Book Hotels in Cutchogue, NY
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Top Cutchogue hotels

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
$191 nightly
The price is $218 total per night from May 28 to May 29
$218 total
May 28 - May 29
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
"Super spacious room, everything you might need, 2nd floor was quiet and it was an incredibly convenient spot to land for the evening. Will be back!"
Reviewed on May 18, 2026

Sag Harbor Inn
45 West Water Street Sag Harbor NY
$315 nightly
The price is $360 total per night from May 25 to May 26
$360 total
May 25 - May 26
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and luggage ...
"Nice room and view"
Reviewed on May 15, 2026

The Shoals Suites and Slips
61600 Main Rd Southold NY
$267 nightly
The price is $302 total per night from May 25 to May 26
$302 total
May 25 - May 26
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
"Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend."
Reviewed on May 5, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $290 total per night from May 31 to Jun 1
$290 total
May 31 - Jun 1
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Clean rooms and extremely friendly staff"
Reviewed on May 19, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $275 total per night from May 26 to May 27
$275 total
May 26 - May 27
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink ...
"Bedding was suboptimal and toilets clogged. Additionally, very noisy due to 2 weddings in the resort that night… so not very relaxing."
Reviewed on May 17, 2026

The Harbor Front Inn
209 Front St Greenport NY
$269 nightly
The price is $307 total per night from May 26 to May 27
$307 total
May 26 - May 27
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
"This is a beautiful place in a great town. Greenport has much to recommend it. Excellent restaurants, interesting shopping, and congenial places to hang around, have a drink, a pastry or coffee. The seafood, from shellfish to the top of the maritime food chain is fresh and abundant, and generally ..."
Reviewed on May 17, 2026

Hilton Garden Inn Riverhead
2038 Old Country Rd Riverhead NY
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $224 total per night from Jun 1 to Jun 2
$224 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and ...
"Staff were accommdating and helpful."
Reviewed on May 17, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$376 nightly
The price is $429 total per night from May 26 to May 27
$429 total
May 26 - May 27
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 ...
"They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty."
Reviewed on May 11, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$98 nightly
The price is $112 total per night from Jun 7 to Jun 8
$112 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
"Comfortable for a nights stay. Close to nice restaurants and shopping."
Reviewed on May 21, 2026
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.
Hotels in Cutchogue with star-rating
Check Cutchogue Hotels by Star Rating

4 Star Hotels
54 properties
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Recent Cutchogue hotel reviews by fellow wanderers

Pier Blue Inn Old Saybrook - Essex
4 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Comfortable for a nights stay. Close to nice restaurants and shopping."
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
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