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

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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Our top choices for Greenport West hotels

A beachside outdoor seating area with white Adirondack chairs and a fire pit.

1. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $304
CA $347 total
includes taxes & fees
Dec 1 - Dec 2
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, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $236
CA $425 total
includes taxes & fees
Nov 15 - Nov 16
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, (72 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $434
CA $496 total
includes taxes & fees
Nov 8 - Nov 9
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, (765 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $213
CA $284 total
includes taxes & fees
Nov 17 - Nov 18
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (443 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $190
CA $217 total
includes taxes & fees
Nov 19 - Nov 20
Zey Hotel
The entrance to The Harbor Front Inn with a double door and the address number 209.

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is CA $174
CA $239 total
includes taxes & fees
Nov 29 - Nov 30
The Harbor Front Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

7. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is CA $259
CA $331 total
includes taxes & fees
Nov 5 - Nov 6
The Shoals Suites and Slips
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

8. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (76 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is CA $253
CA $289 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (195 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 CA $386
CA $504 total
includes taxes & fees
Dec 3 - Dec 4
The Menhaden
A cozy interior with a bar area, seating, and a fireplace.

10. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is CA $263
CA $331 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
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 CA $258
CA $295 total
includes taxes & fees
Nov 19 - Nov 20
House on Chase Creek
A modern interior with a central water feature, shelves with products, and a clothing rack.

12. 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 CA $351
CA $457 total
includes taxes & fees
Nov 19 - Nov 20
American Beech Hotel
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

13. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (684 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is CA $306
CA $350 total
includes taxes & fees
Nov 8 - Nov 9
Sag Harbor Inn
A parking lot with a building in the background.

14. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (346 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 CA $109
CA $125 total
includes taxes & fees
Nov 5 - Nov 6
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.

15. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is CA $199
CA $227 total
includes taxes & fees
Nov 8 - Nov 9
The Bentley Hotel Southampton
A pool area with umbrellas, potted plants, and a pathway leading to a building.

16. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $447
CA $561 total
includes taxes & fees
Nov 19 - Nov 20
Faraway Sag Harbor
A sign for Pier Blue Guesthouse with a logo and name.

17. 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, (1,002 reviews)
"Staff was friendly. Grounds very well kept. But rooms are very dated."
United States
Kevin
The price is CA $109
CA $125 total
includes taxes & fees
Nov 5 - Nov 6
Pier Blue Inn Old Saybrook - Essex
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

18. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,005 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is CA $227
CA $286 total
includes taxes & fees
Nov 10 - Nov 11
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,004 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
The price is CA $136
CA $156 total
includes taxes & fees
Nov 29 - Nov 30
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.

20. 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 CA $310
CA $411 total
includes taxes & fees
Dec 3 - Dec 4
The Sagaponack
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
"Enjoyed one-night stay there a lot. will be back for sure."
Z. John 1-night trip
Posted 21 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 CA $109 per night from Nov 5 to Nov 6
CA $109
CA $125 total
Nov 5 - Nov 6
includes taxes & fees

Hotels in Greenport West with star rating

Frequently asked questions

What is the best area to stay in Greenport West?
The best area to stay in Greenport West is in the village centre, particularly around Main Street and Front Street.

This area is the heart of Greenport West, offering a convenient and enjoyable base for your stay. You'll find a delightful mix of boutiques, art galleries, and acclaimed restaurants, many of which are situated along Main Street and Front Street. The village's waterfront is easily accessible from here, providing lovely views and opportunities for strolls.

Couples will find the village centre particularly appealing. It offers a relaxed yet refined atmosphere with plenty of upscale dining options and wine bars for evening entertainment. The proximity to the ferry terminal also makes it easy to explore nearby Shelter Island for a romantic day trip.

For solo travellers, the village centre provides a welcoming environment with a good selection of independent shops and cafes.
When is the best time to go to Greenport West?
The best time to go to Greenport West is during the late spring (May to June) and early autumn (September to October) for pleasant weather and fewer crowds.

During these shoulder seasons, you'll find the weather is comfortably mild, ideal for exploring the village on foot or enjoying a boat trip without the intense heat of summer. The vineyards are either budding with new growth or showcasing beautiful autumnal colours, offering scenic views for wine tasting. Many local restaurants and shops are open, but you'll avoid the peak season rush, allowing for a more relaxed experience.

Summer (July to August) is also a popular time, especially for families, thanks to the warm weather great for beach activities and water sports. However, the village can get very busy, and prices for accommodation and activities are at their highest. If you're planning a summer visit, booking well in advance is essential.

For those looking for a quieter, more reflective trip, the winter months (November to April) offer a different kind of charm. While some businesses may have reduced hours or be closed, you'll find cosy cafes and a peaceful atmosphere.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Greenport West.
How much is the nightly rate at a Greenport West hotel?
Prices for hotels in Greenport West often vary, but you can find a great deal from CA $102 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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