Sure, vacation cottages have their perks (hello, private pool), but they require concrete planning months in advance. Hotels offer spontaneity. Whether you’re looking for a classic Hamptons experience, a romantic weekend getaway, a place for the whole family or a much-needed solo trip, the East End has a luxe lodging option for you.

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Courtesy of the Maidstone Hotel

1. For a timeless Hamptons experience: The Maidstone Hotel

Adirondack chairs dotting the lawn, stylish rooms you can Instagram from every angle, East Hampton’s Main Street out the front door... All this and more at the Maidstone, aka what you unwittingly picture when you think of the quintessential Hamptons hotel. (And in this case, you definitely can’t improve on a classic.)

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Facebook.com/ThePrestonHouseandHotel

2. For time spent on both forks: The Preston House & Hotel

Why choose the South Fork over the North Fork when you can explore both? With its calm, relaxed vibe, The Preston House & Hotel is the tranquil base for a summer vacation spent on either Fork.

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facebook.com/ruschmeyersmtk

3. For pure fun with your squad: Ruschmeyer’s

Gather your squad (it’s been far too long since you had a getaway) and head to Montauk’s Ruschmeyer’s, or as we like to refer to is as—adult summer camp. It’s walking distance to the village and a short bike ride to the beach, that is, if you can drag yourself out of the hammock. Did we mention that the firepit makes for the best spot to catch up on the past year? (Especially if you add a glass of local vino into the mix.)

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BARON'S COVE

4. For the family reunion: Baron’s Cove

You need to hug your parents. Your brother needs to teach your kids bad habits. And you and your S.O. need free babysitting. You’ll find the family vacation you’ve been dreaming of at Baron’s Cove. The rooms, which face either Sag Harbor Village or the harbor itself, are charmingly nautical and exceptionally spacious as far as hotel accommodations go. With an on-site pool and restaurant and a location that’s just a short walk from town, there’s plenty to keep everyone in the family happy with a minimum amount of fuss. And before you ask—yep, there are even accommodations for the family dog.

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5. When you want to spoil yourself with a solo getaway: A Room At the Beach

It’s been a year and then some. Hide away for a few days at A Room At The Beach. Take a dip in the pool, relax in the garden or walk or bike into Bridgehampton. You'll never want to check out of the dreamy ten-room property, which both Martha Stewart and Donna Karan once owned.

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Gurney’s Star Island Resort & Marina

6. The working parents’ vacation: Gurney’s Star Island Resort & Marina

Need to sneak in some work this family vacation? Gurney’s has you covered with Camp Gurney’s. Created in partnership with the Cornell Cooperative Extension Marine, the camp has three sessions a day, seven days a week. So while you’re catching up on email (by the pool) your kid can enjoy nature walks, science programming, art-focused activities or even participate in valuable conservation efforts such as oyster seeding activities. Then after a day of activities, you can all regroup for ice cream.

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7. For a romantic getaway: Mill House Inn

The dreamy Mill House Inn has all the makings for a quiet weekend with your S.O. Rooms here are pricy, but for good reason. The inn’s personal assistants will make whatever you dream happen, whether it’s a sunset sail, clambake on the shore or last-minute dinner reservation. Spend your stay lingering over breakfast, strolling hand in hand walking Main Beach and falling in love all over again.

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The Baker House 1650

8. For a girls weekend: The Baker House 1650

Tucked in East Hampton Village, the Baker House 1650 is a charming bed and breakfast made for a girls’ weekend. Start each day with a full breakfast before relaxing in the swoon-worthy on-site spa with a massage or facials or lounging by the pool or at one of the nearby beaches thanks to the complimentary beach passes.

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9. For a weekend on the North Fork: The Northport

Need a change of scenery? Cozy up at the dreamy Lin Beach House. The recently restored Victorian hotel with its oversized guestrooms and beachy low-key luxe vibe makes for the perfect place to explore funky Greenport.

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