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The Roundtree, Amagansett

by Lauren Dana
Courtesy of the property
by Lauren Dana
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Courtesy of the property
by Lauren Dana
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Courtesy of the property
by Lauren Dana
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Courtesy of the property
by Lauren Dana
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The Hamptons is best known for its beautiful beaches, picturesque towns, and, of course, its impressive collection of mega-mansions and swanky hotels, which have attracted A-listers and VIPs for decades. For a more laid-back slice of luxury Hamptons living, head straight to The Roundtree, Amagansett. This boutique property, which opened in 2020, boasts historic charm, stylish accommodations, and a lovely Main Street locale. Here’s our full review. 

What You Need to Know

The Look of The Roundtree, Amagansett 

It's All in the Details

The Roundtree, Amagansett spans two acres of lush, landscaped gardens in – you guessed it – the quaint town of Amagansett. Despite its central location on Main Street, guests still have plenty of room to lounge out along the lawn, where you'll find lots of plush seating options. Alternatively, play a game of cornhole or cozy up around the fire pit.   

Meanwhile, check-in takes place over at the two-story Main House, which is also available for guests to rent.  While the structure dates back over a century, it’s been completely modernized and reimagined inside, much like the other accommodations here. Standard and deluxe rooms and suites are housed within a rustic-chic renovated barn, while those looking for even more space can book one of the modern, multi-bedroom cottages, one of which is over 250 years old. (Some even have fireplaces or private gardens.) 

All accommodations are designed to evoke a sense of serenity thanks to an uber-elegant neutral color palette (mostly grays and whites) and sleek wooden furnishings. You’ll also find plenty of cozy touches in the form of plush linens, fluffy duvets, and super-soft throws.  

The Vibe at The Roundtree, Amagansett  

The Roundtree, Amagansett is known for its understated luxury and all-around relaxed ambiance, making it feel anything but stuffy. Unlike other Hamptons hotels and hotspots, there is no rowdy beach club or bustling bar. Instead, you’ll enjoy a quiet reprieve away from the crowds – and the “rah-rah” atmosphere that often accompanies them.  

Who Will Love The Roundtree, Amagansett 

Groups of friends in search of a serene escape, as well as couples craving a romantic getaway, will especially love it here. Additionally, the tranquil atmosphere, spacious accommodations (specifically the suites, cottages, and the Main House), and family-friendly amenities – more on that later – attract families with younger children, who may be seen playing lawn games or roasting s’mores.

Who Might Not Love The Roundtree, Amagansett

There’s no on-site bar or restaurant here, so those looking to partake in the Hamptons drinking, dining, and/or partying scene may seek alternate accommodations. Also, the property is not located directly along the shore – it’s about a mile away – which may be a dealbreaker for sun-seekers and beach lovers. 

Best Amenity at The Roundtree, Amagansett 

The complimentary bike rentals are by far the best amenity here since it makes it a breeze to travel to and from the beach – sans any traffic. The beach shack, which is stocked with sand toys for little ones to use while at the beach, is a close second. 

Money Matters

What’s Included at The Roundtree, Amagansett  

Your stay here includes wifi, parking, complimentary breakfast, bike rentals, nighty s’mores, fresh-baked cookies, afternoon tea, and access to the sand toy-filled beach shack. Guests can also enjoy morning yoga (select dates throughout the summer), board games, and lawn games. Younger guests are welcome to partake in the property’s Lemonade Stand program, allowing them to raise money for charity by selling lemonade along Main Street (don’t worry – the stand and supplies are provided by the property). 

Fees and Extra Costs You Should Know About at The Roundtree, Amagansett

The resort fee (around $35 per night) covers all of the aforementioned amenities. There is also a $50 per night fee to bring along your pup (max. of two per room;  includes a welcome treat, dog beds, water bowls, and a towel). 

How to Get a Deal at The Roundtree, Amagansett

Check out the property’s offers tab to view a list of current promotions. For the cheapest rates, plan to visit in the off-season (essentially, any time after Labor Day and before Memorial Day).

Getting There

In the Neighborhood of  The Roundtree, Amagansett

The Roundtree, Amagansett is located right on Main Street, putting you within easy walking distance of many shops and restaurants. The closest beach is about a mile away. 

Nearest Airport to The Roundtree, Amagansett

East Hampton Airport is about seven miles away, while Long Island MacArthur Airport (ISP) is approximately 55 miles from the property (about an hour and a half by car). LaGuardia International Airport (LGA) and John F. Kennedy International Airport (JFK) are around two-and-a-half hours away by car, depending on traffic.   

Nearest Public Transportation to The Roundtree, Amagansett

The Amagansett Long Island Rail Road (LIRR) station is about a 10-minute walk from the property. The Hampton Jitney bus (which is not considered public transportation but also makes for a convenient option) stops right in town, too.

The Bottom Line

For a new, refreshing take on the Hamptons and all it has to offer, splurge on a stay at The Roundtree, Amagansett, where laid-back luxury awaits.  

It's All in the Details