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Our top choices for South Jamesport hotels

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (259 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is CA $712
CA $932 total
includes taxes & fees
Jun 30 - Jul 1
The Sagaponack

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (92 reviews)
"Adorable boutique hotel!"
United States
Julianne
The price is CA $1,216
CA $1,389 total
includes taxes & fees
Jun 16 - Jun 17
A Room At The Beach

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
"Amazing"
United Kingdom
Ming Da
The price is CA $1,282
CA $1,470 total
includes taxes & fees
Jun 28 - Jun 29
Topping Rose House

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is CA $1,210
CA $1,521 total
includes taxes & fees
Jun 22 - Jun 23
Faraway Sag Harbor

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (628 reviews)
"Great location, room was spacious with great outlook and breakfast was perfect!"
Australia
Jennifer
The price is CA $600
CA $686 total
includes taxes & fees
Jun 29 - Jun 30
Sag Harbor Inn

Southampton Village Motel

Southampton Village Motel
2.5 star property
Southampton
9.2 out of 10, Wonderful, (54 reviews)
"Dianna is a lovely sweet lady ! Great stay. "
United States
Lucas
The price is CA $598
CA $684 total
includes taxes & fees
Jun 22 - Jun 23
Southampton Village Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (160 reviews)
"Hotel staff were more than a accommodating, the rooms were unique ,warm and welcoming, Voss waters and expresso in the room . Bedding was marvelous and the bright walk-in glass showers were clean and spacious. The hotel is Steps away from delicious food options while youe neighborhood Starbucks and CVS around the corner. Definitely would stay again ! Amazing place. Full of charm you would expect from a 400 year old property."
United States
VINCENT M
The price is CA $573
CA $655 total
includes taxes & fees
Jun 28 - Jun 29
Harpoon House

Capri

Capri
3.5 star property
Southampton
6.6 out of 10, (247 reviews)
"The Capri hotel is an awesome place to stay, it is fun, clean and is completely updated and so comfortable! The staff is super nice and helpful, and I would highly recommend it!! "
United States
THEO
The price is CA $1,001
CA $1,214 total
includes taxes & fees
Jul 7 - Jul 8
Capri

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (575 reviews)
"A+ stay"
United States
Stephen
The price is CA $562
CA $680 total
includes taxes & fees
Jul 5 - Jul 6
Southampton Inn

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is CA $386
CA $441 total
includes taxes & fees
Jun 16 - Jun 17
House on Chase Creek

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (38 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is CA $306
CA $350 total
includes taxes & fees
Jun 22 - Jun 23
West Neck Guesthouse

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (37 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is CA $726
CA $830 total
includes taxes & fees
Jun 16 - Jun 17
The Chequit

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (58 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is CA $442
CA $505 total
includes taxes & fees
Jun 21 - Jun 22
Shelter Island House

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (210 reviews)
"nice stay"
United States
William
The price is CA $418
CA $499 total
includes taxes & fees
Jun 28 - Jun 29
Southampton Long Island Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (200 reviews)
"Great location! Very clean! "
United States
Elizabeth
The price is CA $401
CA $514 total
includes taxes & fees
Jun 16 - Jun 17
American Beech Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (326 reviews)
"Loved the stay"
United States
Elena
The price is CA $227
CA $259 total
includes taxes & fees
Jun 29 - Jun 30
Zey Hotel

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (610 reviews)
"Beautiful room in Greenport , NY"
United States
June
The price is CA $520
CA $666 total
includes taxes & fees
Jun 28 - Jun 29
The Harbor Front Inn

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (183 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is CA $581
CA $720 total
includes taxes & fees
Jun 21 - Jun 22
The Menhaden

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (87 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is CA $779
CA $979 total
includes taxes & fees
Jun 29 - Jun 30
The Pridwin Hotel

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (154 reviews)
"Lovely lodging"
United States
Timothy
The price is CA $713
CA $814 total
includes taxes & fees
Jun 16 - Jun 17
Silver Sands Motel & Beach Bungalows
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 South Jamesport attractions

Learn more about South Jamesport

South Jamesport is calling! Discover its beaches, sunsets, oceanfront, and more.

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Hotels in South Jamesport with star rating

Frequently asked questions

What is the best area to stay in South Jamesport?
The best area to stay in South Jamesport is along the Main Road, specifically the stretch near the waterfront.

This area is the heart of South Jamesport, offering direct access to the Peconic Bay. The Main Road is where you'll find charming local eateries, quaint shops, and a relaxed, unhurried pace of life. It's an ideal spot for those looking to enjoy the natural beauty of the North Fork.

Couples seeking a romantic getaway will appreciate the serene environment and beautiful bay views. Many accommodations in this part of South Jamesport offer private beach access or are just a short stroll from the water, great for tranquil walks or enjoying a sunset. The local vineyards are also easily accessible from here, making it convenient for wine tasting tours.

Families will also find this area suitable due to its access to the bay, which provides opportunities for swimming, kayaking, and paddleboarding.
When is the best time to go to South Jamesport?
The best time to visit South Jamesport is during the summer months, from June to August, when the weather is warm and sunny, great for enjoying the area's outdoor activities.

During this period, visitors can fully appreciate the nearby beaches, such as those at the South Jamesport Beach Park, and partake in water sports on Peconic Bay. The local vineyards and farm stands are also in full swing, offering fresh produce and wine-tasting experiences that are best enjoyed in pleasant weather. This makes it an ideal time for couples looking for a relaxing escape with opportunities for scenic drives and culinary delights.

Families often find late spring (May) or early autumn (September) equally appealing. The weather is still very agreeable, but the crowds are smaller, and accommodation prices can be more favourable.
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 South Jamesport.
How can I save on a South Jamesport hotel booking with Expedia?
Members always get our best prices. Find our best South Jamesport hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a South Jamesport hotel?
Prices for hotels in South Jamesport often vary, but you can find a great deal from CA $180 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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