Explore top 2026 4 Star Hotels in Cutchogue

Name: Faraway Sag Harbor
Price range: $1,075 total

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Top Cutchogue 4 Star hotels

Sound View Greenport

58775 County Rd 48 Greenport NY

$425 nightly

$486 total

Jun 22 - Jun 23

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! (654 reviews)

"Great"

Reviewed on Jun 1, 2026

The Pridwin Hotel

81 Shore Road Shelter Island Heights NY

$570 nightly

$651 total

Jun 22 - Jun 23

Total with taxes and fees

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! (87 reviews)

"We had an absolutely enchanting long weekend at the Pridwin. This beautifully appointed property exudes timeless elegance, with thoughtful touches that made us feel truly pampered from the moment the staff reached out to us long before our stay. The complimentary breakfast, in-room snacks and drinks, ..."

Reviewed on Jun 8, 2026

Madison Beach Hotel

94 West Wharf Road Madison CT

$454 nightly

$522 total

Jun 21 - Jun 22

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. ...

9.4/10 Exceptional! (371 reviews)

"This was our second stay at the Madison. We loved this property and may return at some future date. Our experience with staff members were short of the standard set during our first visit. Check in was lengthy. The desk attendant was off eating dinner. The valet parking attendant filling in (unable ..."

Reviewed on Jun 9, 2026

Journey East Hampton

490 Pantigo Road East Hampton NY

$648 nightly

$741 total

Jun 21 - Jun 22

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! (181 reviews)

"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."

Reviewed on Jun 5, 2026

Topping Rose House

One Bridgehampton - Sag Harbor Turnpike Bridgehampton NY

$886 nightly

$1,016 total

Jun 14 - Jun 15

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 ...

9/10 Wonderful! (152 reviews)

"Amazing"

Reviewed on May 29, 2026

The Maidstone

207 Main Street East Hampton NY

$583 nightly

$666 total

Jun 21 - Jun 22

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! (159 reviews)

"It was very fantastic and the staff was very helpful. Late last night, my companion had need of feminine products and the staff was able to assist by giving her own. She was a lifesaver."

Reviewed on Jun 11, 2026

Canoe Place Inn and Cottages

239 E Montauk Hwy Hampton Bays NY

Fully refundableReserve now, pay when you stay

$758 nightly

$866 total

Jun 23 - Jun 24

Total with taxes and fees

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like valet ...

9.8/10 Exceptional! (64 reviews)

"Perfect from beginning to end, thanks for a great stay!"

Reviewed on May 25, 2026

The Roundtree, Amagansett

273 Main Street Amagansett NY

$1,516 nightly

$1,732 total

Jun 14 - Jun 15

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 ...

10/10 Exceptional! (95 reviews)

"Location is amazing. Staff was great"

Reviewed on May 30, 2026

Silver Sands Motel & Beach Bungalows

1400 Silvermere Rd Greenport NY

$478 nightly

$547 total

Jun 16 - Jun 17

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! (154 reviews)

"This is a beautiful top notch property that has just been renovated. Beautifully done. Very clean and well maintained. The location of the property is stellar. There's one small downside and that is it gets very windy at night, I'm not sure if that's all your long or not. We were there in early June ..."

Reviewed on Jun 12, 2026

Faraway Sag Harbor

31 West Water Street Sag Harbor NY

$941 nightly

$1,075 total

Jun 14 - Jun 15

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, ...

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.

Recent Cutchogue hotel reviews by fellow wanderers

Pier Blue Inn Old Saybrook - Essex

3 out of 5

Posted 5 hours ago

Travelocity Verified Review

"The place wasn't terrible and the staff was pleasant. The name and photos are misleading. This is basically a motel trying to seem like an inn or small hotel. It looks like the type of place that attracts a questionable clientele, but because it's Old Saybrook, they probably get a lot of wedding/event guests. The room itself was clean and pleasantly furnished, but the one easily accessible outlet was worn out and chargers kept falling out. The tub had a large crack in it (we did not use it). It was overall fine if you're staying for those reasons or a long distance travel break, but if you're looking for a couples weekend/nice place to stay, this isn't it."

A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex