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Shelter Island Heights Hotels with Outdoor or Indoor Pools

Shelter Island House
+1-888-389-4121
11 Stearns Point Rd, Shelter Island Heights, NY 11965
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May 15 to September 15.
  • Midscale hotel
  • 11 rooms in property
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Very Good 4.2 /5 Review Score Call BookMore Details
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The Pridwin Hotel
+1-888-675-2083
81 Shore Road, Shelter Island Heights, NY 11964
  • Pool details: Pool umbrellas, Pool access ramp on site, Billiards or pool table, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September.
  • 4-star property
  • Check-in: 3:00 PM - 11:00 PM
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Very Good 4.7 /5 Latest Reviews Call BookMore Details
The Harbor Front Inn
+1-800-716-8490
209 Front St, Greenport, NY 11944 ~2.60 miles north of Shelter Island Heights
  • Pool details: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 7:00 PM.
  • 3-star property
  • Pets/Dogs Allowed
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Very Good 4.5 /5 Guest Reviews Call BookMore Details
Oyster Estate
+1-800-805-5223
326 Front St, Greenport, NY 11944 ~2.62 miles north of Shelter Island Heights
  • Pool in hotel: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from April 30 to October 31. Pool access available from 9:00 AM to 8:30 PM.
  • Four star hotel
  • 34 rooms in property
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Very Good 4.6 /5 Latest Reviews Call BookMore Details
Sound View Greenport
+1-888-965-1860
58775 County Rd. 48, Greenport, NY 11944 ~2.99 miles northwest of Shelter Island Heights
  • Includes a pool: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September.
  • Four star property
  • 65 sleeping rooms in hotel
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Very Good 4.2 /5 Read Reviews Call BookMore Details
Hotel Moraine
+1-888-788-5576
62005 County Route 48, Greenport, NY 11944 ~3.04 miles northwest of Shelter Island Heights
  • Pool details: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May 31 to October 18. Pool access available from 8:00 AM to 7:00 PM.
  • Cheap hotel
  • Pets Allowed
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Very Good 4.9 /5 Review Score Call BookMore Details
The Blue Inn at North Fork
+1-888-897-9207
7850 Main Rd, East Marion, NY 11939 ~4.24 miles north of Shelter Island Heights
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Affordable property
  • Pets Allowed
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Very Good 4.3 /5 Latest Reviews Call BookMore Details
Sag Harbor Inn
+1-888-311-4278
45 West Water Street, Sag Harbor, NY 11963 ~5.28 miles southeast of Shelter Island Heights
  • Pool in hotel: Outdoor seasonal pool. The seasonal pool will be open from May to October. Pool access available from 10:00 AM to 7:00 PM.
  • Midscale hotel
  • 42 sleeping rooms in hotel
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Very Good 4.7 /5 Read Reviews Call BookMore Details
Faraway Sag Harbor
+1-888-469-4795
31 West Water Street, Sag Harbor, NY 11963 ~5.36 miles southeast of Shelter Island Heights
  • Has swimming pool: Pool umbrellas, Swimming pool, Outdoor seasonal pool, Pool cabanas (surcharge), Pool sun loungers. The seasonal pool will be open from May to September.
  • High end property
  • Fitness center on property
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Very Good 4.5 /5 Latest Reviews Call BookMore Details
A Room at the Beach
+1-888-734-9421
2668 Montauk Hwy, Bridgehampton, NY 11932 ~9.21 miles south of Shelter Island Heights
  • We have a pool
  • 3-star Motel property
  • 10 rooms in property
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Very Good 4.6 /5 Review Score Call BookMore Details
Topping Rose House
+1-888-841-5292
One Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932 ~9.22 miles south of Shelter Island Heights
  • Pool details: Heated pool, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from June 01 to September 07.
  • hotel
  • 6 suites in hotel
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Very Good 4.5 /5 Review Score Call BookMore Details
The Sagaponack
+1-888-455-5160
3720 Montauk Hwy, Wainscott, NY 11962 ~9.69 miles southeast of Shelter Island Heights
  • Pool details: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 8:00 PM.
  • Three Star property
  • Check in: 3:00 PM - 6:00 PM
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EHP Resort & Marina
+1-888-965-8297
295 Three Mile Harbor / Hog Creek Road, East Hampton, NY 11937 ~9.79 miles east of Shelter Island Heights
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from June to September.
