Wainscott Hotels with Outdoor or Indoor Pools

Wainscott Woods Retreat
+1-888-389-4121
380 Montauk Hwy, Wainscott, NY 11975 +1-888-389-4121
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Inexpensive hotel
  • 12 rooms in property
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The Sagaponack
+1-888-675-2083
3720 Montauk Hwy, Wainscott, NY 11962 +1-888-675-2083
  • Has swimming pool: 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.
  • Midscale hotel
  • Pets Welcome
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East Hampton House Resort
+1-800-716-8490
226 Pantigo Road, East Hampton, NY 11937 +1-800-716-8490 ~3.39 miles northeast of Wainscott
  • Has swimming pool: Outdoor seasonal pool.
  • Affordable hotel
  • 2 floors in hotel
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Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Journey East Hampton
+1-800-805-5223
490 Pantigo Road, East Hampton, NY 11937 +1-800-805-5223 ~3.84 miles northeast of Wainscott
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from April to October.
  • 4 star hotel
  • Hotel has 25 rooms
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Very Good 4.6 /5 Read Reviews Call BookMore Details
A Room at the Beach
+1-888-965-1860
2668 Montauk Hwy, Bridgehampton, NY 11932 +1-888-965-1860 ~3.89 miles west of Wainscott
  • Our hotel comes with a pool
  • Affordable Motel hotel
  • Check-in: 3:00 PM - 9:00 PM
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Very Good 4.6 /5 Reviews Call BookMore Details
Topping Rose House
+1-888-788-5576
One Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932 +1-888-788-5576 ~4.17 miles west of Wainscott
  • Pool in hotel: Heated pool, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from June 01 to September 07.
  • hotel
  • Hotel has 6 suites
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Very Good 4.5 /5 Reviews Call BookMore Details
Faraway Sag Harbor
+1-888-897-9207
31 West Water Street, Sag Harbor, NY 11963 +1-888-897-9207 ~5.91 miles northwest of Wainscott
  • Pool details: Pool umbrellas, Swimming pool, Outdoor seasonal pool, Pool cabanas (surcharge), Pool sun loungers. The seasonal pool will be open from May to September.
  • 4 star hotel
  • Hotel has 2 suites
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Very Good 4.5 /5 Reviews Call BookMore Details
EHP Resort & Marina
+1-888-311-4278
295 Three Mile Harbor / Hog Creek Road, East Hampton, NY 11937 +1-888-311-4278 ~5.97 miles north of Wainscott
  • Includes a pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from June to September.
  • Mid-scale Resort property
  • Pets are Welcome
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Sag Harbor Inn
+1-888-469-4795
45 West Water Street, Sag Harbor, NY 11963 +1-888-469-4795 ~6.00 miles northwest of Wainscott
  • Includes a pool: 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
  • 3 floors in hotel
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Very Good 4.7 /5 Read Reviews Call BookMore Details
Capri
+1-888-734-9421
281 County Rd. 39A, Southampton, NY 11968 +1-888-734-9421 ~9.22 miles west of Wainscott
  • Pool in hotel: 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.
  • Midscale property
  • Pet Friendly
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Average 3.3 /5 Recent Reviews Call BookMore Details
Ocean Colony Beach and Tennis Club
+1-888-841-5292
2004 Montauk Hwy, Amagansett, NY 11930 +1-888-841-5292 ~9.80 miles east of Wainscott
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May 01 to December 31.
  • Inexpensive Resort property
  • Pets are Allowed
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Poor 2.0 /5 Latest Reviews Call BookMore Details
Southampton Inn
+1-888-455-5160
91 Hill Street, Southampton, NY 11968 +1-888-455-5160 ~9.86 miles west of Wainscott
  • Has swimming pool: 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.
  • Mid-scale hotel
  • Pets/Dogs Allowed
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Very Good 4.3 /5 Reviews Call BookMore Details
Southampton Long Island Hotel
+1-888-965-8297
450 County Rd. 39, Southampton, NY 11968 +1-888-965-8297 ~10.51 miles west of Wainscott
  • Has swimming 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.
