A shortwave trough moved eastward from the Great Lakes into Northern New England, eroding a mid level cap associated with a subtropical ridge over Southern New England.  This allowed widespread showers and thunderstorms to develop over the area resulting in numerous reports of wind damage throughout southern New England and the adjacent marine zones.
Despite the amount of damage the storms caused, they did bring some relief from a few days of record high temperatures across New England.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 21:26:00 to 10-JUN-08 21:30:00 (EST-5)
Location: GRANVILLE
Magnitude: 50.00 EG
Property damage: 23.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Multiple trees and power lines were downed by thunderstorm winds in Granville, Westfield, and Southwick.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 21:30:00 to 10-JUN-08 21:30:00 (EST-5)
Location: HOLYOKE
Magnitude: 50.00 EG
Property damage: 20.00K
Crop damage: 0.00K
Reported by: Amateur Radio

A roof was blown off a structure on Cabot Street.  Multiple trees were snapped in two on Pheasant Drive.

Thunderstorm Wind in MIDDLESEX, MASSACHUSETTS
From 10-JUN-08 23:31:00 to 10-JUN-08 23:31:00 (EST-5)
Location: OAK GROVE
Magnitude: 50.00 EG
Property damage: 5.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees were downed by thunderstorm winds.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 21:28:00 to 10-JUN-08 21:28:00 (EST-5)
Location: MONTGOMERY
Magnitude: 72.00 MG
Property damage: 15.00K
Crop damage: 0.00K
Reported by: Amateur Radio

An amateur radio operator recorded an 83 mph wind gust on his home weather station.  Some three foot diameter maple trees were snapped in two by these winds.  Another tree was downed by the thunderstorm winds with its roots displacing a shed as it fell.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 22:09:00 to 10-JUN-08 22:10:00 (EST-5)
Location: PALMER
Magnitude: 50.00 EG
Property damage: 10.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees were downed by thunderstorm winds in at least four locations; including on Lathrop, Mill, and Central Streets.

Thunderstorm Wind in MIDDLESEX, MASSACHUSETTS
From 10-JUN-08 23:10:00 to 10-JUN-08 23:16:00 (EST-5)
Location: SOUTH WILMINGTON
Magnitude: 50.00 EG
Property damage: 13.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees on West Street in South Wilmington and wires in Stoneham were downed by thunderstorm winds.

Thunderstorm Wind in ESSEX, MASSACHUSETTS
From 10-JUN-08 23:12:00 to 10-JUN-08 23:15:00 (EST-5)
Location: SALEM CGAS
Magnitude: 50.00 EG
Property damage: 15.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Several large trees in Salem and Beverly were downed by thunderstorm winds.  A few of the trees in Salem fell onto wires.

Thunderstorm Wind in ESSEX, MASSACHUSETTS
From 10-JUN-08 23:15:00 to 10-JUN-08 23:15:00 (EST-5)
Location: METHUEN
Magnitude: 50.00 EG
Property damage: 5.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Wires on Liberty Street were downed by thunderstorm winds.

Lightning in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 22:10:00 to 10-JUN-08 22:10:00 (EST-5)
Location: MONSON
Property damage: 5.00K
Crop damage: 0.00K
Reported by: Amateur Radio

A house was struck by lightning.

Thunderstorm Wind in WORCESTER, MASSACHUSETTS
From 10-JUN-08 22:20:00 to 10-JUN-08 22:20:00 (EST-5)
Location: WARREN
Magnitude: 50.00 EG
Property damage: 5.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees were downed by thunderstorm winds.

Thunderstorm Wind in WORCESTER, MASSACHUSETTS
From 10-JUN-08 22:37:00 to 10-JUN-08 22:43:00 (EST-5)
Location: WHALOM
Magnitude: 50.00 EG
Property damage: 35.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees and wires on Main and Day Streets were downed by thunderstorm winds.  This resulted in a power loss to much of the west side of Leominster.  In addition, numerous trees were downed throughout Fitchburg, including on Bemis, Kimball, Rollingstone, Charles, and Main Streets.

Thunderstorm Wind in WORCESTER, MASSACHUSETTS
From 10-JUN-08 22:27:00 to 10-JUN-08 22:32:00 (EST-5)
Location: WORCESTER
Magnitude: 59.00 MG
Property damage: 75.00K
Crop damage: 0.00K
Reported by: ASOS

The Automated Surface Observing System at Worcester Regional Airport (KORH) recorded a wind gust of 68 mph.  Damage around Worcester was substantial.  St. John's Cemetary was closed after 30 to 40 trees two and a half to three feet in diameter were downed by thunderstorm winds.  In the midst of this there were also a number of gravestones that were knocked over or damaged in some other way.  Other trees in the cemetary had their tops sheared off or were completely stripped of leaves.  Numerous trees were downed across the city of Worcester.  A garage door was blown out of a building on Pleasant Street and wind blown debris shattered several of the windows of a Sovereign Bank Branch.  Four inch diameter branches were downed by these winds at the Worcester Polytechnic Institute.  In addition, trees were downed in Leicester.  Much of the damage information included here was taken from local newspaper articles.  The newspaper didn't identify a specific time when the damage occurred; however, it is assumed from radar observations and ASOS observations that the bulk of the damage occurred around the time of this 68 mph wind gust.

