Hotels with a Pool in Southold
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Aug 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Top 5 Hotels with a Pool in Southold at a glance
- The Pridwin Hotel — 4-star hotel in Shelter Island Heights. Guest rating: 9.6/10 — Exceptional.
- Quality Inn Old Saybrook - Westbrook — 2.5-star hotel in Old Saybrook. Guest rating: 7.8/10 — Good.
- The Harbor Front Inn — 3.5-star hotel in Greenport. Guest rating: 8.8/10 — Excellent.
- Shelter Island House — 3.5-star hotel in Shelter Island Heights. Guest rating: 8.4/10 — Very Good.
- Cliffside Resort Condominiums — 3-star hotel in Greenport. Guest rating: 9.0/10 — Wonderful.
Hotels with a Pool in Southold
The Pridwin Hotel
The Pridwin HotelShelter Island Heights
- Poolside bar
- Pool loungers
- On private beach
- Full-service spa
$564
$708 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
- Indoor pool
- Pool loungers
$101
$116 total
includes taxes & fees
Sep 1 - Sep 2
$276
$367 total
includes taxes & fees
Sep 8 - Sep 9
$316
$361 total
includes taxes & fees
Aug 17 - Aug 18
$382
$526 total
includes taxes & fees
Sep 7 - Sep 8
$340
$428 total
includes taxes & fees
Sep 7 - Sep 8
$88
$101 total
includes taxes & fees
Aug 30 - Aug 31
Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East EndRiverhead
- Indoor pool
- 2 hot tubs
$184
$210 total
includes taxes & fees
Sep 7 - Sep 8
$290
$331 total
includes taxes & fees
Sep 8 - Sep 9
$314
$358 total
includes taxes & fees
Aug 17 - Aug 18
Water's Edge Resort & Spa
Water's Edge Resort & SpaWestbrook Center
- Indoor pool
- Pool loungers
- On private beach
- Hot tub
$251
$306 total
includes taxes & fees
Aug 31 - Sep 1
$470
$537 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Long Island East End
Hyatt Place Long Island East EndRiverhead
- Outdoor pool
- Indoor pool
- Poolside bar
$199
$227 total
includes taxes & fees
Sep 8 - Sep 9
$281
$407 total
includes taxes & fees
Sep 9 - Sep 10
Budget Host East End
Budget Host East EndRiverhead
- Pool
- Free parking
- Free WiFi
- Air conditioning
- 24/7 front desk
$123
$141 total
includes taxes & fees
Aug 13 - Aug 14
The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
- Pool loungers
- Near private beach
$169
$218 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Riverhead - Long Island by IHG
Holiday Inn Express & Suites Riverhead - Long Island by IHGRiverhead
- Pool loungers
$219
$250 total
includes taxes & fees
Sep 8 - Sep 9
$167
$253 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Garden Inn Riverhead
Hilton Garden Inn RiverheadRiverhead
- Outdoor pool
- Indoor pool
- Pool loungers
- Hot tub
$186
$212 total
includes taxes & fees
Sep 7 - Sep 8
Saybrook Point Resort & Marina
Saybrook Point Resort & MarinaOld Saybrook Center
- 2 outdoor pools
- Indoor pool
- Pool loungers
- Near the beach
- Hot tub
$369
$459 total
includes taxes & fees
Sep 3 - Sep 4
Top landmarks in Southold
Sparkling Pointe
8.8/10 (11 reviews)
Travelers might want a tour of Sparkling Pointe, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.
Croteaux Vineyards
10.0/10 (12 reviews)
Travelers might want a tour of Croteaux Vineyards, just one of the places to visit, and located 1.5 mi (2.4 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.
Mattebella Vineyards
8.0/10 (4 reviews)
Travelers might want a tour of Mattebella Vineyards, just one of the places to visit, and located 1.4 mi (2.3 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Croteaux Vineyards or Corey Creek Winery, both within a short walk.
McCabe's Beach
When the beach is calling your name, you might want to head down to McCabe's Beach, located 1.6 mi (2.5 km) from central Southold. If you want to continue walking by the waves, head to Horton Lane Beach located nearby.
Horton Lane Beach
9.0/10 (4 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Horton Lane Beach located 1.6 mi (2.6 km) from central Southold. If you want to continue walking by the waves, head to McCabe's Beach located nearby.
Sannino's Bella Vita Vineyard
9.6/10 (4 reviews)
Travelers might want a tour of Sannino's Bella Vita Vineyard, just one of the places to visit, and located 2.2 mi (3.5 km) from central Southold.
If you enjoy your tour, head to Osprey's Dominion, just a short walk away.
Osprey's Dominion
9.6/10 (5 reviews)
Travelers might want a tour of Osprey's Dominion, just one of the places to visit, and located 1.9 mi (3 km) from central Southold.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.
The Old Field Vineyards
9.6/10 (5 reviews)
Travelers might want a tour of The Old Field Vineyards, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.