  • Three Star Resort hotel
  • Check in: 3:00 PM - anytime
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Wainscott Woods Retreat
+1-888-906-6358
380 Montauk Hwy, Wainscott, NY 11975 ~9.82 miles southeast of Shelter Island Heights
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Economical hotel
  • Hotel has 12 rooms
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Capri
+1-888-749-6785
281 County Rd. 39A, Southampton, NY 11968 ~11.49 miles south of Shelter Island Heights
  • Pool details: Outdoor seasonal pool, Swimming pool. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 8:00 PM.
  • Affordable property
  • Check in: 3:00 PM
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Average 3.3 /5 Recent Reviews Call BookMore Details
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Southampton Long Island Hotel
+1-888-878-9982
450 County Rd. 39, Southampton, NY 11968 ~11.91 miles south of Shelter Island Heights
  • Includes a pool: Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from June to September. Pool access available from 10:00 AM to 6:00 PM.
  • Mid-scale property
  • 13 rooms in property
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Very Good 4.3 /5 Reviews Call BookMore Details
East Hampton House Resort
+1-888-389-4485
226 Pantigo Road, East Hampton, NY 11937 ~11.93 miles southeast of Shelter Island Heights
  • Has swimming pool: Outdoor seasonal pool.
  • Three Star hotel
  • 2 floors in property
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Very Good 4.5 /5 Review Score Call BookMore Details
Journey East Hampton
+1-888-389-4121
490 Pantigo Road, East Hampton, NY 11937 ~12.30 miles southeast of Shelter Island Heights
  • Includes a pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from April to October.
  • 4 star property
  • Hotel has 25 rooms
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Very Good 4.6 /5 Read Reviews Call BookMore Details
Southampton Inn
+1-888-675-2083
91 Hill Street, Southampton, NY 11968 ~12.53 miles south of Shelter Island Heights
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October. Pool access available from 8 AM to 8 PM.
  • Midscale property
  • Pet Friendly
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Very Good 4.3 /5 Hotel Reviews Call BookMore Details
The Atlantic Hotel
+1-800-716-8490
1655 County Rd. 39, Southampton, NY 11968 ~12.65 miles southwest of Shelter Island Heights
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May 24 to September 01. Pool access available from 8:00 AM to 8:00 PM.
  • Affordable hotel
  • Check in time: 4:00 PM - 6:00 PM
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Average 3.6 /5 Hotel Reviews Call BookMore Details
The Bentley Hotel Southampton
+1-800-805-5223
161 Hills Station Rd, Southampton, NY 11968 ~12.98 miles southwest of Shelter Island Heights
  • Has swimming pool: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 8:00 PM.
  • Low Cost hotel
  • Check in: 3:00 PM - anytime
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Very Good 4.8 /5 Reviews Call BookMore Details
Hamlet Inn
+1-888-965-1860
300 Montauk Highway, Southampton, NY 11968 ~13.23 miles south of Shelter Island Heights
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 10:00 AM to 8:00 PM.
  • Low Cost hotel
  • Check-in time: 4:00 PM - 9:00 PM
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Very Good 4.3 /5 Hotel Reviews Call BookMore Details
Ocean View Terrace Inn
+1-888-788-5576
285 East Montauk Highway, Hampton Bays, NY 11946 ~14.28 miles southwest of Shelter Island Heights
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Low Cost Motel hotel
  • Hotel has an eco-friendly policy See policy
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Very Good 4.3 /5 Reviews Call BookMore Details
The Hampton Maid
+1-888-897-9207
259 East Montauk Hwy, Hampton Bays, NY 11946 ~14.33 miles southwest of Shelter Island Heights
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May 31 to October 07.
  • 3-star Motel hotel
  • Check in: 4:00 PM - 9:00 PM
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Very Good 4.6 /5 Recent Reviews Call BookMore Details
Canoe Place Inn and Cottages
+1-888-311-4278
239 East Montauk Hwy, Hampton Bays, NY 11946 ~14.46 miles southwest of Shelter Island Heights
  • Pool details: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from June to September. Pool access available from 8:00 AM to 8:00 PM.
  • 4 star property
  • Hotel has 25 rooms
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Very Good 4.9 /5 Reviews Call BookMore Details
Saybrook Point Resort & Marina
+1-888-469-4795
2 Bridge St, Old Saybrook, CT 06475 ~15.16 miles north of Shelter Island Heights
  • Pool in hotel: Wheelchair-accessible pool, Pool umbrellas, Pool sun loungers. Pool access available from 5:00 AM to 10:00 PM.
