With the Russia investigation gaining steam and looming crises in North Korea and other hot spots, no one expects a truly quiet couple of weeks.
In fact, within hours of arriving, Trump felt compelled to issue a statement defending his national security adviser, H.R. McMaster, who has been under fire from conservative groups for pushing out several hard-liners on the national security staff and renewing the security clearance of former president Barack Obama's last national security adviser, among other things. Trump was briefed on Saturday morning by Kelly on a Marine Corps helicopter crash off the coast of Australia.
Still, even some close to Trump hope that his time in this 8,200-person township about 45 miles west of New York City will provide as much of an August respite as possible from his first six months in the White House.
"It's good for everyone," Barry Bennett, a Trump adviser during the campaign, said of the break. "It's good for the president, and it's good for Washington. I hope it's a few hard days of nothingness."
Trump has no public events scheduled over the weekend and plans to remain on his 535-acre property, where he has already spent four weekends since arriving in office and which some locals have taken to calling "Camp David North."
Aides said over the coming days, staffers are expected to cycle in and out of town and that the president will be kept fully up to speed on developments at home and abroad.
Meetings and phone calls are expected with several lawmakers, who face a weighty agenda next month, including a request from the administration to increase the nation's debt ceiling, as well as promised action on tax reform. And it's possible Trump's time away could include a couple of day trips elsewhere to highlight initiatives or rally supporters.
"The president will continue to work over the next two weeks," said deputy press secretary Lindsay Walters, who is among the White House staffers on site this weekend.
She attributed Trump's relocation in part to long-planned renovations taking place in the West Wing, including an overhaul of the 27-year-old heating and air-conditioning system, forcing staff to temporarily move to another building.
Trump echoed that sentiment on Twitter on Saturday night. "This is a not a vacation — meetings and calls!" he wrote, as part of a string of tweets on varied topics, including a U.N. Security Council vote earlier in the day.
Trump's trip, nevertheless, is very much in keeping with a tradition of presidents escaping Washington during the late summer.
Martha's Vineyard, known for its affluence, became the choice summer vacation spot for President Bill Clinton and Obama. Clinton was also known to make summer trips to Jackson Hole, Wyo., and the Obamas visited several national parks.
President George H.W. Bush spent his vacation time at the family compound in Kennebunkport, Maine. President George W. Bush would usually take breaks on his ranch in Crawford, Tex., famously clearing brush and sometimes drawing criticism for the length of his getaways.
Both as a private citizen and candidate, Trump was merciless in his critique of Obama's time away.
"@BarackObama played golf yesterday. Now he heads to a 10 day vacation in Martha's Vineyard. Nice work ethic," Trump said in one 2011 tweet.
There was a time when presidents could truly get away, presidential historian Robert Dallek said, noting that President Franklin D. Roosevelt would go on sea voyages "because he was so stressed and burdened by all the demands on him."
But for presidents these days, August getaways are "never as relaxing as they hope it will be," presidential historian Douglas Brinkley said. "You may get a few extra rounds of golf in, but there's no escaping the public eye."
Still, there's an upside for Trump in getting out of town, Brinkley said. "Being at his properties is really good for his psyche. It reminds him of a previous life of success."
Trump decamped to Mar-a-Lago, his private club in Palm Beach, Fla., on seven occasions in the early months of his presidency before shifting his weekend travels to New Jersey.
The president has a special fondness for Bedminster, where his daughter Ivanka and son-in-law Jared Kushner — now both senior White House aides — were married in 2009. Several family members have homes on the property, and at one point, Trump planned to erect a mausoleum for himself overlooking the golf course.
Bedminster Mayor Steven E. Parker said Trump's presidential visits have started to become routine for the township, which is now getting reimbursed by the federal government for the costs of police overtime and other security-related costs.
For a polarizing president, there have been relatively few and mostly polite protests. An anonymous New Jersey artist carved the word "resist" in a nearby cornfield last month. There have been caravans of detractors who periodically drive by Trump National Golf Club, which sits off a two-lane road without a shoulder and, like many of the township's sprawling farms and estates, can't be seen by motorists.
"Other than honking horns and maybe disturbing some farm animals, I haven't heard many complaints," said Parker, a Republican.
Most township residents haven't seen Trump in person since he became president.
"He's got everything he needs on the premises, and then some," Parker said. "I haven't heard about him heading out for a pizza or anything like that."
Trump does continue to interact with members of his golf club.
During the transition, Trump held interviews here for several positions in his administration. On an audiotape of Trump interacting with members obtained by The Washington Post, he can be heard soliciting their opinions for some positions.
Earlier this year, The Post spoke to people who had inquired about membership in the club. They were quoted initiation fees between $75,000 and $100,000, in addition to $22,100 in annual dues, according to written correspondence.
Promotional materials for the club tout its "magnificent" 25-meter pool, its "five luxury multi-bedroom cottages," its 36-hole golf course and its private helipad.
The roughly 425 members of the Bedminster club seem to be largely from the New Jersey suburbs of New York City.
William Pigott, an investment manager and resident of nearby Far Hills, N.J., said Trump has always interacted with club members.
"He loves to say 'hi' to people," Pigott said. "Before all this happened, you'd just see him play golf. You'd see him by the pool, getting ice cream. He likes ice cream, from what I can tell."
The golf club is the second-largest taxpayer in the township, and local businesses have reported an increase in patrons during Trump's stays. The township is part of Somerset County, regularly ranked among the 10 wealthiest American counties.
Households had a median income of $96,644 in 2015, according to federal records, or more than $40,000 above the national average.
Its affluence is in part thanks to the biotechnology and telecommunications companies that are located in and around the town. Two pharmaceutical firms — U.K.-based Mallinckrodt and Japan's Daiichi Sankyo — launched major operations in the area just this summer.
Local businesses tend to serve the area's high-income earners.
The otherwise sleepy Bedminster has three limousine companies, a boutique bank and wealth management firm, and roughly as many caterers as restaurants, according to a local business directory.
Nearby, equestrian facilities and multimillion dollar homes lie between the unpaved country lanes and Revolutionary War sites. One house bordering Trump's club is currently on the market for $2.49 million, offering five bedrooms, an elevator, a pool and marble floors.
Bedminster's politics are friendly to the GOP, if not always to Trump. The town handily went for Republican presidential nominees Mitt Romney in 2012 and John McCain in 2008, but Trump won it by just eight votes in November over Hillary Clinton.
The town, which is 86 percent white, is represented in the House by Rep. Leonard Lance (N.J.), a moderate Republican. He recently earned attention by voting against the GOP health-care plan championed by Trump.
Viebeck reported from Washington. David A. Fahrenthold contributed to this report.