Photo by Adriana T

Cutchogue Chalets

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Cutchogue

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (65)
"Good clean property with great staff "
United States
David
$101 nightly
The price is $116
Jan 3 - Jan 4, 2026
Total with taxes and fees
Spark by Hilton Guilford

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (442)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$114 nightly
The price is $128
Dec 16 - Dec 17
Total with taxes and fees
Hamlet Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (297)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 16 - Dec 17
Total with taxes and fees
Clinton Motel

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1003)
"A welcoming place with some nice touches."
United States
Leslie
$79 nightly
The price is $91
Dec 21 - Dec 22
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
$67 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
Total with taxes and fees
House on Chase Creek

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (709)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
$92 nightly
The price is $105
Dec 21 - Dec 22
Total with taxes and fees
Shorewood Inn

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
$112 nightly
The price is $128
Jan 14 - Jan 15, 2026
Total with taxes and fees
Hyatt Place Long Island East End

The Inn And Spa At East Wind

The Inn And Spa At East Wind
3.5 star property
Calverton
8.8 out of 10, Excellent, (878)
"It a beautiful facility, great guest services "
United States
Terry
$109 nightly
The price is $125
Dec 21 - Dec 22
Total with taxes and fees
The Inn And Spa At East Wind

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
$174 nightly
The price is $199
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Harbor Front Inn

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1000)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
$110 nightly
The price is $126
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Indigo East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1004)
"Nice room. Good breakfast. Nice lobby and breakfast area. "
United States
Richard
$107 nightly
The price is $122
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
$89 nightly
The price is $103
Dec 16 - Dec 17
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (396)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$126 nightly
The price is $144
Dec 21 - Dec 22
Total with taxes and fees
The Bentley Hotel Southampton

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$212 nightly
The price is $242
Jan 15 - Jan 16, 2026
Total with taxes and fees
Sound View Greenport

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
$111 nightly
The price is $127
Dec 27 - Dec 28
Total with taxes and fees
Hampton Bays Hotel on Main

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (228)
"Food!"
United States
Ryan
$169 nightly
The price is $194
Dec 28 - Dec 29
Total with taxes and fees
The Shoals Suites and Slips

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
8.6 out of 10, Excellent, (1001)
"Staff was courteous and the room was spotless. Food service is very good as well. "
United States
Efrem
$111 nightly
The price is $127
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hilton Garden Inn Riverhead

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (214)
"Clean & amenities, staff friendly Thank you "
United States
Archil
$183 nightly
The price is $210
Dec 22 - Dec 23
Total with taxes and fees
The Sagaponack

Greenview Inn Riverhead

Greenview Inn Riverhead
2.0 star property
Riverhead
7.4 out of 10, Good, (783)
"Nice staff Beautiful & Safe place "
United States
Cameron
$105 nightly
The price is $121
Dec 18 - Dec 19
Total with taxes and fees
Greenview Inn Riverhead
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cutchogue Hotel Reviews

Find out more about Cutchogue

Cutchogue Chalets information

Number of reviews
10,985
Accommodation
1 Chalets
Lowest Price
$77
Highest Price
$242

Explore a world of travel with Expedia