  • Affordable hotel
  • Fitness / Gym is on-site
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Very Good 4.8 /5 Latest Reviews Call BookMore Details
Waters Edge Resort & Spa
+1-888-734-9421
1525 Boston Post Road, Westbrook, CT 06498 ~15.55 miles north of Shelter Island Heights
  • Pool in hotel: Wheelchair-accessible pool, Outdoor seasonal pool, Pool cabanas (surcharge), Pool sun loungers. The seasonal pool will be open from June to September. Pool access available from 7:00 AM to 9:00 PM.
  • 3 star Resort hotel
  • 25 suites in property
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Very Good 4.4 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook
+1-888-841-5292
1750 Boston Post Rd, Old Saybrook, CT 06475 ~15.57 miles north of Shelter Island Heights
  • Pool details: Swimming pool.
  • Two star Motel property
  • 44 rooms in hotel
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Average 3.6 /5 Hotel Reviews Call BookMore Details
Baywatch Hotel & Marina
+1-888-455-5160
72 Foster Ave, Hampton Bays, NY 11946 ~16.48 miles southwest of Shelter Island Heights
  • Pool in hotel: The seasonal pool will be open from May 01 to October 31.
  • 3 star Motel hotel
  • Pets are Welcome
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Very Good 4.2 /5 Latest Reviews Call BookMore Details
The Penny Lane
+1-888-965-8297
16 Penny Lane, Hampton Bays, NY 11946 ~16.48 miles southwest of Shelter Island Heights
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October. Pool access available from 11 AM to 6 PM.
  • 3-star property
  • 18 sleeping rooms in hotel
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Very Good 4.6 /5 Read Reviews Call BookMore Details
Clinton Motel
+1-888-906-6358
163 East Main Street, Clinton, CT 06413 ~16.68 miles northwest of Shelter Island Heights
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from July to September.
  • Mid-scale Motel property
  • 15 rooms in property
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Very Good 4.3 /5 Recent Reviews Call BookMore Details
Bayview Resort
+1-888-749-6785
53 West Tiana Road, Hampton Bays, NY 11946 ~16.81 miles southwest of Shelter Island Heights
  • Includes a pool: Pool umbrellas, Pool access ramp on site, Outdoor seasonal pool, Free pool cabanas, Pool sun loungers, Fence around pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 8:00 PM.
  • Mid-scale Resort property
  • Check-in: 4:00 PM - 8:00 PM
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Very Good 4.4 /5 Hotel Reviews Call BookMore Details
Ocean Colony Beach and Tennis Club
+1-888-878-9982
2004 Montauk Hwy, Amagansett, NY 11930 ~16.82 miles east of Shelter Island Heights
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May 01 to December 31.
  • 2 star Resort hotel
  • 50 rooms in hotel
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Poor 2.0 /5 Hotel Reviews Call BookMore Details
Colonial Shores Resort
+1-888-389-4485
83 West Tiana Road, Hampton Bays, 11946 ~17.00 miles southwest of Shelter Island Heights
  • Includes a swimming pool
  • Affordable Motel property
  • Check in: 14:00:00 - 21:00:00
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Very Good 4.4 /5 Guest Reviews Call BookMore Details
The Hermitage
+1-888-389-4121
2148 Montauk Highway, Amagansett, NY 11930 ~17.53 miles east of Shelter Island Heights
  • Has swimming pool: Pool access ramp on site, Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May 27 to October 15.
  • 3-star hotel
  • 2 floors in property
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Ocean Vista Resort
+1-888-675-2083
2136 Montauk Hwy, Amagansett, NY 11930 ~17.54 miles east of Shelter Island Heights
  • Pool details: Pool waterfall. Pool access available from 9:00 AM to 8:00 PM.
  • 3 star Resort property
  • 48 rooms in hotel
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Very Good 4.5 /5 Latest Reviews Call BookMore Details
Quality Inn Old Saybrook - Westbrook
+1-800-716-8490
100 Essex Rd, Old Saybrook, CT 06475 ~17.57 miles north of Shelter Island Heights
  • Pool details: Pool umbrellas, Pool sun loungers, Fence around pool. Pool access available from 9:00 AM to 9:00 PM.
