.com
Taillefer Insurance
446 South St, Pittsfield, MA 01201
(413) 445-5616
Scarafoni Financial Group LLC
128 South St, Pittsfield, MA 01201
(413) 443-5300 scarafonifinancial.com
Mclaughlin John
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 johnfmclaughliniii.nm.com
Northwestern Mutual
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 northwesternmutual.com
Health New England-Berkshire
75 S Church St, Pittsfield, MA 01201
(413) 499-8887
R&S traveler's
43 Adam St, Pittsfield, MA 01201
(413) 281-8137 rstravelers.inteletravel.com
Anywhere Anyway Travel
First St, Pittsfield, MA 01201
(413) 553-7710 evotravelagent.com

Travel insurance agents in Pittsfield Massachusetts help residents and visitors find coverage for domestic and international trips. Massachusetts state law requires agents to hold a valid insurance producer license. Agents can explain policy terms and help you compare plans from multiple carriers.

What Does a Travel Insurance Agent in Pittsfield Cost?

Typical travel insurance costs in Massachusetts range from 4 percent to 10 percent of your total trip cost. For a 1000 dollar trip you might pay 40 to 100 dollars for a standard policy. Premiums vary based on your age trip length destination and coverage limits. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a travel insurance agent in Pittsfield do?
A travel insurance agent helps you review and purchase travel insurance policies. They explain coverage options like trip cancellation medical evacuation and baggage loss. Agents in Pittsfield can also help you file claims with the insurance company.
Do I need travel insurance for a trip from Pittsfield?
Travel insurance is not required by Massachusetts law but is recommended for many trips. It can cover unexpected medical costs trip cancellations and lost luggage. Some tour operators and cruise lines may require you to have a policy.
How do I choose a travel insurance agent in Pittsfield?
Look for a licensed agent who specializes in travel insurance. Ask about their experience with different policy types and insurers. You can verify an agents license through the Massachusetts Division of Insurance website.