Hotels and Motels near Southold, Long Island New York
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Pridwin Hotel & Cottages Shelter Island
81 Shore Road, Shelter Island, NY 11964
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2.7 miles
2.7 miles from Southold
From $380
Check In 16 00
Check Out 11 00
Upscale, smoke-free, full-service hotel and cottages
3 miles from Shelter Island Craft Brewery
Hotel - 2 floors, 49 rooms - elevator
16 cottages
Heated outdoor swimming pool
24-hour exercise room
Restaurant - lounge Pet friendly hotel and cottages
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- allows pets in some pet rooms - $150 per stay fee for each pet. - Sep 2022 < Less
Note: This hotel and cottages charge a resort fee of 5% per night - includes parking and WiFi.
Sound View Hotel Greenport
58775 NY 48, Greenport, NY 11944
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2.7 miles
2.7 miles from Southold
From $230
Check In 16 00
Check Out 11 00
Rated High
Upscale, smoke-free, beachfront motel
4.5 miles from Shelter Island Country Club
3 buildings - 1, 2, and 2 floors, 55 rooms - no elevator Outdoor swimming pool open in summer Exercise room
Free continental breakfast
Parking costs $23 per night Pet friendly motel
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- allows dogs only, 1 dog per room - $75 per stay pet fee. - Jun 2023 < Less
Note: This motel charges a resort fee of 9% per night - includes WiFi.
TripAdvisor Traveler Rating:
Based on 1145 reviews
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Greenporter Hotel Greenport
326 Front Street, Greenport, NY 11944
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4.1 miles
4.1 miles from Southold
From $306
Check In 16 00
Check Out 11 00
Upscale, smoke-free, full-service motel
2 floors, 34 rooms and suites Outdoor swimming pool open in summer Exercise room
Restaurant - lounge
Free WiFi
Free parking Not pet friendly.
Harborfront Inn Greenport
209 Front Street, Greenport, NY 11944
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4.2 miles
4.2 miles from Southold
From $785
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free inn
2 miles from Shelter Island Country Club
3 floors, 35 rooms and suites - elevator
2-night to 3-night minimum stay required on weekends
Heated outdoor swimming pool open in summer
Exercise room
Limited parking costs $27 per night - 1 space per room Pet friendly inn
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- allows dogs up to 50 pounds only, 2 dogs per room - $75 per stay pet fee. - Jun 2023 < Less
Note: This inn charges a resort fee of 9% per night - includes WiFi and continental breakfast.
TripAdvisor Traveler Rating:
Based on 458 reviews
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Baron's Cove Inn Sag Harbor
31 West Water Street, Sag Harbor, NY 11963
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8 miles
8 miles from Southold
From $649
Check In 16 00
Check Out 11 00
Rated High
Upper-midscale, smoke-free, full-service motel
Overlooks the harbor
2 floors, 67 rooms
Free shuttle to beach
Heated outdoor swimming pool - exercise room
Restaurant - lounge
Free WiFi Not pet friendly
TripAdvisor Traveler Rating:
Based on 393 reviews
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Topping Rose House Hotel Bridgehampton
1 Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932
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11 miles
11 miles from Southold
From $695
Check In 15 00
Check Out 10 00
Rated High
Upscale, smoke-free, full-service hotel
3 floors, 22 rooms - elevator
Heated outdoor swimming pool - exercise room
Restaurant - lounge
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
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- allows pets up to 30 pounds - $35 per stay fee for each pet. - Jan 2020 < Less
TripAdvisor Traveler Rating:
Based on 294 reviews
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Maidstone Hotel East Hampton
207 Main Street, East Hampton, NY 11937
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13 miles
13 miles from Southold
From $1069
Check In 16 00
Check Out 11 00
Rated Average
Upscale, smoke-free, boutique hotel
1 mile from East Hampton Main Beach
3 floors, 19 rooms - no elevator
No swimming pool
Restaurant - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Free parking Pet friendly hotel
More >
- no pet fee. - Nov 2021 < Less
TripAdvisor Traveler Rating:
Based on 187 reviews
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Mill House Inn East Hampton
31 North Main Street, East Hampton, NY 11937
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14 miles
14 miles from Southold
From $625
Check In 16 00
Check Out 11 00
Rated Very High
Luxury, smoke-free, downtown, bed and breakfast inn
2 miles from East Hampton Main Beach