  • 3-star hotel
  • Hotel has 13 rooms
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Very Good 4.3 /5 Guest Reviews Call BookMore Details
Ocean Vista Resort
+1-888-906-6358
2136 Montauk Hwy, Amagansett, NY 11930 +1-888-906-6358 ~10.71 miles east of Wainscott
  • Pool in hotel: Pool waterfall. Pool access available from 9:00 AM to 8:00 PM.
  • 3 star Resort property
  • 48 sleeping rooms in hotel
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Very Good 4.5 /5 Read Reviews Call BookMore Details
The Hermitage
+1-888-749-6785
2148 Montauk Highway, Amagansett, NY 11930 +1-888-749-6785 ~10.74 miles east of Wainscott
  • Includes a 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 property
  • 2 floors in property
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Sea Crest Resort
+1-888-878-9982
2166 Montauk Hwy, Amagansett, NY 11930 +1-888-878-9982 ~10.84 miles east of Wainscott
  • Includes a pool: Wheelchair-accessible pool, Pool sun loungers.
  • Affordable Resort hotel
  • Hotel has 2 floors
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Very Good 4.6 /5 Review Score Call BookMore Details
Shelter Island House
+1-888-389-4485
11 Stearns Point Rd, Shelter Island Heights, NY 11965 +1-888-389-4485 ~11.77 miles northwest of Wainscott
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May 15 to September 15.
  • Midscale property
  • Check-in: 3:00 PM - 6:00 PM
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Very Good 4.2 /5 Review Score Call BookMore Details
The Pridwin Hotel
+1-888-389-4121
81 Shore Road, Shelter Island Heights, NY 11964 +1-888-389-4121 ~12.12 miles northwest of Wainscott
  • 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.
  • Four star property
  • Check-in: 3:00 PM - 11:00 PM
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Very Good 4.7 /5 Recent Reviews Call BookMore Details
Wavecrest Resort
+1-888-675-2083
170 Old Montauk Hwy, Montauk, 11954 +1-888-675-2083 ~12.44 miles east of Wainscott
  • With a pool!
  • Affordable Resort property
  • Check in: 15:00:00 - 17:00:00
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Very Good 4.0 /5 Review Score Call BookMore Details
Hamlet Inn
+1-800-716-8490
300 Montauk Highway, Southampton, NY 11968 +1-800-716-8490 ~12.55 miles west of Wainscott
  • Includes a pool: 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.
  • 2 star property
  • Check-in: 4:00 PM - 9:00 PM
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Very Good 4.3 /5 Latest Reviews Call BookMore Details
The Atlantic Hotel
+1-800-805-5223
1655 County Rd. 39, Southampton, NY 11968 +1-800-805-5223 ~12.56 miles west of Wainscott
  • Has swimming 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
Gurneys Montauk Resort & Seawater Spa
+1-888-965-1860
290 Old Montauk Highway, Montauk, NY 11954 +1-888-965-1860 ~13.14 miles east of Wainscott
  • Has swimming pool: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October.
  • High end Resort property
  • Fitness / Gym is on-site
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Very Good 4.1 /5 Hotel Reviews Call BookMore Details
The Bentley Hotel Southampton
+1-888-788-5576
161 Hills Station Rd, Southampton, NY 11968 +1-888-788-5576 ~13.19 miles west of Wainscott
  • Pool details: 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.
  • Economy hotel
  • 40 suites in property
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Very Good 4.8 /5 Reviews Call BookMore Details
The Harbor Front Inn
+1-888-897-9207
209 Front St, Greenport, NY 11944 +1-888-897-9207 ~13.43 miles northwest of Wainscott
  • Has swimming pool: 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.
  • Affordable hotel
  • Pets are Allowed
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Very Good 4.5 /5 Latest Reviews Call BookMore Details
Oyster Estate
+1-888-311-4278
326 Front St, Greenport, NY 11944 +1-888-311-4278 ~13.49 miles northwest of Wainscott
  • Pool available: 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 hotel
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Very Good 4.6 /5 Reviews Call BookMore Details
Sound View Greenport
+1-888-469-4795
58775 County Rd. 48, Greenport, NY 11944 +1-888-469-4795 ~14.21 miles northwest of Wainscott
  • Has swimming 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
  • Pets/Dogs Allowed
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Very Good 4.2 /5 Hotel Reviews Call BookMore Details
Hotel Moraine
+1-888-734-9421
62005 County Route 48, Greenport, NY 11944 +1-888-734-9421 ~14.25 miles northwest of Wainscott
  • Includes a pool: 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.
