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Find hotels in Shelter Island Heights, NY from $65

Check Shelter Island Heights hotel prices

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May 21 - May 22
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Compare 4,831 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Everything was exquisite! "
The price is $269
$338 total
includes taxes & fees
May 22 - May 23
The Pridwin Hotel
Seasonal outdoor pool
Hotel Moraine
2.0 star property
10.0 out of 10, Exceptional, (12)
"Beautiful hotel, great location. Wish someone was at the front desk all night though."
The price is $418
$549 total
includes taxes & fees
May 22 - May 23
Hotel Moraine
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters
The Homestead
3.0 star property
10.0 out of 10, Exceptional, (63)
"Excellent accommodations and Host. "
The price is $331
$368 total
includes taxes & fees
May 22 - May 23
The Homestead
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Front of property
Captain Stannard B&B Country Inn
3.0 star property
9.6 out of 10, Exceptional, (169)
"Excellent place. We had a good time. "
The price is $179
$199 total
includes taxes & fees
May 22 - May 23
Captain Stannard B&B Country Inn
Property entrance
The Menhaden
3.5 star property
9.6 out of 10, Exceptional, (95)
"Cute property, good location, cozy rooms…but the rooms are rather small for the price."
The price is $251
$326 total
includes taxes & fees
May 27 - May 28
The Menhaden
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (76)
"great room, great size, clean, nice.....just not a fan of the weighted blankets on the beds! "
The price is $295
$362 total
includes taxes & fees
May 22 - May 23
The Shoals Suites and Slips
Private beach, sun loungers, beach umbrellas, beach towels
Silver Sands
2.5 star property
9.6 out of 10, Exceptional, (42)
"We absolutely loved our stay at Silver Sands. The vibe was amazing! The retro styling and overall ambience sets the tone for a relaxing and unforgettable get away. The staff was professional and incredible friendly. The attention to detail was phenomenal. I highly recommended having breakfast at their dinner as well. Trust me you can't go wrong if you stay at Silver Sands."
The price is $445
$508 total
includes taxes & fees
Jun 5 - Jun 6
Silver Sands
Exterior
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1000)
"Beautiful property. Excellent food, views, staff."
The price is $252
$309 total
includes taxes & fees
May 28 - May 29
Saybrook Point Resort & Marina
Property grounds
Greenporter Hotel
2.0 star property
9.4 out of 10, Exceptional, (51)
"Enjoyed the courtyard."
The price is $159
$190 total
includes taxes & fees
May 27 - May 28
Greenporter Hotel
Front of property - evening/night
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (244)
"Very special: comfortable and relaxing. Gorgeous views. Caring staff."
The price is $280
$322 total
includes taxes & fees
May 29 - May 30
Madison Beach Hotel
Property grounds
Inn at Harbor Hill Marina
3.5 star property
9.2 out of 10, Wonderful, (1000)
"Everything was perfect and as expected. "
The price is $199
$229 total
includes taxes & fees
May 22 - May 23
Inn at Harbor Hill Marina
Exterior
The Rams Head Inn
3.0 star property
9.2 out of 10, Wonderful, (7)
"It's traditional, quaint, serene, and the air is fresh"
The price is $207
$236 total
includes taxes & fees
May 28 - May 29
The Rams Head Inn
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (181)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is $186
$256 total
includes taxes & fees
May 27 - May 28
Cliffside Resort Condominiums
Reception
American Beech Hotel
3.5 star property
9.0 out of 10, Wonderful, (152)
"A beautiful and very relaxing place to stay. Really appreciated the little touches like a breakfast basket delivered to your doorstep in the morning! Very friendly and helpful staff too. Perfect place for a Long Island getaway! "
The price is $229
$291 total
includes taxes & fees
May 27 - May 28
American Beech Hotel
Balcony view
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (353)
"We had a wonderful stay in April 2024. The staff was very welcoming and friendly. The room was very clean- the bathroom was very up to date. This was our second stay at harborfront. We would stay agsin, for sure."
The price is $229
$292 total
includes taxes & fees
May 28 - May 29
The Harbor Front Inn
Exterior
Water's Edge Resort & Spa
3.5 star property
8.6 out of 10, Excellent, (1000)
"Hot tub area and sauna could use some updating, the pillows in the room were extremely uncomfortable. Everything else was good. "
The price is $254
$304 total
includes taxes & fees
Jun 9 - Jun 10
Water's Edge Resort & Spa
Breakfast and dinner served
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (455)
"The room was large, very nice and clean. "
The price is $209
$240 total
includes taxes & fees
May 22 - May 23
Copper Beech Inn
Interior entrance
Comfort Inn Guilford near I-95
2.5 star property
8.6 out of 10, Excellent, (667)
"overall not bad. older place but clean"
The price is $98
$112 total
includes taxes & fees
Jun 4 - Jun 5
Comfort Inn Guilford near I-95
Lobby sitting area
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (427)
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
The price is $259
$331 total
includes taxes & fees
May 28 - May 29
Sound View Greenport
Indoor pool, a heated pool
Sleep Inn & Suites Niantic
2.5 star property
8.4 out of 10, Very Good, (1001)
"Easy off highway for a good price "
The price is $84
$97 total
includes taxes & fees
Jun 4 - Jun 5
Sleep Inn & Suites Niantic
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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.