2 floors, 10 rooms and suites - no elevator
No swimming pool
Free WiFi
Free parking Pet friendly bed and breakfast inn
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- allows dogs only - $60 per night fee for each dog. - Jan 2018 < Less
TripAdvisor Traveler Rating:
Based on 377 reviews
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Waters Edge Resort & Spa Westbrook
1525 Boston Post Road, Westbrook, CT 06498
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15 miles
15 miles from Southold
From $109
Check In 16 00
Check Out 11 00
Rated Average
Upscale, smoke-free, waterfront, full-service hotel
Overlooks Long Island Sound
3 floors, 170 rooms and suites - elevator
Heated indoor swimming pool
Outdoor pool open in summer
Exercise room
3 restaurants - 2 lounges - cafe
Full-service spa
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1070 reviews
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East Hampton House
226 Pantigo Road, East Hampton, NY 11937
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15 miles
15 miles from Southold
From $120
Check In 15 00
Check Out 11 00
Rated Average
Midscale, smoke-free, highway motel
Near downtown East Hampton
2 floors, 52 rooms - no elevator
Heated outdoor swimming pool - exercise room
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 127 reviews
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Econo Lodge Inn & Suites Old Saybrook - I-95, Exit 66
1750 Boston Post Road, I-95, Exit 66, Old Saybrook, CT 06475
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15 miles
15 miles from Southold
From $60
Check In 15 00
Check Out 11 00
Rated Average
Cheap, smoke-free hotel near Westbrook Tanger Outlet Mall
3 floors, 44 rooms and suites - elevator
Heated outdoor swimming pool open in summer
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking - truck parking Pet friendly hotel
More >
- allows pets up to 35 pounds, 2 pets per room - $30 per stay pet fee up to 7 nights. - Dec 2016 < Less
TripAdvisor Traveler Rating:
Based on 134 reviews
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"We had a very unpleasant experience at this hotel. It was run-down, and the check-in clerk didn't smile or welcome us. The room was dated and plain had a terrible stench. When we returned from our event, it was too cold for comfortable sleeping. Breakfast was all carbs. Stay away.2015-10-06 "
"Basic hotel room. It was OK for one night.2015-08-05 "
"Nice, clean hotel, but the continental breakfast wasn't great. I had a pleasant stay.2015-07-06 "
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Journey Hotel East Hampton
490 Pantigo Road, East Hampton, NY 11937
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15 miles
15 miles from Southold
From $605
Check In 1600
Check Out 1100
Rated Very High
Luxury, smoke-free hotel/motel 1.5 miles from beach
Main hotel - 2 floors, 22 rooms and suites
No elevator
3 cottages
Outdoor swimming pool open in summer Not pet friendly
Note: This hotel charges a resort fee of $50 per night - includes parking and WiFi.
TripAdvisor Traveler Rating:
Based on 188 reviews
Read Recent Reviews
Super 8 Motel Old Saybrook - I-95, Exit 66
37 Spencer Plain Road, I-95, Exit 66, Old Saybrook, CT 06475
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15 miles
15 miles from Southold
From $51
Check In 15 00
Check Out 11 00
Rated Average
Cheap motel Near Westbrook Tanger Outlet Mall 2 floors, 44 rooms - no elevator Some smoking rooms Outdoor swimming pool open in summer Free continental breakfast Free WiFi Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 356 reviews
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"Easy access to Route 95. I was happy with my motel room. The bed was comfortable, but it was high off the floor. Limited TV channels. The outdoor pool was a plus.2018-08-19 "
"Good motel if you need affordable rates and easy access to I-95. I've stayed here once a year for 15 years and like it. Nice, clean room and friendly staff. The pool was great.2017-08-18 "
"Easy access to Route 95. Across the street from Kohl's and a supermarket, and near a good Thai restaurant and antique store. I've stayed at this motel once a year for about a decade. The pool and wireless Internet with password are great amenities.2016-08-22 "
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Saybrook Point Inn Spa & Marina Old Saybrook
2 Bridge Street, Old Saybrook, CT 06475
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16 miles
16 miles from Southold
From $225
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, full-service hotel near waterfront
No shuttle to Bradley Airport
Free shuttle to other attractions within 3-mile radius
Indoor swimming pool - outdoor pool - exercise room
Restaurant - lounge - room service
Full-service spa
Free WiFi
Free parking Pet friendly resort
More >