  • Low-priced property
  • Gym / Fitness Center Available
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Very Good 4.9 /5 Reviews Call BookMore Details
The Blue Inn at North Fork
+1-888-841-5292
7850 Main Rd, East Marion, NY 11939 +1-888-841-5292 ~14.30 miles northwest of Wainscott
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Three Star hotel
  • Check in time: 3:00 PM - 7:00 PM
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Very Good 4.3 /5 Reviews Call BookMore Details
Ocean View Terrace Inn
+1-888-455-5160
285 East Montauk Highway, Hampton Bays, NY 11946 +1-888-455-5160 ~14.68 miles west of Wainscott
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Low Cost Motel hotel
  • Check in: 4:00 PM - 9:00 PM
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Very Good 4.3 /5 Read Reviews Call BookMore Details
Hartmans Briney Breezes Beach Resort
+1-888-965-8297
693 Old Montauk Highway, Montauk, NY 11954 +1-888-965-8297 ~14.84 miles east of Wainscott
  • Pool available: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October.
  • Mid-scale Resort property
  • Check in: 4:00 PM - 8:00 PM
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Very Good 4.8 /5 Reviews Call BookMore Details
The Hampton Maid
+1-888-906-6358
259 East Montauk Hwy, Hampton Bays, NY 11946 +1-888-906-6358 ~14.89 miles west of Wainscott
  • Pool in hotel: Outdoor seasonal pool. The seasonal pool will be open from May 31 to October 07.
  • Midscale Motel hotel
  • 37 rooms in property
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Very Good 4.6 /5 Recent Reviews Call BookMore Details
Beachcomber Resort at Montauk
+1-888-749-6785
727 Old Montauk Highway, Montauk, NY 11954 +1-888-749-6785 ~15.03 miles east of Wainscott
  • Includes a pool: Outdoor seasonal pool.
  • Mid-scale property
  • Check in: 4:00 PM - 5:00 PM
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Very Good 4.7 /5 Recent Reviews Call BookMore Details
Breakers Montauk
+1-888-878-9982
769 Old Montauk Highway, Montauk, NY 11954 +1-888-878-9982 ~15.17 miles east of Wainscott
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May 27 to October 12.
  • 3-star Motel property
  • Check in time: 5:00 PM - anytime
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Very Good 4.3 /5 Latest Reviews Call BookMore Details
Beach Plum Resort
+1-888-389-4485
779 Old Montauk Highway, Montauk, NY 11954 +1-888-389-4485 ~15.19 miles east of Wainscott
  • Has swimming pool
  • Mid-scale Resort hotel
  • Check in time: 4:00 PM - 9:00 PM
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Very Good 4.5 /5 Read Reviews Call BookMore Details
Canoe Place Inn and Cottages
+1-888-389-4121
239 East Montauk Hwy, Hampton Bays, NY 11946 +1-888-389-4121 ~15.21 miles west of Wainscott
  • Pool available: 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.
  • High-end property
  • Check-in time: 4:00 PM - anytime
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Very Good 4.9 /5 Read Reviews Call BookMore Details
Hero Beach Club
+1-888-675-2083
626 Montauk Hwy, Montauk, NY 11954 +1-888-675-2083 ~15.42 miles east of Wainscott
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September.
  • High end Motel property
  • 2 floors in hotel
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Very Good 4.5 /5 Reviews Call BookMore Details
Sole East Resort
+1-800-716-8490
90 2nd House Rd, Montauk, NY 11954 +1-800-716-8490 ~15.47 miles east of Wainscott
  • Pool available: Outdoor seasonal pool.
  • Three Star hotel
  • 69 rooms in property
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Very Good 4.1 /5 Review Score Call BookMore Details
Offshore Montauk
+1-800-805-5223
71 South Emerson Ave, Montauk, NY 11954 +1-800-805-5223 ~15.66 miles east of Wainscott
  • Pool details: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June 01 to October 31. Pool access available from 9:00 AM to 6:00 PM.
