After Last Stop at Alley’s, And Storms of All Kinds, First Family Bids Farewell
Sam Bungey

At 4:23 p.m. on Sunday, the helicopters took off from the Martha’s Vineyard Airport, bringing to an end President Obama’s week-long first vacation since winning office, spent on the Island.

As Mr. Obama, his family and entourage took off, the clouds which had dumped some four inches of rain over the previous two days finally broke, and they left in watery sunshine.

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Obama Aides Close In On First Family Home For Likely August Visit
Sam Bungey

Senior White House aides and Secret Service are now considering three Vineyard properties for a planned holiday by President Obama and his family next month.

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The Only Ones Are Not Everyone
Elizabeth Gates

In early October 2008 I was invited to Chicago to sit in the Family and Friends Tent in Bryant Park and witness the possible election of our nation’s 44th President, Barack Hussein Obama.

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First Family’s Vacation Plans Take Shape Around Familiar Chilmark Farm
Sam Bungey

President Barack Obama and the First Family will rent the bucolic Blue Heron Farm off South Road in Chilmark for their vacation during the last week of August.

The 28.5-acre property some five hundred yards down Cobb’s Hill Road, spans the Chilmark and West Tisbury town line and overlooks Town Cove, the westernmost finger of the Tisbury Great Pond.

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Neighborly Advice From the Heart
Susie Wilson

For the past week, President Obama has been my neighbor on Martha’s Vineyard. He’s not what you call a cheek-by-jowl neighbor. Although we are both living in the same area of the Vineyard — Chilmark — we are separated by the Atlantic Ocean, Chilmark Pond, Tisbury Great Pont, South Road and legions of Secret Service.

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Encountering Barack Obama Amid Vineyard’s Black History
Tom Dresser

In the late summer of 2004, Barack Obama agreed to participate in a forum on race relations held at the Old Whaling Church in Edgartown.

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President Obama Begins Vineyard Vacation
Megan Dooley

With little fanfare, President Obama landed at the Martha’s Vineyard Airport yesterday afternoon to begin a 10-day Vineyard vacation as planned. Like last year, the arrival was completely closed to the public. The President traveled with the family dog, Bo, and a small group that included his close friend and senior advisor Valerie Jarrett and her daughter.

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Playing Golf, Shooting Hoops, President Mostly Out of Sight
Peter Brannen

Halfway through his Vineyard vacation, President Obama has turned to Island links and basketball courts for his downtime, while the operation of the reform-minded White House carries on.

A rainy, windswept Monday afternoon found Mr. Obama shooting hoops at the Oak Bluffs School with longtime Chicago friend and former Illinois public health director Eric Whitaker along with UBS chief Robert Wolf and his two sons.

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President Obama Returns To the Vineyard in August For First Family Vacation
Peter Brannen

The worst-kept secret of the summer is out: the first family will return to Martha’s Vineyard to vacation at the end of August.

The White House confirmed on Friday what Islanders in the know have been whispering for weeks now: a year after their much-hyped and ultimately anticlimactic first presidential visit, the Obamas will return to the Vineyard on August 19 for a 10-day vacation. The current plan calls for the Obamas to leave the Island on August 29.

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Vineyard’s Handling of Air Traffic During Obama Visit to Serve as National Model
Remy Tumin

A temporary flight restriction plan devised by Vineyard airport officials for President Obama’s summer vacation is being hailed as a model for airports across the country to use during future visits by the President and his traveling entourage.

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