©

Monterey trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Monterey

Trip Planner USA  /  Massachusetts  /  Berkshires  /  Monterey
(90+ reviews from 2 attractions)
Museums Nature
Monterey is a town in Berkshire County, Massachusetts, United States. It is part of the Pittsfield, Massachusetts Metropolitan Statistical Area. The population was 961 at the 2010 census.HistoryPrior to official settlement, the area of Monterey was inhabited by Mahicans, the local Native American tribe. Monterey was first settled by colonists in 1739 as a part of Housatonic Township Number One. The township had two villages, along Hop Brook to the north (modern Tyringham) and Konkapot River in the south (modern Monterey). The town was officially incorporated as Tyringham in 1767. In the earliest days of 1776, General Henry Knox passed through the town, bringing cannons from Fort Ticonderoga in New York to aid in ending the Siege of Boston. Today, the path he took is known as the Henry Knox Trail. However, the long divide between the two towns led to their separation in 1847. Previously called Green Woods or South Tyringham, the local people voted to name the new town Monterey to commemorate the Battle of Monterey that took place a year earlier in the Mexican–American War. Palo Alto and Buena Vista were also considered, but thought to be "too foreign sounding". The town was mostly known for its sawmills, but today it is a rural community, known more for its recreational areas in the state forests and along Lake Garfield.
In the build up to your vacation in Monterey, plan trip itinerary minutiae using the visitor reviews, staff write-ups, and custom search fields on our United States vacation trip planner.
Source
Create a full itinerary — for free!

Plan your trip to Monterey

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Monterey

Browse hundreds of hotels and read guest reviews on the world's leading online travel agency website.
CHECK IN - CHECK OUT
Millions of travel reviews
on TripAdvisor

Extend your holiday

Visit top cities near Monterey:
Museums, nightlife, parks
Visit for: 4 daysStart a plan »
Museums, parks, historic sites
Visit for: 3 daysStart a plan »
Nightlife, historic sites, wildlife areas
Visit for: 3 daysStart a plan »
Museums, nightlife, historic sites
Visit for: 2 daysStart a plan »
Sightseeing, museums
Visit for: 1 dayStart a plan »

Recently planned trips to Berkshires

2 days in Massachusetts BY A USER FROM UNITED STATES July, romantic, hidden gems PREFERENCES: July, romantic ATTRACTION STYLE: Hidden gems PACE: Medium 17 days in Berkshires BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 8 days in Boston & Pittsfield BY A USER FROM UNITED KINGDOM August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 3 days in Stockbridge BY A USER FROM UNITED STATES August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 6 days in Massachusetts BY A USER FROM UNITED STATES June, relaxing, romantic, slow & easy, hidden gems PREFERENCES: June, relaxing, romantic ATTRACTION STYLE: Hidden gems PACE: Slow & easy 3 days in Stockbridge BY A USER FROM UNITED STATES August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 8 days in New England BY A USER FROM UNITED STATES September, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: September, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in New England BY A USER FROM UNITED STATES October, culture, relaxing, popular & hidden gems PREFERENCES: October, culture, relaxing ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in United States BY A USER FROM UNITED KINGDOM August, culture, outdoors, historic sites, popular PREFERENCES: August, culture, outdoors, historic sites ATTRACTION STYLE: Popular PACE: Medium 16 days in United States BY A USER FROM UNITED KINGDOM August, culture, outdoors, historic sites, popular PREFERENCES: August, culture, outdoors, historic sites ATTRACTION STYLE: Popular PACE: Medium 16 days in United States BY A USER FROM UNITED KINGDOM August, culture, outdoors, historic sites, popular PREFERENCES: August, culture, outdoors, historic sites ATTRACTION STYLE: Popular PACE: Medium 17 days in United States BY A USER FROM UNITED KINGDOM August, culture, outdoors, historic sites, popular PREFERENCES: August, culture, outdoors, historic sites ATTRACTION STYLE: Popular PACE: Medium
View more plans