Find hotels in South Jamesport, NY from ฿3,323

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26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for South Jamesport hotels

Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9)
Situated adjacent to fairways, this serene Wainscott hotel offers complimentary WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby Wolffer Estates Vineyard. A garden and terrace create perfect spaces for unwinding in Hamptons tranquility.
"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 ฿11,038
฿12,611 total
includes taxes & fees
3 Jan - 4 Jan 2026
Wainscott Woods Retreat
Exterior
The Rams Head Inn

The Rams Head Inn

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

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
This welcoming motel offers convenient access to The Hamptons Beaches and Cooper's Beach. Enjoy complimentary WiFi and parking, with Meschutt Beach nearby and 24-hour front desk service. Hampton Bays Station is just a 6-minute drive away.
"Great staff"
United States
Douglas
The price is ฿3,720
฿4,761 total
includes taxes & fees
1 Jan - 2 Jan 2026
Sea Haven Resort Motel
Front of property
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is ฿61,991
฿75,074 total
includes taxes & fees
28 Dec - 29 Dec
Canoe Place Waterfront Residences
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
Stylish accommodation near The Hamptons Beaches feature 2 bars/lounges for evening refreshment. Just steps from Hampton Bays Station and minutes from Good Ground Park, this hotel provides free WiFi and cable TV for a comfortable coastal getaway.
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
Escape to this guesthouse on Chase Creek, where a serene golf course setting meets waterfront tranquility. Enjoy convenient self parking and WiFi, plus a welcoming terrace. Shelter Island Country Club and Sylvester Manor await nearby.
" 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 ฿3,236
฿3,697 total
includes taxes & fees
6 Jan - 7 Jan 2026
House on Chase Creek
Porch
Harpoon House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148)
Begin your Hamptons retreat at this charming B&B with 3 bars and a café. Just a short walk from Southampton Station and minutes from historical attractions. The garden and terrace provide peaceful spots to relax after exploring nearby beaches.
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60)
Immerse yourself in coastal luxury at this spa hotel offering 2 bars, a seasonal outdoor pool, and a 24-hour fitness centre. Located near Meschutt Beach with easy access from Hampton Bays Station, enjoy relaxing treatments at the on-site spa after exploring nearby attractions.
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
Property grounds
The Hampton Maid

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688)
Experience coastal charm minutes from The Hamptons Beaches. This motel offers a seasonal outdoor pool and international cuisine at R.AIRE restaurant. With free WiFi, parking, and proximity to Meschutt Beach, guests consistently praise the helpful staff.
"Great place to stay"
United States
Mitchell
The price is ฿8,809
฿10,065 total
includes taxes & fees
27 Dec - 28 Dec
The Hampton Maid
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (215)
Escape to this Wainscott retreat featuring free WiFi and parking. Located only 5 minutes from pristine Hamptons shorelines and Wolffer Estates Vineyard. The attentive staff receives consistent praise while the refreshing outdoor pool enhances summer stays.
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is ฿5,006
฿6,962 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Sagaponack
Beach/ocean view
Stirling House Bed & Breakfast

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
Wake up to a full breakfast at this waterfront retreat in Greenport. Enjoy the terrace views, then walk 11 minutes to the train station or explore nearby attractions like Greenport Harbour Brewing Company and Farmers' Market.
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
Stirling House Bed & Breakfast
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (203)
This Southampton hotel offers a convenient home base with free WiFi and parking. Located within a 10-minute drive of Cooper's Beach, guests can enjoy the outdoor pool after exploring nearby attractions and the cultural museum.
"Good location. Nice people!! "
United States
Theresa
The price is ฿3,573
฿4,261 total
includes taxes & fees
28 Dec - 29 Dec
Southampton Long Island Hotel
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
Set in charming Greenport, this inn offers a restaurant, bar, and free breakfast to start your day. Borrow bicycles to explore nearby attractions like Greenport Harbour Brewing Company, or stroll 8 minutes to the train station. Helpful staff and garden views await.
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ฿7,830
฿10,189 total
includes taxes & fees
28 Dec - 29 Dec
American Beech Hotel
Seasonal outdoor pool
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is ฿15,381
฿17,573 total
includes taxes & fees
11 Jan - 12 Jan 2026
Head of Pond House
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is ฿8,359
฿10,793 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Menhaden
Outdoor pool
Topping Rose House

