A coastal landscape with a sandy beach, clear blue water, and a distant lighthouse.

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Check prices for these dates

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Sep 14 - Sep 15
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Sep 15 - Sep 16
This weekend
Sep 18 - Sep 20
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Sep 25 - Sep 27

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Our top choices for Greenport West hotels

Beach bar
Private beach, sun loungers, beach umbrellas, beach towels
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Outdoor spa tub

1. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
￥49,923
￥57,038 total
includes taxes & fees
Oct 12 - Oct 13
Silver Sands Motel & Beach Bungalows
Condo | Terrace/patio
Private beach
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
￥44,566
￥64,668 total
includes taxes & fees
Oct 5 - Oct 6
Cliffside Resort Condominiums
Flat-screen TV
Coffee/tea maker, fridge, microwave
Balcony
Cottage, 2 Bedrooms, Patio | Living room | Flat-screen TV

3. North Fork Resort

North Fork Resort
Greenport
United States
Harold
￥46,065
￥52,631 total
includes taxes & fees
Sep 21 - Sep 22
North Fork Resort
Resort view
Lunch, dinner and brunch served
Yoga
Terrace/patio

4. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
￥37,288
￥47,006 total
includes taxes & fees
Oct 1 - Oct 2
Sound View Greenport
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio
Studio (Suite, King) | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
Frette Italian sheets, premium bedding, down comforters, pillowtop beds

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
￥36,509
￥46,117 total
includes taxes & fees
Oct 12 - Oct 13
The Harbor Front Inn
Exterior
Restaurant
Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, soundproofing, iron/ironing board (on request)
Bar (on property)

6. Zey Hotel

Zey Hotel
Greenport
United States
Renee
￥25,922
￥29,615 total
includes taxes & fees
Oct 12 - Oct 13
Zey Hotel
Terrace/patio
Private beach, sun loungers, beach umbrellas, beach towels
Breakfast, lunch and dinner served
Seasonal outdoor pool, pool umbrellas, sun loungers

7. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Morris
￥93,214
￥117,146 total
includes taxes & fees
Sep 16 - Sep 17
The Pridwin Hotel
Exterior
Front of property
The Shoals Grand Suite | Private kitchen | Espresso maker, eco-friendly cleaning products, paper towels
Restaurant

8. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
￥31,132
￥39,425 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips
Property entrance
Meeting facility
Lobby
Sundeck

9. The Menhaden

The Menhaden
Greenport
United States
Lisa
￥52,803
￥66,497 total
includes taxes & fees
Sep 17 - Sep 18
The Menhaden
Terrace/patio
Restaurant
Bar (on property)
View from property

10. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
￥36,713
￥48,090 total
includes taxes & fees
Sep 21 - Sep 22
American Beech Hotel
Seasonal outdoor pool, open 9:00 AM to 8:30 PM, pool umbrellas
Restaurant
Bay King | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Exterior

11. Oyster Estate

Oyster Estate
Greenport
United States
Matthew
￥48,818
￥61,507 total
includes taxes & fees
Oct 7 - Oct 8
Oyster Estate
Outdoor dining
Frette Italian sheets, premium bedding, Tempur-Pedic beds
Superior King | Frette Italian sheets, premium bedding, Tempur-Pedic beds
View from room

12. The Chequit

The Chequit
The Heights
United States
Kristin
￥29,571
￥33,785 total
includes taxes & fees
Oct 14 - Oct 15
The Chequit
View from property
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.
Property grounds
Exterior

13. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
￥33,069
￥37,782 total
includes taxes & fees
Oct 5 - Oct 6
House on Chase Creek
Front of property - evening/night
Property amenity
Property amenity
Terrace/patio

14. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
￥30,914
￥35,318 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, WiFi (free), bed sheets
Free self parking
Suite, 1 King Bed, Kitchenette (Living Room) | Living room | Flat-screen TV
Beach nearby

15. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
￥48,157
￥55,020 total
includes taxes & fees
Sep 16 - Sep 17
West Neck Guesthouse
Property grounds
Seasonal outdoor pool
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets
Free self parking

16. Clinton Motel

Clinton Motel
Clinton
United States
Selena
￥12,032
￥13,837 total
includes taxes & fees
Sep 16 - Sep 17
Clinton Motel
Exterior
Room, 1 King Bed | WiFi (free), bed sheets
Double Room, 2 Double Beds | WiFi (free), bed sheets
Exterior

17. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
￥10,599
￥12,189 total
includes taxes & fees
Sep 21 - Sep 22
Lamplighter Motel - Clinton, Connecticut
Lobby
Desk, laptop workspace, blackout drapes, iron/ironing board
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Lobby sitting area

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Michael
￥15,538
￥17,868 total
includes taxes & fees
Oct 5 - Oct 6
Quality Inn Old Saybrook - Westbrook
Property grounds
Desk, iron/ironing board, WiFi (free), bed sheets
Exterior
Miscellaneous

19. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
￥12,533
￥14,413 total
includes taxes & fees
Sep 20 - Sep 21
Pier Blue Inn Old Saybrook - Essex
Building design
Lobby lounge
Outdoor pool
Free daily continental breakfast

20. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
￥49,272
￥56,292 total
includes taxes & fees
Oct 11 - Oct 12
Sag Harbor Inn
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Stay near popular Greenport West attractions

Kontokosta Winery

9.2/10 (48 reviews)
You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area.
See properties

East End Seaport Maritime Museum

9.0/10 (9 reviews)
You can spend time browsing the exhibits at East End Seaport Maritime Museum in Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries.
See properties

Railroad Museum of Long Island

9.0/10 (7 reviews)
You can spend time studying the exhibits at Railroad Museum of Long Island during your travels in Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries.
See properties

Learn more about Greenport West

Head to sights like Kontokosta Winery and 67 Steps Beach as you discover Greenport West.

