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Best Hotel Deals in Southold, NY
52 of 52 Hotels
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Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, US
4.0Very Good
$77/nightTotal $125
Taxes & fees included
Limited Inventory!
Econo Lodge Inn & Suites Old Saybrook Westbrook
1750 Boston Post Rd, Old Saybrook, US
3.6Very Good
$89/nightTotal $131
Taxes & fees included
Limited Inventory!
Motel 6 New Haven - Branford CT
320 East Main St, Branford, US
3.7Very Good
$94/nightTotal $136
Taxes & fees included
Limited Inventory!
Motel 6 Niantic CT - New London
269 Flanders Rd, Niantic, US
3.4Good
$101/nightTotal $136
Taxes & fees included
Limited Inventory!
Red Roof Inn PLUS+ & Suites Guilford
2300 Boston Post Rd, Guilford, US
3.5Very Good
$100/nightTotal $140
Taxes & fees included
Limited Inventory!
Budget Host East End
30 Lake Avenue, Riverhead, US
3.4Good
$89/nightTotal $141
Taxes & fees included
11 rooms available!
Branford Motel
470 East Main St, Branford, US
2.6Good
$89/nightTotal $145
Taxes & fees included
Limited Inventory!
Baymont by Wyndham Branford / New Haven
3 Business Park Dr, Branford, US
3.3Good
$99/nightTotal $148
Taxes & fees included
Limited Inventory!
Aderi Hotel Niantic
239 Flanders Road, Niantic, US
3.1Good
$116/nightTotal $154
Taxes & fees included
Limited Inventory!
Liberty Inn
55 Springbrook Road, Old Saybrook, US
3.8Very Good
$114/nightTotal $154
Taxes & fees included
Limited Inventory!
American Inn
565 East Main Street, Branford, US
4.1Very Good
$99/nightTotal $161
Taxes & fees included
Hurry 8 rooms left only!
Rodeway Inn & Suites Branford - Guilford
81 Leetes Island Rd, Branford, US
3.9Very Good
$119/nightTotal $163
Taxes & fees included
Limited Inventory!
Sleep Inn & Suites Niantic North
5 King Arthur Dr, Niantic, US
4.2Very Good
$137/nightTotal $184
Taxes & fees included
Limited Inventory!
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, US
3.9Very Good
$146/nightTotal $197
Taxes & fees included
Limited Inventory!
Greenview Inn Riverhead
1433 West Main St, Riverhead, US
3.7Very Good
$163/nightTotal $218
Taxes & fees included
Limited Inventory!
Breakers Montauk
769 Old Montauk Highway, Montauk, US
4.3Very Good
$118/nightTotal $226
Taxes & fees included
Limited Inventory!
Hampton Bays Hotel on Main
2 West Montauk Hwy, Hampton Bays, US
3.8Very Good
$138/nightTotal $227
Taxes & fees included
Limited Inventory!
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, US
4.8Excellent
$144/nightTotal $231
Taxes & fees included
Limited Inventory!
The Penny Lane
16 Penny Lane, Hampton Bays, US
4.6Excellent
$143/nightTotal $235
Taxes & fees included
Limited Inventory!
Sea Haven Resort Motel
52 Longview Road, Southampton, US
4.0Very Good
$153/nightTotal $272
Taxes & fees included
Limited Inventory!
The Atlantic Hotel
1655 County Rd. 39, Southampton, US
3.6Very Good
$159/nightTotal $278
Taxes & fees included
24 rooms available!
The Niantic Inn
345 Main Street, Niantic, US
4.6Excellent
$172/nightTotal $278
Taxes & fees included
Limited Inventory!
Holiday Inn Express & Suites Riverhead - Long Island by IHG
1707 Old Country Rd, Riverhead, US
4.4Very Good
$195/nightTotal $286
Taxes & fees included
Limited Inventory!
Zey Hotel
439 Main Street, Greenport, US
4.6Excellent
$180/nightTotal $295
Taxes & fees included
Limited Inventory!
Hyatt Place Long Island East End
451 East Main Street, Riverhead, US
4.6Excellent
$206/nightTotal $327
Taxes & fees included
Limited Inventory!
Hilton Garden Inn Riverhead
2038 Old Country Rd, Riverhead, US
4.3Very Good
$219/nightTotal $335
Taxes & fees included
Limited Inventory!