  • Mid-scale property
  • Hotel has 3 floors
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Average 3.9 /5 Review Score Call BookMore Details
Sea Crest Resort
+1-800-805-5223
2166 Montauk Hwy, Amagansett, NY 11930 ~17.66 miles east of Shelter Island Heights
  • Has swimming pool: Wheelchair-accessible pool, Pool sun loungers.
  • Mid-scale Resort property
  • Fitness center on property
Add your dates for price
Very Good 4.6 /5 Guest Reviews Call BookMore Details
Hyatt Place Long Island East End
+1-888-965-1860
451 East Main Street, Riverhead, NY 11901 ~18.52 miles southwest of Shelter Island Heights
  • Has swimming pool: Wheelchair-accessible pool.
  • Affordable hotel
  • Pets Welcome
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Very Good 4.6 /5 Latest Reviews Call BookMore Details
Wavecrest Resort
+1-888-788-5576
170 Old Montauk Hwy, Montauk, 11954 ~18.92 miles east of Shelter Island Heights
  • Has a pool!
  • Three Star Resort property
  • Check-in time: 15:00:00 - 17:00:00
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Very Good 4.0 /5 Reviews Call BookMore Details
Budget Host East End
+1-888-897-9207
30 Lake Avenue, Riverhead, NY 11901 ~19.00 miles southwest of Shelter Island Heights
  • Pool in hotel: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Low-priced Motel hotel
  • 2 floors in hotel
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Average 3.4 /5 Latest Reviews Call BookMore Details
Gurneys Montauk Resort & Seawater Spa
+1-888-311-4278
290 Old Montauk Highway, Montauk, NY 11954 ~19.45 miles east of Shelter Island Heights
  • Pool in hotel: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October.
  • High end Resort property
  • Pets Welcome
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Very Good 4.1 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Riverhead - Long Island by IHG
+1-888-469-4795
1707 Old Country Rd, Riverhead, NY 11901 ~20.35 miles west of Shelter Island Heights
  • Has swimming pool: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 8:00 PM.
  • 3-star property
  • Fitness + Health Center
Add your dates for price
Very Good 4.4 /5 Latest Reviews Call BookMore Details
Greenview Inn Riverhead
+1-888-734-9421
1433 West Main St, Riverhead, NY 11901 ~20.57 miles southwest of Shelter Island Heights
  • Our hotel comes with a pool
  • Two-star Motel property
  • Check in: 3:00 PM - anytime
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Average 3.7 /5 Hotel Reviews Call BookMore Details
Hartmans Briney Breezes Beach Resort
+1-888-841-5292
693 Old Montauk Highway, Montauk, NY 11954 ~20.86 miles east of Shelter Island Heights
  • Pool details: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October.
  • Mid-scale Resort hotel
  • 44 rooms in hotel
Add your dates for price
Very Good 4.8 /5 Reviews Call BookMore Details
Beachcomber Resort at Montauk
+1-888-455-5160
727 Old Montauk Highway, Montauk, NY 11954 ~20.98 miles east of Shelter Island Heights
  • Pool in hotel: Outdoor seasonal pool.
  • Three Star property
  • 2 floors in property
Add your dates for price
Very Good 4.7 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott New York Long Island East End
+1-888-965-8297
2012 Old Country Road, Riverhead, NY 11901 ~21.05 miles west of Shelter Island Heights
  • Includes a pool: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 10:00 PM.
  • Three Star property
  • 131 sleeping rooms in hotel
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Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Riverhead
+1-888-906-6358
2038 Old Country Rd, Riverhead, NY 11901 ~21.09 miles west of Shelter Island Heights
  • Pool in hotel: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 8:00 AM to 10 PM.
  • Mid-scale property
  • 3 floors in property
Add your dates for price
Very Good 4.3 /5 Recent Reviews Call BookMore Details
Beach Plum Resort
+1-888-749-6785
779 Old Montauk Highway, Montauk, NY 11954 ~21.11 miles east of Shelter Island Heights
  • We have a pool ready for use
  • 3-star Resort property
  • Check in time: 4:00 PM - 9:00 PM
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Very Good 4.5 /5 Latest Reviews Call BookMore Details
Breakers Montauk
+1-888-878-9982
769 Old Montauk Highway, Montauk, NY 11954 ~21.11 miles east of Shelter Island Heights
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May 27 to October 12.
  • Affordable Motel hotel
  • Check in time: 5:00 PM - anytime
Add your dates for price
Very Good 4.3 /5 Latest Reviews Call BookMore Details

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