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (136)
Luxury meets relaxation at this Bridgehampton hotel where hot stone massages and body scrubs rejuvenate. The outdoor pool and fitness centre complement the rooftop terrace, while Topping Rose restaurant serves three daily meals.
"Great rooms, staff and food"
United Kingdom
Alexandra
The price is ฿16,640
฿19,120 total
includes taxes & fees
27 Dec - 28 Dec
Topping Rose House
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (444)
This charming Southampton motel offers a peaceful garden and terrace. Enjoy easy access to Shinnecock Hills Golf Course while rooms provide convenient refrigerators and microwaves. Hiking trails, kayaking, and free WiFi enhance your stay near scenic beaches.
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ฿2,769
฿3,578 total
includes taxes & fees
28 Dec - 29 Dec
Hamlet Inn
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
Discover charming Greenport from this boutique hotel offering free bicycle rentals for local exploration. Unwind at the bar or grab a bite at the café. The harbour brewery and farmers' market are nearby, with the train station just an 8-minute walk away.
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (142)
Soak in bay vistas at this Greenport beach hotel with 2 bars and 3 dining options. After a massage at the full-service spa, grab a complimentary bike to explore nearby Railway Museum and East End Seaport Maritime Museum.
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Outdoor wedding area
Bridgehampton Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (218)
Unwind at this charming inn with easy train access and proximity to Hampton Classic Horse Show Grounds. Enjoy room service, stroll through the lush garden, or relax with a drink at the welcoming bar while friendly staff cater to your needs.
"Great place!!!"
United States
Leslie
The price is ฿9,291
฿10,615 total
includes taxes & fees
29 Dec - 30 Dec
Bridgehampton 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.
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Stay near popular South Jamesport attractions

South Jamesport Park

Why not spend a lazy afternoon at South Jamesport Park during your trip to South Jamesport? Wander the beaches or discover the area's sunsets.
See properties

Learn more about South Jamesport

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

See all hotels in South Jamesport
Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Top South Jamesport Hotel Reviews

Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

10/10 Excellent
"Always beautiful "
Kelly 1-night trip
Posted 9 days ago
Home2 Suites by Hilton Long Island Brookhaven

More cheap stays in South Jamesport

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

30 Lake Avenue Riverhead NY
The price is ฿2,908 per night from 27 Dec to 28 Dec
฿2,908
฿3,323 total
27 Dec - 28 Dec
includes taxes & fees
6.6/10 (782 reviews)

Frequently asked questions

Where is the best place to stay in South Jamesport?
Located 18 mi (28.9 km) from the heart of South Jamesport, Home2 Suites by Hilton Long Island Brookhaven is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are The Bentley Hotel Southampton and Hilton Garden Inn Riverhead. See all available top hotels, or vacation rentals in South Jamesport.
If I need to cancel my hotel reservation in South Jamesport, will I receive a refund?
Yes, most hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in South Jamesport.
What are some accommodation options with pools in South Jamesport?
Home2 Suites by Hilton Long Island Brookhaven: Features a health club, an indoor pool and daily. The Bentley Hotel Southampton and Hilton Garden Inn Riverhead are a couple of other choices that offer an on-site pool. View all hotels with pools in South Jamesport.
What is staying in South Jamesport like?
Visitors can enjoy all that South Jamesport has to offer, including its beaches. This city also attracts tourists with its scenic landscape. In South Jamesport, there are 14 hotels and other accommodation options to choose from. Find out more about South Jamesport.
What should I do while I'm visiting South Jamesport?
A favourite place to visit is South Jamesport Park. You'll also find Jamesport Vineyards and Martha Clara Vineyards in the area. Take a look at what more there is to see and do in Expedia's South Jamesport guide.
What's the weather like in South Jamesport?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for South Jamesport is 1430 mm.