- allows dogs only up to 50 pounds - $50 pet fee for 1st night - $25 fee for each night thereafter. - Apr 2016 < Less
TripAdvisor Traveler Rating:
Based on 1476 reviews
Read Recent Reviews
Hyatt Place Hotel Riverhead
451 East Main Street, Riverhead, NY 11901
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16 miles
16 miles from Southold
From $128
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free hotel near downtown Riverhead
4 miles from Tanger Outlet Mall
5 floors, 100 rooms
Heated indoor swimming pool - outdoor pool
Exercise room
24-hour self-serve restaurant
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets up to 75 pounds - $75 pet fee if staying fewer than 7 nights - $175 pet fee if staying 7 nights or more. - Nov 2015 < Less
TripAdvisor Traveler Rating:
Based on 1457 reviews
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"A pleasant hotel stay. The room and grounds were clean, and the staff was courteous. You'll be happy if you stay here.2017-06-15 "
"Excellent staff. The hotel had all the amenities we needed. A pleasant stay.2015-04-10 "
"A wonderful place to stay.2015-01-21 "
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Preston House & Hotel Riverhead
428 East Main Street, Riverhead, NY 11901
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16 miles
16 miles from Southold
From $229
Check In 15 00
Check Out 11 00
Rated Very High
Luxury, smoke-free, full-service, downtown hotel
Near Long Island Aquarium
4 floors, 20 rooms and suites
No swimming pool
24-hour exercise room
Restaurant - lounge - room service
Restaurant open for lunch and dinner only
Free continental breakfast
Free WiFi
Free parking Pet friendly hotel
More >
- $75 per stay pet fee. - Jan 2018 < Less
TripAdvisor Traveler Rating:
Based on 67 reviews
Read Recent Reviews
Roundtree Hotel Amagansett
273 Main Street, Amagansett, NY 11930
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16 miles
16 miles from Southold
From $1595
Check In 15 00
Check Out 11 00
Rated Very High
Upscale, smoke-free hotel 1 mile from beach
Located in Amagansett
Hotel - 2 floors, 10 rooms and suites - no elevator
Cottages - 5 studio to 3-bedrooms
No swimming pool
Yoga classes available on weekends only
Free continental breakfast
Free WiFi
Free parking - 1 space per room Pet friendly hotel
More >
- allows dogs only - allows dogs in cottages only, 2 dogs per cottage - $50 per night fee for each dog. - Sep 2020 < Less
TripAdvisor Traveler Rating:
Based on 114 reviews
Read Recent Reviews
Holiday Inn Express & Suites Riverhead
1707 Old Country Road, Route 58, Riverhead, NY 11901
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17 miles
17 miles from Southold
From $151
Check In 15 00
Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel
Near Tanger Outlet Mall and Splish Splash Water Park
3 floors, 89 rooms and suites - elevator Outdoor swimming pool open in summer Exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows dogs only, 2 dogs per room - $50 per stay pet fee. - Apr 2021 < Less
TripAdvisor Traveler Rating:
Based on 248 reviews
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"Clean, comfortable room and plenty of amenities. Definitely stay at this hotel.2018-08-13 "
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Madison Beach Hotel
94 West Wharf Road, Madison, CT 06443
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17 miles
17 miles from Southold
From $240
Check In 16 00
Check Out 11 00
Rated Very High
Upper-upscale, smoke-free, full-service hotel A Curio Collection by Hilton hotel 4 floors, 33 rooms and suites Free shuttle to local attractions No swimming pool Restaurant - lounge - room service Full-service spa Free WiFi Free parking Pet friendly hotel
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- allows dogs only in 1st floor rooms - $50 per night fee for each dog. - Nov 2016 < Less
TripAdvisor Traveler Rating:
Based on 1067 reviews
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"5-star location. Excellent hotel. The room was clean, and the staff was young but professional.2015-04-15 "
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Quality Inn Old Saybrook - I-95, Exit 69
100 Essex Road, I-95, Exit 69, Old Saybrook, CT 06475
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18 miles
18 miles from Southold
From $90
Check In 15 00
Check Out 11 00
Rated Average
Midscale, smoke-free, interstate hotel near I-95 at US 1
3 miles from downtown Old Saybrook
3 floors, 150 rooms - elevator
Heated indoor swimming pool - exercise room
Restaurant
Restaurant open for dinner only
Free continental breakfast
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 371 reviews
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"The hotel was in need of a refresh, and the soundproofing wasn't good. The handicap room didn't have an accessible toilet. The front desk clerks were nice and efficient.2021-09-27 "
