Hotels in Cutchogue

October 2026
November 2026

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Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Cutchogue?

1. Shorewood Inn

Shorewood Inn
Riverhead
$97
$111 total
includes taxes & fees
Oct 4 - Oct 5
Shorewood Inn

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
$126
$172 total
includes taxes & fees
Oct 7 - Oct 8
The Bentley Hotel Southampton

3. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
$229
$286 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips

4. The Atlantic Hotel

The Atlantic Hotel
Southampton
$101
$141 total
includes taxes & fees
Oct 28 - Oct 29
The Atlantic Hotel

5. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
$122
$196 total
includes taxes & fees
Oct 1 - Oct 2
Ocean View Terrace Inn

6. Sound View Greenport

Sound View Greenport
Greenport
$248
$311 total
includes taxes & fees
Oct 6 - Oct 7
Sound View Greenport

7. Shelter Island House

Shelter Island House
Shelter Island Heights
$201
$230 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House

8. Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
Riverhead
$234
$302 total
includes taxes & fees
Oct 4 - Oct 5
Aqua by American Beech - Adults Only

9. Hamlet Inn

Hamlet Inn
Southampton
$152
$197 total
includes taxes & fees
Oct 1 - Oct 2
Hamlet Inn

10. Zey Hotel

Zey Hotel
Greenport
$191
$218 total
includes taxes & fees
Oct 4 - Oct 5
Zey Hotel

11. The Harbor Front Inn

The Harbor Front Inn
Greenport
$249
$313 total
includes taxes & fees
Oct 25 - Oct 26
The Harbor Front Inn

12. The Hampton Maid

The Hampton Maid
Hampton Bays
$203
$232 total
includes taxes & fees
Oct 1 - Oct 2
The Hampton Maid

13. The Chequit

The Chequit
The Heights
$235
$268 total
includes taxes & fees
Oct 4 - Oct 5
The Chequit

14. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
$140
$160 total
includes taxes & fees
Oct 1 - Oct 2
Hampton's Vacation Inn

15. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
Hampton Bays
$118
$135 total
includes taxes & fees
Oct 1 - Oct 2
Hampton Bays Hotel on Main

16. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
$156
$178 total
includes taxes & fees
Oct 21 - Oct 22
Hyatt Place Long Island East End

17. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
$325
$371 total
includes taxes & fees
Oct 12 - Oct 13
Silver Sands Motel & Beach Bungalows

18. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
$290
$442 total
includes taxes & fees
Oct 5 - Oct 6
Cliffside Resort Condominiums

19. Budget Host East End

Budget Host East End
Riverhead
$89
$102 total
includes taxes & fees
Oct 1 - Oct 2
Budget Host East End

20. House on Chase Creek

House on Chase Creek
The Heights
$215
$246 total
includes taxes & fees
Oct 5 - Oct 6
House on Chase Creek
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Go beyond your typical stay in Cutchogue

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Top landmarks in Cutchogue

Bedell Cellars

8.6/10 (4 reviews)
Travelers might want a tour of Bedell Cellars, just one of the places to visit, and located 1.5 mi (2.5 km) from central Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Pindar Vineyards or Lenz Winery, both within a short walk.
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Peconic Bay Winery

Travelers might want a tour of Peconic Bay Winery, just one of the places to visit, and located 0.6 mi (1 km) from central Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here?
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Pugliese Vineyards

8.0/10 (2 reviews)
Travelers might want a tour of Pugliese Vineyards, just one of the places to visit in the heart of Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Suhru Wines, just a short walk away.
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8 Hands Farm

8 Hands Farm is 1.4 mi (2.2 km) from central Cutchogue, why not stop by during your stay. If you have fun at 8 Hands Farm, you'll love Custer Institute and Observatory, located nearby.
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Pellegrini Vineyards

Travelers might want a tour of Pellegrini Vineyards, just one of the places to visit, and located 1 mi (1.6 km) from central Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to McCall Wines, just a short walk away.
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Cutchogue Village Green

If you like spending time outside, why not spend the afternoon at Cutchogue Village Green, a park in the heart of Cutchogue. Want to stretch your legs some more? Head to Goldsmith's Inlet Park, located nearby.
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McCall Wines

10.0/10 (1 review)
Travelers might want a tour of McCall Wines, just one of the places to visit, and located 1.1 mi (1.8 km) from central Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Pellegrini Vineyards, just a short walk away.
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Waters Crest Winery

Travelers might want a tour of Waters Crest Winery, just one of the places to visit, and located 1.5 mi (2.3 km) from central Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here?
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Learn more about Cutchogue

Cutchogue is well-known for its attractions such as Peconic Bay Winery and Bedell Cellars.

See all hotels in Cutchogue
A coastal landscape with a sandy beach, calm waters, and a clear sky.

Check out reviews of Cutchogue hotels guests love

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton

10/10 Exceptional

United States
Jennifer
The Bentley Hotel Southampton

The Shoals Suites and Slips

The Shoals Suites and Slips
Southold

10/10 Exceptional

United States
Jena
The Shoals Suites and Slips

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport

10/10 Exceptional

United States
Nicole
Silver Sands Motel & Beach Bungalows

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
Riverhead

10/10 Exceptional

United States
shana
Aqua by American Beech - Adults Only

Zey Hotel

Zey Hotel
Greenport

10/10 Exceptional

United States
Jennifer
Zey Hotel

The Hampton Maid

The Hampton Maid
Hampton Bays

10/10 Exceptional

United States
ALIX
The Hampton Maid

The Harbor Front Inn

The Harbor Front Inn
Greenport

10/10 Exceptional

United States
Maureen
The Harbor Front Inn

Sound View Greenport

Sound View Greenport
Greenport

10/10 Exceptional

United States
Marilyn
Sound View Greenport

Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays

10/10 Exceptional

United States
Matthew
Ocean View Terrace Inn

Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead

10/10 Exceptional

United States
Karen
Hyatt Place Long Island East End

House on Chase Creek

House on Chase Creek
The Heights

10/10 Exceptional

United States
Damon
House on Chase Creek

The Preston House & Hotel

The Preston House & Hotel
Riverhead

10/10 Exceptional

United States
Leivona
The Preston House & Hotel

Hamlet Inn

Hamlet Inn
Southampton

10/10 Exceptional

United States
Cayo
Hamlet Inn

Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport

10/10 Exceptional

United States
Jeannine
Cliffside Resort Condominiums

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor

10/10 Exceptional

United States
Anonymous traveler
Sag Harbor Inn

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays

10/10 Exceptional

United States
Quinne
Canoe Place Inn and Cottages

Frequently Asked Questions

What accommodations do travelers recommend in Cutchogue?

Can I book a refundable hotel in Cutchogue?

If you want the flexibility to change your travel plans to Cutchogue, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Cutchogue if I want a vacation home instead of a traditional hotel?

If you want to find a good alternative to a hotel, look over our selection of 37 vacation homes. You can also consider one of the 8 cottages for your trip.

What will the weather in Cutchogue be like during my trip?

The warmest months in Cutchogue are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.

Why should I book my Cutchogue hotel with Hotels.com?

There are plenty of reasons to book your Cutchogue travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.