Find hotels in South Jamesport, NY from £78

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for South Jamesport hotels

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is £239
includes taxes & fees
13 Feb - 14 Feb
Wainscott Woods Retreat

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is £106
includes taxes & fees
13 Feb - 14 Feb
Sea Haven Resort Motel

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (70 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is £118
includes taxes & fees
13 Feb - 14 Feb
Hampton Bays Hotel on Main

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688 reviews)
"Great place to stay"
United States
Mitchell
The Hampton Maid

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (296 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is £272
includes taxes & fees
13 Feb - 14 Feb
Zey Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (196 reviews)
"Very nice and very clean."
United States
Daniel
The price is £159
includes taxes & fees
18 Feb - 19 Feb
American Beech Hotel

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (224 reviews)
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is £152
includes taxes & fees
15 Mar - 16 Mar
The Sagaponack

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is £87
includes taxes & fees
16 Feb - 17 Feb
House on Chase Creek

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (141 reviews)
"Our second home :)"
United States
olivia
The price is £415
includes taxes & fees
18 Feb - 19 Feb
Topping Rose House

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (176 reviews)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is £215
includes taxes & fees
17 Feb - 18 Feb
The Menhaden

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is £92
includes taxes & fees
13 Feb - 14 Feb
Southampton Long Island Hotel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148 reviews)
"Great spot!"
United States
Keith
Harpoon House

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (221 reviews)
"Everything was excellent. Rooms were upgraded and were lovely, everything sparkling clean, staff most helpful. The breakfast was great. Would recommend and would stay again. "
United States
Patricia
The price is £251
includes taxes & fees
16 Feb - 17 Feb
Bridgehampton Inn

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows

Three Ducks

Three Ducks
2.0 star property
Westhampton
9.2 out of 10, Wonderful, (14 reviews)
"Great room accomodations"
United States
Leslie
The price is £162
includes taxes & fees
15 Mar - 16 Mar
Three Ducks

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (610 reviews)
"Nice place"
United States
Mateusz
The price is £146
includes taxes & fees
15 Mar - 16 Mar
Sound View Greenport

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (566 reviews)
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
United States
Pamela
The price is £126
includes taxes & fees
17 Feb - 18 Feb
The Harbor Front Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is £82
includes taxes & fees
15 Feb - 16 Feb
Hamlet Inn
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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular South Jamesport attractions

Learn more about South Jamesport

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

Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Top South Jamesport Hotel Reviews

More cheap stays in South Jamesport

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 £78 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.

Explore a world of travel with Expedia