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

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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Greenport West hotels

A wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.

1. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (184 reviews)
"Everything was immaculate and staff were fantastic. Lots of small details that made the stay especially lovely."
United States
Gaurav
The price is ļæ„37,775
ļæ„43,159 total
includes taxes & fees
Nov 3 - Nov 4
Silver Sands Motel & Beach Bungalows
A balcony with a view of the ocean, a lawn, and a house in the background.

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ļæ„26,514
ļæ„47,696 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (70 reviews)
"Everything was perfect šŸ’ž"
United States
Altynai
The price is ļæ„48,723
ļæ„55,666 total
includes taxes & fees
Oct 28 - Oct 29
North Fork Resort
A spacious room with wicker furniture, large windows, and a view of the sea.

4. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is ļæ„25,374
ļæ„33,488 total
includes taxes & fees
Nov 22 - Nov 23
Sound View Greenport
The entrance to The Harbor Front Inn with a double door and the address number 209.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (668 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service ā€” I really enjoyed my stay!"
United States
Antrii
The price is ļæ„20,877
ļæ„28,331 total
includes taxes & fees
Nov 18 - Nov 19
The Harbor Front Inn
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

6. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (193 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is ļæ„51,595
ļæ„65,222 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden
A cozy interior with a bar area, seating, and a fireplace.

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ļæ„33,309
ļæ„41,967 total
includes taxes & fees
Oct 29 - Oct 30
Oyster Estate
A two-story house with a balcony, outdoor seating area, and a variety of plants.

8. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (439 reviews)
"We had a great experience at the Zey Hotel. Our room was perfect with a cute balcony we could use. The staff was extremely helpful & welcoming. Will definitely stay again!"
United States
sacha
The price is ļæ„22,962
ļæ„26,235 total
includes taxes & fees
Oct 29 - Oct 30
Zey Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

9. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (348 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is ļæ„27,827
ļæ„35,714 total
includes taxes & fees
Oct 28 - Oct 29
The Shoals Suites and Slips
A modern living room with a glass table, white chairs, a sofa, and a coffee table.

10. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is ļæ„39,343
ļæ„51,223 total
includes taxes & fees
Nov 4 - Nov 5
American Beech Hotel
A serene landscape with a calm body of water reflecting trees with autumn foliage.

11. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is ļæ„28,999
ļæ„33,131 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
An outdoor patio area with string lights, tables, chairs, and a fire pit.

12. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (73 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ļæ„26,833
ļæ„30,657 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
Front of property - evening/night

13. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 reviews)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is ļæ„53,428
ļæ„61,041 total
includes taxes & fees
Oct 31 - Nov 1
Shelter Island House
A waterfront property with a large house, multiple boats docked, and lush greenery.

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ļæ„34,355
ļæ„39,250 total
includes taxes & fees
Nov 2 - Nov 3
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (319 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is ļæ„50,318
ļæ„63,237 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,008 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is ļæ„28,839
ļæ„35,871 total
includes taxes & fees
Nov 8 - Nov 9
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 reviews)
"Convenient location great breakfast"
United States
Amy
The price is ļæ„15,201
ļæ„17,481 total
includes taxes & fees
Nov 17 - Nov 18
Quality Inn Old Saybrook - Westbrook
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

18. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is ļæ„30,442
ļæ„41,053 total
includes taxes & fees
Oct 28 - Oct 29
The Sagaponack
A parking lot with a building in the background.

19. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (344 reviews)
"Loved this place. Perfect for a one night stay. What I loved most though, was how clean and fresh the linens were."
United States
Kalev
The price is ļæ„12,236
ļæ„14,071 total
includes taxes & fees
Oct 28 - Oct 29
Clinton Motel
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

20. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (607 reviews)
"great spot to stay,"
United States
Armando
The price is ļæ„22,589
ļæ„25,808 total
includes taxes & fees
Nov 2 - Nov 3
The Bentley Hotel Southampton
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.
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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

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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"A wonderful getaway. It was lovely. The room was beautiful with a fireplace they came and started for us. We had a balcony over looking the marina, and river. The sunrises were amazing. Great places to walk or take a resort bike. We were there in October and it was great. I will take out of season any day. Old Saybrook is a treasure."
Dana 2-night trip
Posted 13 hours ago
Saybrook Point Resort & Marina

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
The price is ļæ„12,818 per night from Nov 3 to Nov 4
ļæ„12,818
ļæ„14,741 total
Nov 3 - Nov 4
includes taxes & fees

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 66 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 70Ā°F, while the coldest months are January and February with an average of 38Ā°F. Average annual precipitation for Greenport West is 57 inches.

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