Photo by Todd Carroll

Hotels in Jamesport

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Check prices for these dates

Tonight
Apr 16 - Apr 17
Tomorrow
Apr 17 - Apr 18
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Where to stay in Jamesport?

Exterior
Wainscott Woods Retreat
Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
This tranquil retreat sits adjacent to a golf course and near Wolffer Estates Vineyard. Enjoy complimentary WiFi and parking while relaxing in the seasonal outdoor pool. A garden and terrace create perfect spots for unwinding after exploring SagPond Vineyards.
The price is $479
$548 total
includes taxes & fees
Apr 17 - Apr 18
Wainscott Woods Retreat
Property entrance
The Sagaponack
The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (241 reviews)
Escape to this charming Wainscott B&B offering a refreshing seasonal outdoor pool and complimentary WiFi and parking. Just a 5-minute drive from stunning Hamptons Beaches and Wolffer Estates Vineyard, with attentive staff praised by past guests.
The price is $179
$240 total
includes taxes & fees
Apr 19 - Apr 20
The Sagaponack
Exterior
A Room At The Beach
A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (92 reviews)
Escape to this tranquil Hamptons motel where the outdoor pool invites endless relaxation. Borrow free bicycles to explore nearby beaches or walk to Bridgehampton Station. The Hamptons Beaches and Natural History Museum are just minutes from your 24-hour attended haven.
The price is $329
$376 total
includes taxes & fees
Apr 19 - Apr 20
A Room At The Beach
Outdoor pool
Topping Rose House
Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (148 reviews)
Indulge in hot stone massages at the full-service spa or savor meals at Topping Rose restaurant. Just a 13-minute walk from Bridgehampton Station with an outdoor pool, fitness center, and bar for a complete luxury escape.
The price is $356
$410 total
includes taxes & fees
Apr 20 - Apr 21
Topping Rose House
Bar (on property)
Bridgehampton Inn
Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (221 reviews)
Immerse in Bridgehampton charm at this inviting inn with restaurant and bar. Just 8 minutes from the train station and close to Hampton Classic Horse Show Grounds. Enjoy complimentary WiFi and parking while friendly staff ensure a memorable Hamptons getaway.
The price is $299
$342 total
includes taxes & fees
Apr 20 - Apr 21
Bridgehampton Inn
Building design
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (596 reviews)
Wake up to complimentary breakfast at this waterfront hotel, just moments from Sag Harbor Whaling Museum. The outdoor pool offers refreshing relaxation after exploring nearby attractions. Free WiFi and parking enhance the value, while the attentive staff ensures a memorable stay.
The price is $225
$257 total
includes taxes & fees
Apr 19 - Apr 20
Sag Harbor Inn
Interior detail
Harpoon House
Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (150 reviews)
Escape to Harpoon House, where 3 stylish bars and a charming café await after a day at nearby Hamptons beaches. Free WiFi and parking complement this retreat, with Southampton Station and local museums just a short walk away.
The price is $191
$219 total
includes taxes & fees
Apr 17 - Apr 18
Harpoon House
Breakfast, lunch, brunch served; local cuisine
Southampton Inn
Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (561 reviews)
Unwind at this peaceful Hamptons retreat near Southampton's shops and beaches. The seasonal pool, 2 bars, tennis court, and local cuisine at Claude's restaurant create the perfect base for exploring. Enjoy free WiFi just minutes from Agawam Park.
The price is $205
$251 total
includes taxes & fees
Apr 26 - Apr 27
Southampton Inn
View from property
House on Chase Creek
House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
Overlooking Chase Creek, this inviting guesthouse sits adjacent to a golf course in tranquil Shelter Island Heights. Free WiFi and parking enhance your stay while the garden and terrace offer peaceful spots to unwind near Shelter Island Country Club.
The price is $123
$140 total
includes taxes & fees
Apr 23 - Apr 24
House on Chase Creek
Desk, free WiFi, bed sheets
Southampton Long Island Hotel
Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (209 reviews)
Dive into vacation mode at this Southampton retreat, just a 10-minute drive from Cooper's Beach. After exploring nearby attractions, cool off in the outdoor pool. Complimentary WiFi and self parking enhance your coastal escape.
The price is $147
$176 total
includes taxes & fees
May 17 - May 18
Southampton Long Island Hotel
Terrace/patio
American Beech Hotel
American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (200 reviews)
Explore Greenport from this stylish inn with its welcoming bar and restaurant. Grab the complimentary bikes to visit nearby Greenport Harbor Brewing Company. The attentive staff and daily housekeeping ensure a carefree stay, just an 8-minute walk from the train station.
The price is $215
$285 total
includes taxes & fees
Apr 19 - Apr 20
American Beech Hotel
Exterior
Zey Hotel
Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (299 reviews)
Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.
The price is $360
$411 total
includes taxes & fees
Apr 19 - Apr 20
Zey Hotel
Lobby lounge
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (583 reviews)
Overlooking Greenport Harbor, this boutique inn combines coastal charm with modern comforts. Just a 3-minute walk from the train station, guests enjoy the seasonal outdoor pool, 24-hour fitness center, and complimentary breakfast while exploring nearby attractions.
The price is $199
$256 total
includes taxes & fees
Apr 19 - Apr 20
The Harbor Front Inn
Property entrance
The Menhaden
The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (179 reviews)
Escape to this stylish Greenport retreat offering free breakfast and WiFi. Relax at the rooftop terrace or grab a drink from the bar before exploring local attractions on complimentary bikes. Only a 3-minute walk from Greenport Station, near Camera Obscura.
The price is $331
$418 total
includes taxes & fees
Apr 30 - May 1
The Menhaden
Terrace/patio
The Pridwin Hotel
The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84 reviews)
Perched on the bay, this coastal retreat offers a private beach, outdoor pool, and spa with hydrotherapy treatments. The seasonal restaurant serves local cuisine while proximity to Crescent Beach and Sunset Beach enhances your island getaway.
The price is $399
$502 total
includes taxes & fees
May 10 - May 11
The Pridwin Hotel
Premium Tent, 1 Queen Bed | Free WiFi, bed sheets
North Fork Cottages & RV Resort
North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
The price is $186
$213 total
includes taxes & fees
Apr 19 - Apr 20
North Fork Cottages & RV Resort
Condo | Terrace/patio
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
The price is $160
$226 total
includes taxes & fees
Apr 29 - Apr 30
Cliffside Resort Condominiums
Restaurant
Hamlet Inn
Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (469 reviews)
This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.
The price is $112
$144 total
includes taxes & fees
Apr 29 - Apr 30
Hamlet Inn
Resort view
Sound View Greenport
Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (633 reviews)
Perched oceanfront in Greenport, this hotel offers a seasonal outdoor pool with poolside bar. Just a short drive from the Railroad Museum and The Old Field Vineyards, enjoy American cuisine at The Halyard restaurant and unwind at 2 welcoming bars.
The price is $199
$313 total
includes taxes & fees
May 3 - May 4
Sound View Greenport
Exterior
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (261 reviews)
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.
The price is $188
$240 total
includes taxes & fees
Apr 19 - Apr 20
The Shoals Suites and Slips
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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Top landmarks in Jamesport

