Book 2 Star Hotels in Shelter Island
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Featured Shelter Island 2 Stars Hotels

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
14.87 mi from city center
$419 nightly
The price is $479 total per night
$479 total
Jul 31 - Aug 1
Total includes taxes and fees
Saybrook Point Resort & Marina features a marina, a full-service spa, and 2 outdoor pools. There's free parking and a free train station shuttle. The front desk is staffed 24/7 to help with securing valuables, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa hotel include an indoor pool, a gym, and a sauna.
Pool
Hot Tub

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
15.48 mi from city center
$89 nightly
The price is $102 total per night
$102 total
Jul 30 - Jul 31
Total includes taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. This smoke-free hotel also has barbecue grills.
Pet friendly
Parking included

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
18.43 mi from city center
$1,189 nightly
The price is $1,358 total per night
$1,358 total
Jul 28 - Jul 29
Total includes taxes and fees
Guests of Gurney's Montauk Resort & Seawater Spa have access to a private beach, a full-service spa, and an indoor pool. The front desk is staffed 24/7 to help with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, meeting rooms, and a conference center.
On private beach
Pool

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
17.34 mi from city center
$110 nightly
The price is $126 total per night
$126 total
Jul 31 - Aug 1
Total includes taxes and fees
At Quality Inn Old Saybrook - Westbrook, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included

Beachcomber Resort at Montauk
727 Old Montauk Highway, Montauk, NY
19.93 mi from city center
$551 nightly
The price is $625 total per night
$625 total
Jul 29 - Jul 30
Total includes taxes and fees
At Beachcomber Resort at Montauk, guests have access to a gym, a sauna, and free WiFi in public areas. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include an outdoor tennis court, a seasonal outdoor pool, and a vending machine.
Pool
Free WiFi

Montauk Manor
236 Edgemere St., Montauk, NY
20.31 mi from city center
$481 nightly
The price is $549 total per night
$549 total
Aug 7 - Aug 8
Total includes taxes and fees
Guests staying at Montauk Manor enjoy an indoor pool, a 24-hour gym, and a sauna. Transportation is made easy with an area shuttle. The 24-hour front desk has staff standing by to help with concierge services, luggage storage, and securing valuables. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
20.67 mi from city center
$429 nightly
The price is $490 total per night
$490 total
Jul 27 - Jul 28
Total includes taxes and fees
At Montauk Blue Hotel, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. Self parking is offered for USD 35 per day. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Other amenities at this beach hotel include a terrace, a picnic area, and a vending machine.
Pool
Hot Tub

Marram
21 Oceanview Terrace, Montauk, NY
21.02 mi from city center
$755 nightly
The price is $862 total per night
$862 total
Aug 3 - Aug 4
Total includes taxes and fees
Guests of Marram enjoy free WiFi in public areas, a seasonal outdoor pool, and a terrace. There's free parking if you drive. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Other amenities at this beach hotel include a gift shop, a garden, and a banquet hall.
Pool
Parking included

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
21.1 mi from city center
$779 nightly
The price is $890 total per night
$890 total
Jul 27 - Jul 28
Total includes taxes and fees
Montauk Yacht Club features a private beach, a marina, and 2 outdoor pools. There's free parking and limo/town car service. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include an indoor pool, a children's pool, and a gym.
On private beach
Pool
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.
Shelter Island hotels essential information
Accommodation | 4,834 hotels |
---|---|
Lowest Price | $102 |
Highest Price | $1,358 |
Popular hotels | Marram, Quality Inn Old Saybrook - Westbrook, Montauk Yacht Club, Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Montauk Blue Hotel, Montauk Manor, Saybrook Point Resort & Marina, Beachcomber Resort at Montauk |
Recent Reviews

Gurney's Montauk Resort & Seawater Spa
5/5 Excellent
"I love it "
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 3 days ago