Hotel Indigo Long Island - East End by IHG
1830 West Main St, Riverhead, US
4.4Very Good
$249/nightTotal $337
Taxes & fees included
Limited Inventory!
Residence Inn by Marriott New York Long Island East End
2012 Old Country Road, Riverhead, US
4.5Excellent
$271/nightTotal $364
Taxes & fees included
Limited Inventory!
The Harbor Front Inn
209 Front St, Greenport, US
4.5Excellent
$249/nightTotal $381
Taxes & fees included
Limited Inventory!
Three Ducks
19 Seabreeze Ave, Westhampton, US
4.8Excellent
$248/nightTotal $405
Taxes & fees included
Limited Inventory!
The Preston House & Hotel
428 East Main Street, Riverhead, US
4.9Excellent
$320/nightTotal $433
Taxes & fees included
Limited Inventory!
Tower Inn & Suites of Guilford - Madison
320 Boston Post Road, Guilford, US
3.7Very Good
$270/nightTotal $440
Taxes & fees included
Limited Inventory!
Journey East Hampton
490 Pantigo Road, East Hampton, US
4.6Excellent
$329/nightTotal $445
Taxes & fees included
Limited Inventory!
The Chequit
23 Grand Ave, Shelter Island Heights, US
4.6Excellent
$276/nightTotal $453
Taxes & fees included
Hurry 6 rooms left only!
Spark by Hilton Guilford
300 Boston Post Rd, Guilford, US
4.5Excellent
$299/nightTotal $457
Taxes & fees included
Limited Inventory!
Best Western Niantic - New London / Mystic Area
265 Flanders Road, Niantic, US
4.5Excellent
$354/nightTotal $464
Taxes & fees included
Limited Inventory!
Oyster Estate
326 Front St, Greenport, US
4.6Excellent
$275/nightTotal $483
Taxes & fees included
13 rooms available!
Sole East Resort
90 2nd House Rd, Montauk, US
4.1Very Good
$279/nightTotal $502
Taxes & fees included
15 rooms available!
Sag Harbor Inn
45 West Water Street, Sag Harbor, US
4.7Excellent
$324/nightTotal $532
Taxes & fees included
Limited Inventory!
Silver Sands Motel & Beach Bungalows
1400 Silvermere Rd, Greenport, US
5.0Excellent
$325/nightTotal $534
Taxes & fees included
Limited Inventory!
The Sagaponack
3720 Montauk Hwy, Wainscott, US
$311/nightTotal $550
Taxes & fees included
Limited Inventory!
The Shoals Suites and Slips
61600 Main Rd, Southold, US
4.7Excellent
$332/nightTotal $569
Taxes & fees included
Limited Inventory!
Sound View Greenport
58775 County Rd. 48, Greenport, US
$375/nightTotal $577
Taxes & fees included
Limited Inventory!
Madison Beach Hotel
94 West Wharf Road, Madison, US
4.8Excellent
$479/nightTotal $627
Taxes & fees included
Limited Inventory!
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, US
4.8Excellent
$409/nightTotal $701
Taxes & fees included
Limited Inventory!
The Maidstone
207 Main Street, East Hampton, US
4.1Very Good
$435/nightTotal $739
Taxes & fees included
Limited Inventory!
Canoe Place Inn and Cottages
239 East Montauk Hwy, Hampton Bays, US
4.9Excellent
$525/nightTotal $898
Taxes & fees included
Limited Inventory!
Faraway Sag Harbor
31 West Water Street, Sag Harbor, US
4.5Excellent
$540/nightTotal $913
Taxes & fees included
14 rooms available!
Gurneys Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, US
4.1Very Good
$525/nightTotal $953
Taxes & fees included
Limited Inventory!
The Roundtree Amagansett
273 Main Street, Amagansett, US
4.9Excellent
$625/nightTotal $1,060
Taxes & fees included
Limited Inventory!
Topping Rose House
One Bridgehampton Sag Harbor Turnpike, Bridgehampton, US
4.5Excellent
$695/nightTotal $1,107
Taxes & fees included
Limited Inventory!
Waters Edge Resort & Spa
1525 Boston Post Road, Westbrook, US
4.4Very Good
$899/nightTotal $1,478
Taxes & fees included
Limited Inventory!