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Welcome to Squaw Peak Travel!

Squaw Peak travel is one of the longest standing travel agencies in Berkshire County.  Named after a part of Monument Mountain, we opened in Great Barrington in 1981.  Our office is now located at the Allendale Shopping Center, in Pittsfield, in the Lower Level.


Our team of travel professionals pay attention to every detail of your travel plans and we take pride in what we do.  We can provide you  with the peace of mind of knowing that we have personally visited and experienced many of the destinations that we offer.  Our goal is to address each trip like it were our own, no matter how big or small.   


Our first hand knowledge of destinations, our years of experience in the travel industry and our commitment to making your vacation one that you will always remember are many of the reasons that you can trust Squaw Peak Travel to be there every step of the way.


Whether you're booking a Destination wedding, a honeymoon, a family vacation or just a weekend to get away from the normal events of life, call one of our experienced travel consultants and let us make you a part of our Squaw Peak Travel family.

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Sunny Vacation Destinations

Hawaii Mexico Bermuda Polynesia

Artistic and Cultural Destinations

Peru Italy Argentina France

Destinations for the Adventurer

Alaska Nepal Wyoming Utah

Featured Specials

Exploring America's Great Parks With Las Vegas
16 nights starting at $4,379.00
from Globus
available 9/4/2018 - 9/18/2018
America's Magnificent National Parks end Rapid City (Summer 2018)
14 nights starting at $4,897.88
from Insight Vacations
available 5/19/2018 - 6/2/2018
Occidental Caribe Vacation Package
4 nights starting at $329.00
from GOGO Vacations
available 5/1/2018 - 10/31/2018
32 nights starting at $11,999.00
+ $645.00 taxes/fees
from Seabourn Cruise Line
available 12/4/2018 - 1/5/2019
BritRail Special: London, Liverpool, and Manchester
6 nights starting at $1,169.00
from Avanti Destinations
available 1/23/2018 - 12/31/2018