"The hotel was nice and clean, and the check-in clerk was friendly and professional. Great pool. Breakfast was good, but the restaurant next door was not.2016-04-06 "
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Residence Inn by Marriott East Riverhead
2012 Old Country Road, Riverhead, NY 11901
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18 miles
18 miles from Southold
From $108
Check In 1600
Check Out 1100
Rated High
Upscale, smoke-free, all-suite, extended-stay hotel
Near Tanger Outlets
4 floors, 131 suites
Indoor swimming pool - outdoor pool - exercise room
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- $150 per stay pet fee + an additional $20 per night fee for each pet. - Sep 2017 < Less
TripAdvisor Traveler Rating:
Based on 134 reviews
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"Don't hesitate to stay at this hotel.2023-06-01 "
"A beautiful hotel that's convenient to the wine trails. Come here if you want to feel like you're in your own apartment.2021-07-31 "
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Hilton Garden Inn Riverhead
2038 Old Country Road, Riverhead, NY 11901
Call Us
18 miles
18 miles from Southold
From $133
Check In 16 00
Check Out 11 00
Rated Very High
Upscale, smoke-free, Long Island hotel Near Tanger Mall and Splish Splash Water Park 3 floors, 114 rooms and suites - elevator Heated indoor swimming pool - exercise room Restaurant - lounge - room service Restaurant open for breakfast and dinner only Microwave and refrigerator in every room Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1097 reviews
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"We had an enjoyable overnight stay. I was sorry we couldn't stay longer. Definitely recommend this hotel.2015-10-05 "
"Good location - room was clean - had plenty of electrical outlets - employees were courteous.2012-03-01 "
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Hotel Indigo Riverhead
1830 West Main Street, Riverhead, NY 11901
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18 miles
18 miles from Southold
From $184
Check In 15 00
Check Out 11 00
Rated High
Upper-upscale, smoke-free, full-service hotel on Long Island Near Tanger Outlet Mall and Splish Splash Water Park 2 floors, 100 rooms and suites - elevator Outdoor swimming pool open in summer Exercise room Restaurant - lounge - room service Free WiFi Free parking - truck parking Pet friendly hotel
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- allows dogs only, 1 dog per room - $50 per stay pet fee. - Nov 2015 < Less
TripAdvisor Traveler Rating:
Based on 611 reviews
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"The hotel room was nicely appointed, and the staff was professional and accommodating. There were a few drawbacks, like too few power outlets. There was an extension cord for the alarm clock and bedside lamp. It was worth the extra fee to have a refrigerator. The worst part of our stay was on the last day, when we saw a cockroach on the bathroom floor. Excellent meals at Bistro 72.2015-08-04 "
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Old Lyme Inn - I-95, Exit 70
85 Lyme Street - I-95, Exit 70, Old Lyme, CT 06371
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19 miles
19 miles from Southold
From $199
Check In 00 00
Check Out 00 00
Rated High
Midscale, smoke-free bed and breakfast inn
In town of Old Lyme near I-95 at US 1
2 floors, 13 rooms - no elevator
No swimming pool
Restaurant - lounge
Full-service spa
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 197 reviews
Read Recent Reviews
Comfort Inn Guilford - I-95, Exit 59
300 Boston Post Road, I-95, Exit 59, Guilford, CT 06437
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20 miles
20 miles from Southold
From $99
Check In 15 00
Check Out 11 00
Rated Average
Midscale, smoke-free hotel near I-95, Exit 59
13 miles from Westbrook Tanger Outlet Mall
2 floors, 45 rooms - elevator
No swimming pool
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 154 reviews
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"Nice hotel, but the in-room safe was broken. The staff was friendly.2018-07-17 "
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Windward Shores Hotel Amagansett
2062 Montauk Highway, Amagansett, NY 11930
Call Us
21 miles
21 miles from Southold
From $125
Check In 15 00
Check Out 11 00
Rated High
Midscale, smoke-free, beachfront suites
Long sand walkway to beach
2 floors, 35 studio and 2-bedroom suites
Outdoor swimming pool open in summer
Kitchen in every suite
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 98 reviews
Read Recent Reviews
Red Roof Plus+ Inn & Suites Guilford - I-95, Exit 57
2300 Boston Post Road, I-95, Exit 57, Guilford, CT 06437
