President Obama Will Vacation Side-By-Side With Hollywood Celebs

The Obamas are likely to see celebs while they're in Martha's Vineyard.

ByABC News
August 20, 2009, 2:10 PM

Aug. 24, 2009 — -- As the first family embarks on a week of fun in the sun in Martha's Vineyard, one thing's for sure: they'll be in the company of some of the most high-profile people in the country.

The Obama family and their Secret Service entourage will spend this week at Blue Heron Farm, a 28.5-acre estate on the island that is rumored to cost anywhere from $35,000 to $50,000 per week.

Every summer the Vineyard, as it's known to locals, serves as summer haven for a bevy of well-known, well-heeled celebs, offering the president and his brood the chance to sip coffee with the likes of Meg Ryan, spend a day at the beach next to "Cheers" alums Ted Danson and Woody Harrelson, or even play a round of golf with his predecessor, President Bill Clinton.

"If the Obamas are so inclined, the likelihood that they could mingle with a few celebrities while they're on the island is very high," said Dawn Bellante-Holand, the general manager of Martha's Vineyard Online, MVOL.com.

According to island insiders, the family is likely to get invites to several of the many star-studded functions that take place on the island every summer.

"There is a very active social scene here," said Bellante-Holand. "There are lots of cultural events and gatherings and fun activities to do with kids that really bring people out."

Bellante-Holand said that the island's summer season is in full swing -- last week was the vastly popular Agricultural County Fair that is known to attract celebrities such as Reese Witherspoon and her beau Jake Gyllenhaal, along with Witherspoon's two children. Gyllenhaal and his sister Maggie have been long-time residents of the island.

MEG RYAN

And if the president is in the mood to hit the links, he need not look farther than the Emmy-winning Woody Harrelson, who Wells saw teeing off on an island golf course just last week.

"The Obamas are likely to be in the company of some pretty big stars," said Wells. "The summers here are definitely star-studded."

Dan Aykroyd, Bill Murray and notable film producers Peter and Bobby Farrelly are also island regulars.

Danson and his wife Mary Steenburgen, considered one of the more active celebrity couples on the Vineyard, spend time on the island year-round and are never hard to find, according to Wells.

In addition to the rumor that avid Obama fan Oprah Winfrey may be summering on the island at the same time the Obamas visit, there are whispers around town about a secret, high-profile sailing trip, Wells said.

"I heard Carly Simon was going to be going sailing with the Obama family one day," she said. "That would be great."

Simon and her ex-husband and fellow musician James Taylor are both considered island fixtures, almost as much as the Brooklyn Dodger flag that actor and director Spike Lee flies above his estate in Oak Bluffs.

"He's very proud of that flag," Wells said.

And if the Obamas feel out of place among the Hollywood elite, fear not, there are plenty of Washington, D.C., regulars on the island, too.

Former President Clinton was spotted golfing last weekend, and the rest of his family is rumored to be in tow.

Speaker of the House Nancy Pelosi is also expected to visit this summer.

"The people who come here are very accomplished in whatever they decide to pursue," said Bellante-Holand of the eclectic mix of people who travel to the island. "That makes for some great chance meetings."