  • 4-star property
  • Fitness / Gym is on-site
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Very Good 4.6 /5 Latest Reviews Call BookMore Details
Ocean Surf Resort
+1-888-965-1860
84 South Emerson Avenue, Montauk, NY 11954 +1-888-965-1860 ~15.74 miles east of Wainscott
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May 17 to October 14. Pool access available from 10:00 AM to 6:00 PM.
  • Inexpensive Resort hotel
  • Hotel has 26 rooms
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Very Good 4.2 /5 Recent Reviews Call BookMore Details
Ocean Resort Inn
+1-888-788-5576
95 South Emerson Ave, Montauk, NY 11954 +1-888-788-5576 ~15.78 miles east of Wainscott
  • Pool details: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September.
  • Two star Resort hotel
  • 17 sleeping rooms in hotel
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Very Good 4.8 /5 Latest Reviews Call BookMore Details
Aqualina Inn Montauk
+1-888-897-9207
20 South Elmwood Avenue, Montauk, NY 11954 +1-888-897-9207 ~15.78 miles east of Wainscott
  • Has swimming pool: Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September.
  • Affordable Motel property
  • Check-in: 3:00 PM
Add your dates for price
Very Good 4.8 /5 Read Reviews Call BookMore Details
A Wave Inn
+1-888-311-4278
32 Elmwood Avenue, Montauk, NY 11954 +1-888-311-4278 ~15.82 miles east of Wainscott
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Free pool cabanas, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 15 to October 12.
  • Midscale hotel
  • Check-in: 4:00 PM - 9:00 PM
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Average 3.8 /5 Read Reviews Call BookMore Details
Montauk Blue Hotel
+1-888-469-4795
108 South Emerson Avenue, Montauk, NY 11954 +1-888-469-4795 ~15.83 miles east of Wainscott
  • Pool available: Pool hoist on site, Pool sun loungers. Pool access available from 9:00 AM to 7:00 PM.
  • Affordable hotel
  • Check-in: 3:00 PM - 11:00 PM
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Very Good 4.6 /5 Reviews Call BookMore Details
Daunts Albatross Motel
+1-888-734-9421
44 South Elmwood Ave, Montauk, NY 11954 +1-888-734-9421 ~15.87 miles east of Wainscott
  • Pool available: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October.
  • Cheap Motel property
  • 23 rooms in property
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Very Good 4.5 /5 Review Score Call BookMore Details
Royal Atlantic Beach Resort
+1-888-841-5292
126 South Emerson Ave, Montauk, 11954 +1-888-841-5292 ~15.92 miles east of Wainscott
  • Pool in hotel
  • Mid-scale Resort hotel
  • Check in: 15:00:00
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Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Montauk Beach House
+1-888-455-5160
55 South Elmwood Ave., Montauk, NY 11954 +1-888-455-5160 ~15.94 miles east of Wainscott
  • With a pool!
  • Midscale property
  • 2 floors in property
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Very Good 4.5 /5 Latest Reviews Call BookMore Details
Baywatch Hotel & Marina
+1-888-965-8297
72 Foster Ave, Hampton Bays, NY 11946 +1-888-965-8297 ~16.03 miles west of Wainscott
  • Pool details: The seasonal pool will be open from May 01 to October 31.
  • 3-star Motel property
  • Check in time: 3:00 PM - 10:00 PM
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Very Good 4.2 /5 Recent Reviews Call BookMore Details
The Penny Lane
+1-888-906-6358
16 Penny Lane, Hampton Bays, NY 11946 +1-888-906-6358 ~16.22 miles west of Wainscott
  • Includes a pool: 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.
  • Midscale hotel
  • 2 floors in property
Add your dates for price
Very Good 4.6 /5 Reviews Call BookMore Details
Marram
+1-888-749-6785
21 Oceanview Terrace, Montauk, NY 11954 +1-888-749-6785 ~16.24 miles east of Wainscott
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October.
  • 4-star property
  • 96 sleeping rooms in hotel
Add your dates for price
Very Good 4.4 /5 Read Reviews Call BookMore Details
Harborside Motel
+1-888-878-9982
371 West Lake Dr, Montauk, NY 11954 +1-888-878-9982 ~17.14 miles northeast of Wainscott
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May to October.
  • Mid-scale Motel property
  • Check-in time: 3:00 PM - 10:00 PM
Add your dates for price
Very Good 4.4 /5 Hotel Reviews Call BookMore Details
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