Compare Cheap 4 Star Hotels

Name: Montauk Oceanside Suites
Price range: $165

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Cheap Shelter Island Hotels

Hyatt Place Long Island East End

451 East Main Street, Riverhead, NY

$118

includes taxes & fees

$103 per night

Jan 12 - Jan 13

Free Cancellation

Reserve now, pay when you stay

19.5 mi from city center

With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, just a 5-minute walk from Suffolk Theater and 6 minutes by foot from All Star Bowling.

Pool

Pet friendly

Montauk Manor

236 Edgemere St., Montauk, NY

$169

includes taxes & fees

$148 per night

Jan 6 - Jan 7

20.31 mi from city center

With a stay at Montauk Manor in Montauk, you'll be near the beach, just a 3-minute walk from Shadmoor State Park and 14 minutes by foot from The Hamptons Beaches.

Pool

Hot Tub

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

$93

includes taxes & fees

$81 per night

Jan 9 - Jan 10

Free Cancellation

Reserve now, pay when you stay

17.34 mi from city center

A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, a 5-minute drive from Essex Steam Train and 5 minutes from Essex Library.

Pool

Breakfast included

Saybrook Point Resort & Marina

2 Bridge St, Old Saybrook, CT

$325

includes taxes & fees

$285 per night

Jan 12 - Jan 13

Free Cancellation

Reserve now, pay when you stay

14.87 mi from city center

With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be a 4-minute walk from Connecticut River and within a 5-minute drive of General William Hart House.

Pool

Hot Tub

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook, CT

$210

includes taxes & fees

$182 per night

Jan 5 - Jan 6

Free Cancellation

Reserve now, pay when you stay

15.59 mi from city center

With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets.

On private beach

Pool

Sound View Greenport

58775 County Rd 48, Greenport, NY

$205

includes taxes & fees

$180 per night

Jan 20 - Jan 21

3.59 mi from city center

When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.

On private beach

Pool

Budget Host East End Hotel in Riverhead

30 Lake Avenue, Riverhead, NY

$112

includes taxes & fees

$98 per night

Jan 7 - Jan 8

Free Cancellation

Reserve now, pay when you stay

19.98 mi from city center

A stay at Budget Host East End Hotel in Riverhead places you in the heart of Riverhead, within a 10-minute walk of All Star Bowling and Suffolk Theater.

Pool

Parking included

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk, NY

$411

includes taxes & fees

$360 per night

Feb 3 - Feb 4

18.43 mi from city center

Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State Park.

On private beach

Pool

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT

$104

includes taxes & fees

$90 per night

Jan 7 - Jan 8

Free Cancellation

Reserve now, pay when you stay

15.48 mi from city center

Located in Old Saybrook (Saybrook Manor), Pier Blue Inn Old Saybrook - Essex is within a 5-minute drive of Chalker Beach and Saybrook Country Barn.

Pet friendly

Parking included

The Harbor Front Inn

209 Front St, Greenport, NY

$194

includes taxes & fees

$170 per night

Jan 20 - Jan 21

2.61 mi from city center

When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.

Pool

Breakfast included

Baron's Cove

31 West Water Street, Sag Harbor, NY

5.06 mi from city center

With a stay at Baron's Cove in Sag Harbor, you'll be near the beach, just a 2-minute walk from The Hamptons Beaches and 7 minutes by foot from Bay Street Theatre.

Pool

Spa

Montauk Oceanside Suites

115 South Emerson Avenue, Montauk, NY

$165

includes taxes & fees

$146 per night

Jan 5 - Jan 6

20.69 mi from city center

When you a stay at Montauk Oceanside Suites in Montauk, you'll be near the beach, just steps from South Edison Beach and The Hamptons Beaches.

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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.

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Shelter Island hotels essential information

Accommodation	4,666 hotels
Lowest Price	$93
Highest Price	$411
Popular hotels	Hyatt Place Long Island East End, Montauk Manor, Quality Inn Old Saybrook - Westbrook, Saybrook Point Resort & Marina, Water's Edge Resort & Spa, Sound View Greenport, Budget Host East End Hotel in Riverhead, Gurney's Montauk Resort & Seawater Spa, Pier Blue Inn Old Saybrook - Essex, The Harbor Front Inn, Baron's Cove, Montauk Oceanside Suites