See all hotels in Greenport West
A coastal landscape with a sandy beach, clear blue water, and a distant lighthouse.

Top Greenport West Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Clean room, staff was lovely"
Nicole 2-night trip
Posted 1 hour ago
Sound View Greenport
Budget Host East End

Budget Host East End

8/10 Good
"Walking distance to Main Street"
Elizabeth 1-night trip
Posted 7 hours ago
Budget Host East End
North Fork Resort

North Fork Resort

10/10 Excellent
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
Harold 1-night trip
Posted 9 hours ago
North Fork Resort
Zey Hotel

Zey Hotel

10/10 Excellent
"My Husband Phil & I had the Best Stay. Very Quaint Hotel, just a couple of blocks from waterfront.Absolutely spotless, so many sitting areas, Coffee, tea water and ice available 24-7. Our room was spotless, decorated so well. We also had a balcony. James and all staff were so Pleasant and so accommodating. Can't wait to return for another stay. Thank you James .. Phil & Jenn"
Jennifer 1-night trip
Posted 10 hours ago
Zey Hotel
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Our stay was filled with quietness set in a backdrop of beautiful blue skies enveloping the peconic bay. What a great place to come apart and forget about the stress of the week, relax and unwind. My husband and I were pleased with our stay. Everyone was ao friendly and helpful Mario was very attentive to our requests. Thenk you, Mario! A few suggestions: . Blinds at the living room sliding window in addition to the curtains to create more privacy . A microwave in the rooms since the stove/oven is not hooked up . Possibly changing your WIFI provider to ensure the TV works without buffering interruption Thank you so much. We recommend this hotel for anyone wanting to come apart and rest in serenity."
Nina 3-night trip
Posted 1 day ago
The Shoals Suites and Slips
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great location"
Jordan 2-night trip
Posted 1 day ago
The Harbor Front Inn
Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"We stayed here due to a wedding so unit was clean convenient and priced well and we had a lovely time. Staff was great and the parking was easy !"
jonathan 2-night trip
Posted 1 day ago
Sea Crest Resort
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

10/10 Excellent
"We had a great time at the beach! The communication was easy, the house was as advertised with wonderful views and lots of privacy and quiet, and we were easy walking distance into the village of Greenport."
Anonymous traveler 2-night trip
Posted 1 day ago
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 1 day ago
Faraway Sag Harbor

More cheap stays in Greenport West

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
￥12,533
￥14,413 total
Sep 20 - Sep 21
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
￥13,262
￥15,252 total
Oct 5 - Oct 6
includes taxes & fees
Sleep Inn & Suites Niantic North
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
￥13,671
￥15,618 total
Sep 16 - Sep 17
includes taxes & fees
6.8/10 (884 reviews)
Budget Host East End
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
￥15,538
￥17,868 total
Oct 5 - Oct 6
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
￥18,394
￥24,871 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
￥32,624
￥37,272 total
Oct 13 - Oct 14
includes taxes & fees
The Hampton Maid

Frequently asked questions

What's the best place for a stay in Greenport West?
Based on our traveler data, North Fork Resort is one of the top choices for your stay. This cottage offers free parking and private patios. Other good options for your stay include Silver Sands Motel & Beach Bungalows and Cliffside Resort Condominiums. See all available top hotels, or vacation rentals in Greenport West.
What are some of the best vacation rentals that Greenport West has to offer?
New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Greenport West is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Greenport West.
If I need to cancel my hotel reservation in Greenport West, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Greenport West.
Where can I learn more about changing or cancelling my trip to Greenport West?
To find more details about changing or cancelling your trip to Greenport West, head over to our customer service page.
What's the best pet-friendly hotel in Greenport West?
Hotel Moraine is a top dog-friendly hotel, and offers a private beach along with LED TVs for its human guests. Beach lodge with private beach-2.5 acres of quiet nature,4 beds, chef's kitchen is another good choice for a stay with your pet. See more pet-friendly hotel accommodations in Greenport West.
What's the best place for a beach vacation in Greenport West?
Silver Sands Motel & Beach Bungalows is a top beachfront hotel with 3 restaurants and a full-service spa, and it's located close to Sunset Beach. Hotel Moraine is another good choice for your stay near the beach. See more stays near the beach in Greenport West.
What's the best golf hotel in Greenport West?
Harbor Knoll Bed & Breakfast is a top B&B that has an adjacent golf course and features private pools. You can tee off at Island's End Golf and Country Club during your trip. See more golf hotels in Greenport West.
What are some hotels with pools in Greenport West?
Hotel Moraine is a top hotel with a seasonal outdoor pool, a private beach, and free breakfast. View all hotels with pools in Greenport West.
What is the best spa hotel in Greenport West?
Silver Sands Motel & Beach Bungalows is a top spa hotel featuring 3 restaurants and a private beach. Spend an afternoon at The Salt Marsh Wellness Sanctuary where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Greenport West.
What's it like staying in Greenport West?
Visitors are sure to enjoy all that Greenport West has to offer. In Greenport West, there are 62 hotels and other accommodations to choose from. Find out more about Greenport West.
What should I see while I'm in Greenport West?
Favorite places to visit include Kontokosta Winery, 67 Steps Beach, and Safe Harbor Stirling. A couple of additional sights to add to your agenda are Island's End Golf and Country Club and Norman E. Klipp Marine Park. Check out what more to see and do in Expedia's Greenport West guide.
What's the weather like in Greenport West?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Greenport West is 57 inches.

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