Jason's Vineyard

Travelers might want a tour of Jason's Vineyard, just one of the places to visit in the heart of Jamesport. If you enjoy your tour, head to Clovis Point or Clovis Point Vineyard & Tasting Room, both within a short walk.
See properties

Learn more about Jamesport

Vineyards stretch across the North Fork landscape, where family-owned estates pour generous tastings with stories of maritime terroir. Jason's Vineyard and Macari Vineyards offer intimate tasting rooms that feel worlds away from the Hamptons' glitz. Paddle a kayak across Peconic Bay's glassy waters, where osprey dive for fish against a backdrop of weathered docks. Main Road's antique shops reveal treasures in buildings that have witnessed centuries of coastal life. Harbes Family Farm draws families for seasonal picking and farm-fresh treats. After browsing Suffolk Theater's art deco splendor, head to Meschutt Beach where locals gather for sunset picnics. Hallock State Park Preserve in nearby Northville offers trails through pristine coastal forest that few visitors ever discover.

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Photo by Todd Carroll
Open Photo by Todd Carroll

Check out reviews of Jamesport hotels guests love

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"The hotel is clean"
Devi 1-night trip
Posted 3 hours ago
The Bentley Hotel Southampton

Frequently asked questions

What accommodations do travelers recommend in Jamesport?
Guests like Residence Inn by Marriott New York Long Island East End, The Bentley Hotel Southampton and Hyatt Place Long Island East End.
Can I book a refundable hotel in Jamesport?
If you want the flexibility to change your plans to Jamesport, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Jamesport if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 6 vacation homes.
What will the weather in Jamesport be like during my vacation?
August and July are typically the warmest months in Jamesport when the average temp is 70°F. January and February are the coldest months when the average temperature is 39°F. October and December are the months with the most rain.
Why should I book my Jamesport hotel through Hotels.com?
There are lots of reasons to book your Jamesport trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.