Hotels in Orient Point

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Zey Hotel
Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (300 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
May 10 - May 11
Zey Hotel
Stirling House Bed & Breakfast
Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24 reviews)
Escape to this charming B&B on the bay, offering free breakfast, WiFi, and parking. Just an 11-minute walk from Greenport Station and near local attractions like Greenport Harbor Brewing Company and the Farmers' Market. Enjoy the terrace, bar, and deli.
The price is $503
$575 total
includes taxes & fees
May 15 - May 16
Stirling House Bed & Breakfast
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 $275
$354 total
includes taxes & fees
May 10 - May 11
American Beech Hotel
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (595 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 $212
$293 total
includes taxes & fees
May 20 - May 21
The Harbor Front Inn
North Fork Cottages & RV Resort
North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (12 reviews)
The price is $197
$225 total
includes taxes & fees
May 11 - May 12
North Fork Cottages & RV Resort
The Menhaden
The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (181 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 $389
$484 total
includes taxes & fees
May 11 - May 12
The Menhaden
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 $276
$315 total
includes taxes & fees
May 11 - May 12
House on Chase Creek
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
The price is $186
$256 total
includes taxes & fees
May 11 - May 12
Cliffside Resort Condominiums
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (152 reviews)
The price is $395
$451 total
includes taxes & fees
May 11 - May 12
Silver Sands Motel & Beach Bungalows
Shelter Island House
Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (57 reviews)
Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.
The price is $201
$230 total
includes taxes & fees
May 17 - May 18
Shelter Island House
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 $322
$404 total
includes taxes & fees
May 10 - May 11
The Pridwin Hotel
Sound View Greenport
Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (645 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 $251
$373 total
includes taxes & fees
May 10 - May 11
Sound View Greenport
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (268 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 $242
$302 total
includes taxes & fees
May 11 - May 12
The Shoals Suites and Slips
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,001 reviews)
Immerse yourself in scenic coastal views at this tranquil waterfront resort featuring 2 outdoor pools, an indoor pool, and indulgent spa treatments. The on-site Fresh Salt restaurant and convenient marina create a perfect setting near Fort Saybrook Monument Park.
The price is $349
$426 total
includes taxes & fees
Jun 7 - Jun 8
Saybrook Point Resort & Marina
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (608 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 $255
$291 total
includes taxes & fees
May 10 - May 11
Sag Harbor Inn
The Niantic Inn
The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (158 reviews)
Experience seaside charm at this Connecticut hotel, steps from the train station. Explore nearby Tumbleweeds and Children's Museum, then return to comfortable accommodations. Free WiFi and parking make your stay convenient while daily housekeeping ensures comfort.
The price is $190
$218 total
includes taxes & fees
May 10 - May 11
The Niantic Inn
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, (1,005 reviews)
Tucked beside Old Saybrook Station, this peaceful inn offers comfortable beds and free parking. Explore nearby Chalker Beach or hike local trails before relaxing in clean rooms. Himalaya Café and The Teakettle Cafe are just steps away for tasty meals.
The price is $91
$104 total
includes taxes & fees
May 13 - May 14
Pier Blue Inn Old Saybrook - Essex
Vine & Sand
Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
Soak in North Fork charm at this Southold B&B near Croteaux Vineyards. Enjoy the seasonal outdoor pool, complimentary buffet breakfast, and free bike rentals to explore wine country. The garden and terrace offer peaceful retreats after vineyard adventures.
The price is $361
$412 total
includes taxes & fees
May 10 - May 11
Vine & Sand
Liberty Inn
Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (646 reviews)
Experience peaceful slumber in this quiet hotel near Essex Saybrook Antique Village. Minutes from Ferry Landing State Park, the hotel provides free WiFi and parking. Nearby kayaking adventures and attentive staff create a refreshing coastal getaway.
The price is $89
$102 total
includes taxes & fees
May 13 - May 14
Liberty Inn
Econo Lodge Inn & Suites Old Saybrook Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (472 reviews)
This Old Saybrook motel combines convenience with comfort, just minutes from the train station. Enjoy room service after exploring nearby Tanger Outlets, then unwind in the garden. Each room includes helpful amenities like refrigerators and microwaves.
The price is $81
$93 total
includes taxes & fees
May 18 - May 19
Econo Lodge Inn & Suites Old Saybrook Westbrook
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.

Top landmarks in Orient Point

Learn more about Orient Point

Orient Point is well-known for its attractions such as Orient Point County Park and Orient Beach State Park.

Sunrise at Orient Point

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Frequently asked questions

What accommodations do travelers like in Orient Point?
Can I book a refundable accommodation in Orient Point?
If you need the flexibility to change your travel plans to Orient Point, most hotels offer 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 Orient Point if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 9 vacation homes.
What will the weather in Orient Point be like during my trip?
August and July are typically the warmest months in Orient Point when the average temp is 70°F. January and February are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.
Why should I book my Orient Point hotel through Hotels.com?
There are lots of reasons to book your Orient Point 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.