Find 2 Star Hotels in Shelter Island, NY from $75

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Compare Shelter Island 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Property grounds
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, (1001)
"A welcoming place with some nice touches."
United States
Leslie
$79 nightly
The price is $91
Dec 21 - Dec 22
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
$101 nightly
The price is $116
Dec 15 - Dec 16
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$118 nightly
The price is $135
Dec 11 - Dec 12
Total with taxes and fees
The Bentley Hotel Southampton
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (974)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
$138 nightly
The price is $158
Dec 22 - Dec 23
Total with taxes and fees
The Atlantic Hotel
King Ocean Front | Balcony view
Montauk Blue Hotel

Montauk Blue Hotel

2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (187)
"Great location. Spotless and well furnished rooms. Good value."
United States
Hadrien
Montauk Blue Hotel
Reception
Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

2.0 star property
Riverhead
6.6 out of 10, (779)
"Everything was good "
United States
Monica
$104 nightly
The price is $119
Dec 9 - Dec 10
Total with taxes and fees
Budget Host East End Hotel in Riverhead
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$114 nightly
The price is $128
Dec 9 - Dec 10
Total with taxes and fees
Hamlet Inn
Exterior
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, (460)
"🙂"
United States
Jared
$67 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Standard Studio, 1 King Bed, Non Smoking | Premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.2 out of 10, Wonderful, (126)
"Easy parking. Walkable dining and to boardwalk. Quaint shopping."
United States
Kerry
$98 nightly
The price is $113
Dec 15 - Dec 16
Total with taxes and fees
The Niantic Inn
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (708)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
$93 nightly
The price is $106
Dec 22 - Dec 23
Total with taxes and fees
Shorewood Inn
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (287)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
$168 nightly
The price is $192
Jan 1 - Jan 2, 2026
Total with taxes and fees
Daunt's Albatross Motel
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 9 - Dec 10
Total with taxes and fees
Clinton Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
$120 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
Kenny's Tipperary Inn
Studio Unit Upper Oceanfront 'San Remo' | Terrace/patio
Sea Crest Resort

Sea Crest Resort

2.5 star property
Amagansett
9.2 out of 10, Wonderful, (505)
"Perfect location!"
United States
Bernadette
Sea Crest Resort
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
$212 nightly
The price is $242
Dec 9 - Dec 10
Total with taxes and fees
The Hampton Maid
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (76)
"Nice decoration, clean amenities, good stay"
United States
weihao
$166 nightly
The price is $190
Jan 1 - Jan 2, 2026
Total with taxes and fees
Offshore Montauk
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
$89 nightly
The price is $102
Dec 9 - Dec 10
Total with taxes and fees
Liberty Inn
Exterior
Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut

2.5 star property
Clinton
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
$65 nightly
The price is $75
Jan 2 - Jan 3, 2026
Total with taxes and fees
Lamplighter Motel - Clinton, Connecticut
Property grounds
Greenporter Hotel

Greenporter Hotel

2.0 star property
Greenport
9.2 out of 10, Wonderful, (282)
"Great location, great service, very clean."
United States
Christian
Greenporter Hotel
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

2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"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
$128 nightly
The price is $147
Dec 21 - Dec 22
Total with taxes and fees
Hampton Bays Hotel on Main
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Shelter Island.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

2 Bridge St Old Saybrook CT
$312 nightly
The price is $359 total per night from Dec 15 to Dec 16
$359 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
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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.

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
Central Park summer

Top Shelter Island Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"A welcoming place with some nice touches."
Leslie 1-night trip
Posted 8 days ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Shelter Island

Shelter Island Motel Guide

Planning a getaway with only a few bucks to spare? Expedia can help! With the inexpensive rates at the top motels in Shelter Island, New York you can put together the vacation of your dreams without spending every penny of your yearly travel budget.

These smaller places are ideal if you need a home base that lets you easily explore the local sights; many of the best motels in Shelter Island are located near major freeways and public transportation. Plus, when you book a cheap deal on a motel in Shelter Island, you’ll find quiet rooms, complimentary toiletries, and comfortable sleeping areas, so you can unwind after a long day.

No matter which motel you choose, don't forget to use the travel tools at Expedia to search for local discounts, compare rates on the hottest motels, and plan your next vacation. You won't believe how budget-friendly an amazing getaway can be.

Also, feel free to check out the motels near me page to find the cheapest deals on motels near your current location.

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