Explore top 2026 4 Star Hotels in Cutchogue

Name: The Pridwin Hotel
Rating: 9.6

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Top Cutchogue 4 Star hotels

Sound View Greenport

58775 County Rd 48 Greenport NY

$178 nightly

$203 total

Mar 23 - Mar 24

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...

8.4/10 Very Good! (618 reviews)

Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!

Reviewed on Mar 1, 2026

Madison Beach Hotel

94 West Wharf Road Madison CT

Fully refundableReserve now, pay when you stay

$221 nightly

$254 total

Mar 31 - Apr 1

Total with taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

Journey East Hampton

490 Pantigo Road East Hampton NY

$192 nightly

$219 total

Mar 16 - Mar 17

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and ...

9.2/10 Wonderful! (164 reviews)

So cute and cozy! Extremely clean, check in staff was so sweet and attentive. 100% recommend for the price and value !

Reviewed on Feb 1, 2026

The Maidstone

207 Main Street East Hampton NY

Fully refundableReserve now, pay when you stay

$239 nightly

$274 total

Mar 29 - Mar 30

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Free perks include continental breakfast, free self parking, and a beach shuttle. Free WiFi in public ...

8/10 Very Good! (151 reviews)

An absolute gem. Came for a quiet getaway and the perfect storm of calmness. Will is a wonderful host, making sure I was welll taken care of and focusing on every detail. He made sure I was able to check in and reach him during a winter storm and was readily available. The place is wonderful and ...

Reviewed on Feb 24, 2026

Topping Rose House

One Bridgehampton - Sag Harbor Turnpike Bridgehampton NY

$515 nightly

$592 total

Mar 16 - Mar 17

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public ...

9.2/10 Wonderful! (143 reviews)

Everything and everyone was just lovely! Comfortable Welcoming Great restaurant

Reviewed on Feb 22, 2026

Silver Sands Motel & Beach Bungalows

1400 Silvermere Rd Greenport NY

$220 nightly

$251 total

Mar 19 - Mar 20

Total with taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and 3 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

9.8/10 Exceptional! (146 reviews)

Everything was perfect. Beautiful room, lovely staff, great food.

Reviewed on Feb 25, 2026

The 1770 House Restaurant & Inn

143 Main Street East Hampton NY

$279 nightly

$363 total

Mar 10 - Mar 11

Total with taxes and fees

This inn features 2 restaurants and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, ...

The Roundtree, Amagansett

273 Main Street Amagansett NY

$624 nightly

$713 total

Mar 10 - Mar 11

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. There's fun for all ages with a playground ...

The Pridwin Hotel

81 Shore Road Shelter Island Heights NY

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. ...

9.6/10 Exceptional! (84 reviews)

Overall the places is nice, clean and great views

Reviewed on Oct 21, 2025

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James Pharmacy Bed & Breakfast

323 Main St Old Saybrook CT

$302 nightly

$335 total

Apr 1 - Apr 2

Total with taxes and fees

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free local cuisine breakfast each morning. A garden and express check-out ...

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4 Star Hotels Cutchogue

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Cutchogue 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Cutchogue will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Cutchogue, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.