A summer out east requires planning and getting ahead of the summer rush, especially when it comes to where to stay. East Hampton is generally central to everything you’d want to get to in the Hamptons – you can still get out to Montauk but are away from the younger, seasonal crowds that flock there in the high season and you can also get to Wolffer or Sag Harbor favorites fairly quickly.
The first step in planning out your summer in the Hamptons is securing a place to stay (if you don’t own or have friends who have invited you out to visit). Once lodging is secured, check out where to eat in East Hampton and start making your dinner reservations.
What are the best hotels in East Hampton?
THE ROUNDTREE
Located in Amagansett, the Roundtree is a fairly recent addition to the Hamptons. The sprawling two acre property boasts modern rooms, suites, and private cottages. The luxury boutique hotel is pet-friendly and has a minimalist and clean aesthetic with lush green gardens for relaxing. While there is no restaurant on property, the hotel is in close proximity to a number of delicious restaurants and offers complimentary breakfast each morning. Grab one of the sky blue cruiser bikes to head to the nearby beach or lounge with a bottle of rose under the white umbrellas on the main lawn. The Roundtree is meant to feel like a second home, perfect for a relaxing getaway.
THE BAKER HOUSE 1650
There’s a lot of history behind the Baker House – it was sold in 1650 to Thomas Baker, one of East Hampton’s founders. The property consists of the Baker House, the main building inspired by the Cotswold, and the Carriage House, a two-suite outpost behind the main house. The luxury B&B has the aesthetic of the English countryside, of casual luxury. The property also has an infinity pool surrounded by chaises and a spa.
JOURNEY EAST HAMPTON
Journey East Hampton has a breezy, coastal aesthetic with bold blue accents in a renovated motel-style building. The hotel is full of activities to keep you busy: from a pool, a fire pit, and lawn games such as bocce in the afternoons. There are only 22 rooms on property so it’s an intimate hotel with a casual mid-century modern style.
THE MAIDSTONE
The Maidstone is an intimate boutique hotel, with just 16 rooms and 3 cottages. Each room at the Maidstone is uniquely decorated with an eclectic chic vibe with a mix of modern and vintage furniture. The rooms range in size from a more intimate and cozy queen room to a slightly more space king room. There are also three cottages with private gardens and parking for those looking for more seclusion. With a room booking, you’ll also get a beach parking permit. The property is close to town and also houses the Maidstone restaurant featuring fresh and local ingredients.
What are the best rental properties in East Hamptons?
If you want to book an extended stay or prefer to be in the comfort of a home with your family, there are also rental properties that can be booked. Be sure to reserve early as many fill up quickly during high season from Memorial Day to Labor Day weekend. The benefit of renting a house is being able to cook with fresh produce from the farm stands, enjoying privacy and relaxation by the pool, and experiencing the comforts of a “second home.”
EAST HAMPTON MODERN FARMHOUSE
This listing, located at a 10 minute walk from Georgica Beach, averages around $2,000/night depending on the season but is a wonderful option for a family with 5 bedrooms and 7 bathrooms. The house has a bright, white and airy aesthetic and a beautiful pool in the backyard. There is a 15 foot movie screen in the screening room, a pool table, and fitness room all perfect for keeping the family busy.
Reserve The East Hampton Modern Farmhouse
EAST HAMPTON MODERN BARN
This historic barn has been completely renovated into a modern home is only a few minutes walk from town. The open floor plan and spacious (4300 sq ft) house has 5 bedrooms and 6 bathrooms. Notable features include a heated salt water pool, a ping pong table, paddleboards to use at the nearby bay beaches, and two cruisers convenient for a bike into town or to the beach. The average rate is around $1,550/night.
Reserve the East Hampton Modern Barn
MODERN EAST HAMPTON ESTATE
This modern home has everything to keep an active family busy: a tennis court, an outdoor ping pong table, outdoor lounge and dining areas with firepit and bbq, a large heated pool, a Peloton bike, and theater room. The home is also pet-friendly for animals under 25 lbs. Averaging at $1,480/night, this modern house has 4 bedrooms and 4 bathrooms with all the amenities of a hotel for an active summer getaway.
Reserve the Modern East Hampton Estate
EAST HAMPTON – THE LONGWOODS BEACH HOUSE
Averaging about $900/night, this 3 bedroom 3 bathroom home is located just a two minute walk to the Harbor Marina and bay beaches. Though there is no pool on the property, there is a fire pit and beach chairs/beach umbrella for use at the nearby beach. The home is a quiet getaway from the city and is newly renovated featuring a clean, mid-century modern aesthetic.
Reserve the Longwoods Beach House
EAST HAMPTON BOHO CHIC SURF CABIN
A very affordable option at an average rate of $300/night, this boho chic cabin is a quaint 2 bedroom 1 bathroom cottage with a rustic yet stylish surf aesthetic. Though no pool on property, the closest beach is a 5 minute drive away and the home does have a hot tub in the backyard along with an outdoor dining and lounge area.