Thunderstorm Wind in WORCESTER, MASSACHUSETTS
From 10-JUN-08 22:38:00 to 10-JUN-08 22:45:00 (EST-5)
Location: WORCESTER
Magnitude: 50.00 EG
Property damage: 25.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Numerous trees and tree limbs were downed throughout Worcester, including on Salisbury Street.  In addition, two utility poles on Route 122 were downed by thunderstorm winds.

Thunderstorm Wind in MIDDLESEX, MASSACHUSETTS
From 10-JUN-08 22:59:00 to 10-JUN-08 22:59:00 (EST-5)
Location: MARLBOROUGH
Magnitude: 50.00 EG
Property damage: 20.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Several utility poles were downed by thunderstorm winds, blocking Route 20.

Thunderstorm Wind in ESSEX, MASSACHUSETTS
From 10-JUN-08 23:18:00 to 10-JUN-08 23:25:00 (EST-5)
Location: PEABODY
Magnitude: 50.00 EG
Property damage: 10.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees on Ellsworth Road and Summit Street were downed by thunderstorm winds.  One landed on a car.

Thunderstorm Wind in ESSEX, MASSACHUSETTS
From 10-JUN-08 23:27:00 to 10-JUN-08 23:31:00 (EST-5)
Location: SWAMPSCOTT
Magnitude: 50.00 EG
Property damage: 4.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Large branches on Salem Street in Swampscott and wires on West Street in Marblehead were downed by thunderstorm winds.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 21:30:00 to 10-JUN-08 21:40:00 (EST-5)
Location: WESTFIELD
Magnitude: 56.00 MG
Property damage: 13.00K
Crop damage: 0.00K
Reported by: Amateur Radio

An amateur radio operator measured a 64 mph wind gust on their home weather station.  A few miles away from this measuring station, trees and wires were downed across Westfield.  This includes, a tree that was downed onto a car, blocking the road.

Thunderstorm Wind in HAMPSHIRE, MASSACHUSETTS
From 10-JUN-08 21:30:00 to 10-JUN-08 21:30:00 (EST-5)
Location: BAY STATE
Magnitude: 50.00 EG
Property damage: 3.00K
Crop damage: 0.00K
Reported by: Amateur Radio

A tree was blown by thunderstorm winds onto a house on Westhampton Road.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 21:46:00 to 10-JUN-08 21:48:00 (EST-5)
Location: WESTFIELD
Magnitude: 50.00 EG
Property damage: 20.00K
Crop damage: 0.00K
Reported by: Amateur Radio

One tree was downed by thunderstorm winds landing on two cars in Westfield.  Another tree was downed onto a car in West Springfield.

Thunderstorm Wind in FRANKLIN, MASSACHUSETTS
From 10-JUN-08 22:02:00 to 10-JUN-08 22:02:00 (EST-5)
Location: SHUTESBURY
Magnitude: 50.00 EG
Property damage: 10.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees were downed by thunderstorm winds in Leverett and Shutesbury.

Thunderstorm Wind in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 21:08:00 to 10-JUN-08 21:08:00 (EST-5)
Location: BLANDFORD
Magnitude: 50.00 EG
Property damage: 5.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Four to five inch diameter tree limbs were downed by thunderstorm winds in multiple locations across Blandford.

Thunderstorm Wind in HAMPSHIRE, MASSACHUSETTS
From 10-JUN-08 21:15:00 to 10-JUN-08 21:21:00 (EST-5)
Location: GOSHEN
Magnitude: 50.00 EG
Property damage: 13.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Trees and wires were downed by thunderstorm winds.

Hail in HAMPDEN, MASSACHUSETTS
From 10-JUN-08 22:09:00 to 10-JUN-08 22:09:00 (EST-5)
Location: BRIMFIELD
Magnitude: 0.88 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Amateur Radio

Thunderstorm Wind in WORCESTER, MASSACHUSETTS
From 10-JUN-08 22:52:00 to 10-JUN-08 22:52:00 (EST-5)
Location: FAYVILLE
Magnitude: 50.00 EG
Property damage: 5.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Trees on Southville Road were downed by thunderstorm winds.