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23 miles
23 miles from Southold
From $81
Check In 15 00
Check Out 11 00
Rated Average
Midscale, smoke-free, all-suite motel
3 miles from downtown Guilford
2 floors 32 suites - no elevator
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking Pet friendly motel
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- allows 1 pet per room - no pet fee. - Oct 2018 < Less
TripAdvisor Traveler Rating:
Based on 78 reviews
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"The 1st hotel room was filthy. There were food crumbs in the bed and sheets. The floor was so dirty it turned our feet black. We moved to another room. The bed was clean, but the floor was dirty and so was the bathroom. The kitchen area had debris on the floor and in the drawers. The bathroom door jamb was broken. The staff was accommodating, but I recommend staying elsewhere.2022-09-13 "
"Nice motel for the price. The room was clean, and the staff was great. I had a small issue with the fridge, and was given a room upgrade at no additional charge.2016-05-30 "
"The motel was clean and pet-friendly. The employees were very friendly and always available to help. Great coffee.2016-01-22 "
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Sleep Inn & Suites Niantic - I-95, Exit 74
5 King Arthur, I-95, Exit 74, Niantic, CT 06357
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23 miles
23 miles from Southold
From $99
Check In 16 00
Check Out 11 00
Rated Average
Midscale, smoke-free, interstate hotel
7 miles from New London
13 miles from Mohegan Sun Casino
3 floors, 73 rooms and suites - elevator
Heated indoor swimming pool - exercise room
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 244 reviews
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"The 1st room had a water leak. The 2nd room reeked of cigarette smoke. The faucet handle broke off, and there was mold in the toilet. Don't stay at this hotel.2023-12-25 "
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Rodeway Inn Branford - I-95, Exit 56
81 Leetes Island Road, I-95, Exit 56, Branford, CT 06405
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24 miles
24 miles from Southold
From $69
Check In 15 00
Check Out 11 00
Rated Average
Cheap, smoke-free, interstate motel
3 miles from downtown
Near Thimble Islands
2 floors, 28 rooms and suites - no elevator
No swimming pool
Microwave and refrigerator in every room
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 94 reviews
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"A super value. The motel was clean, quiet, and comfortable. A+ shower and excellent lighting. The staff was nice. We'll certainly stay here again.2018-09-22 "
"The room was clean and well-appointed, with everything we needed to be comfortable. The staff was accommodating and friendly. We've recommended this motel to family and friends.2015-07-14 "
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Baymont Inn & Suites Branford - I-95, Exit 56
3 Business Park Drive, I-95, Exit 56, Branford, CT 06405
Call Us
24 miles
24 miles from Southold
From $81
Check In 1500
Check Out 1200
Rated Average
Midscale, smoke-free hotel
3 miles from downtown Branford
2 floors, 85 rooms and suites - no elevator
Heated indoor swimming pool - exercise room
Free continental breakfast
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets in some 1st floor rooms only - $20 per night fee for each pet. - March 2020 < Less
TripAdvisor Traveler Rating:
Based on 613 reviews
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"Great location, but the hotel wasn't in the best shape. The breakfast area was too small.2017-08-29 "
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Water Mill NY Hotels 11 miles south
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Southampton NY Hotels 13 miles south
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East Hampton NY Hotels 15 miles SE
Madison CT Hotels 15 miles NW
Clinton CT Hotels 16 miles north
On place pages like this, we order hotels from lowest cost to highest except we list low-rated hotels at the bottom of the page.
Most of our competitors order these same hotels in other ways that make them more money.
To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.
At hotels , on the other hand, you can enter your room only through a hall inside the building.
Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. + Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas? -
Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. + Often you cannot because some hotels' profit strategy is to get paid more than once for the same room for the same night. -
Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty? - More >
When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.
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