More cheap stays in Shelter Island Heights

Motel 6 Niantic, CT - New London

Motel 6 Niantic, CT - New London

269 Flanders Rd, Niantic, CT
The price is $65 per night from May 22 to May 23
$65
$75 total
includes taxes & fees
May 22 - May 23
7.2/10 Good! (1,001 reviews)

Stay near popular Shelter Island Heights attractions

Image for Sunset Beach

Sunset Beach

4.5/5(9 reviews)

Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

See properties
Sunset Beach

Shelter Island Heights Travel Info

Number of reviews
3,795
Accommodation
4,831 hotels
Highest price
$418
Lowest price
$65
Reasons to visit
67 Steps Beach, Kontokosta Winery and Pindar Vineyards
Hotels with nearby beaches
58
Hotels with golf
24

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?

The Pridwin Hotel is ranked highly by Expedia customers. This hotel offers a private beach and a restaurant. Other top choices based on reviews include House on Chase Creek and The Chequit. See all available top hotels, or vacation rentals in Shelter Island Heights.

What's the top vacation rental in Shelter Island Heights?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: Visitors like this Shelter Island Heights vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Shelter Island Heights.

If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.

Where can I learn more about changing or cancelling my trip to Shelter Island Heights?

For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.

What's the best place to stay for a family trip to Shelter Island Heights?

The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your family trip. Attractions in the area like Railroad Museum of Long Island and Peconic Bay Winery are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.

What's the best hotel for couples in Shelter Island Heights?

The Pridwin Hotel is a favorite hotel for couples, and features premium bedding and bathrobes. See all romantic hotels in Shelter Island Heights.

What's the best pet-friendly hotel in Shelter Island Heights?

The Rams Head Inn is a top dog-friendly inn, and offers 2 restaurants along with free WiFi for its human guests. The Chequit is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.

Where is the best hotel to stay near Sunset Beach?

Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.

What about the best place to stay close to Crescent Beach?

One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.

What's the best hotel to stay near the beach in Shelter Island Heights?

The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free WiFi, located within a short 1-minute walk of Crescent Beach. See more stays near the beach in Shelter Island Heights.

What's the best hotel for a golf vacation in Shelter Island Heights?

House on Chase Creek is a top guesthouse that has an adjacent golf course and features free WiFi. Another good choice is Shelter Island House if you'd like to be close to a golf course while in town. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.

What are some accommodations with pools in Shelter Island Heights?

The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach, and free WiFi. View all hotels with pools in Shelter Island Heights.

Recent reviews of Shelter Island Heights hotels
Expedia verified reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

5/5 Excellent
"Great time beautiful property"
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 19 hours ago
Gurney's Montauk Resort & Seawater Spa