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Southold – 10 hotels and places to stay

Hotels with parking in Southold

Free parking
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 155 reviews
From US$170.23 per night
Free parking
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 79 reviews
Free parking
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 110 reviews
Free parking
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 65 reviews
From US$339.22 per night
Free parking
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 265 reviews
From US$147.35 per night
Free parking
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 134 reviews
From US$149.06 per night
Free parking
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 37 reviews
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 146 reviews
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 99 reviews
From US$322.36 per night
Parking on site
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 184 reviews
From US$250.71 per night

Most booked hotels in Southold and surroundings in the past month

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Popular with guests booking hotels in Southold

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 55 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 271 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 138 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 117 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 109 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 219 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 65 reviews

Popular with guests booking hotels in Greenport

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 110 reviews

Popular with guests booking hotels in Shelter Island Heights

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 7 reviews

Popular with guests booking hotels in Shelter Island

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 79 reviews

Best hotels with breakfast in Southold and nearby

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 219 reviews

Set on the North Fork in Greenport, 157 km from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar.

From US$310.57 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 271 reviews

Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available.

From US$230.60 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 138 reviews

American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free and is situated 42 km from Splish Splash.

From US$262.12 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Greenport in the New York region, Beachfront Greenport Villa offers accommodation with free WiFi and free private parking. This holiday home is 23 km from Long Island Railroad.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Featuring air-conditioned accommodation with a patio, Peconic Sound Beach Home: Backyard & Vineyards is located in Peconic.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 79 reviews

The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service...

Featuring air-conditioned accommodation with a private pool, Sandpoint by Rove Travel 6BR Family Home w Pool is located in Shelter Island.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 76 reviews

Just 450 metres to the beach, this bed and breakfast is located in Shelter Island Heights. A free breakfast is served each morning.

Budget hotels in Southold and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 21 reviews

Boasting a garden, North Fork Cottages & RV Resort is set in Greenport in the New York region, 40 km from Splish Splash and 25 km from Long Island Railroad.

Featuring air-conditioned accommodation with a patio, Modern on 9th is located in Greenport. The holiday home is 41 km from Splish Splash. The property has a restaurant with an outdoor dining area.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, The Endless Summer Cottage is located in Cutchogue. The property is non-smoking and is set 2.9 km from Fleet Neck Beach.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 14 reviews

Offering garden views, House on Chase Creek in Shelter Island Heights provides accommodation and a terrace.

From US$212.14 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Featuring a sauna, Cozy Greenport Cottage is set in Greenport. Guests can benefit from a patio and an outdoor fireplace. The property is non-smoking and is located 41 km from Splish Splash.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 17 reviews

Featuring pool views, Harbor Knoll Bed and Breakfast provides accommodation with a private beach area, a seasonal outdoor swimming pool and a garden, around 42 km from Splish Splash.

Set in Cutchogue, 700 metres from Fisherman Beach and 33 km from Splish Splash, Walk to Beach Long Island Wine Country Home! offers a garden and air conditioning.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Situated in Greenport, within 27 km of Long Island Railroad, Charming Greenport Gem 1, 1 Mile to Ferry! offers accommodation with air conditioning.

What guests said about Southold:

8.0

Southold was a really cute town, have been through before.

Southold was a really cute town, have been through before. Greenport is very close by, with many restaurant options available. -- The Halyard, The Frisky Oyster and Crazy Beans were a few of the places we visited. However, if you are lucky enough to meet Taylor (at the Shoals) she has some wonderful ideas and options for you to try.
Guest review by
Julie
United States

See reviews by guests who stayed at hotels in Southold

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Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 153 reviews
First of all, Colin, the hotel manager was wonderful from the moment we booked the reservation. Very helpful and very friendly. The hotel has been updated since a million years ago when we first stayed there, small kitchenette was nice, but the location is everything.
Guest review by
Silvia
United States
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 153 reviews
Very friendly affable host. Very comfortable bed and bedding very clean nice hot water shower convenient location excellent affordability for the area good Wi-Fi and cable access to favorite channels
Guest review by
Jill
United States
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 153 reviews
Southold Beach Motel is a nice and cozy place right next to the beach of the Northfork of Long Island. It is well equipped, has a very friendly guest keeper and guarantees a good nights rest.
Guest review by
Wolfgang
Germany
From US$549.41 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 55 reviews
Absolutely beautiful - updated, well-decorated and spacious. The location can’t be beat - stunning views of the marina and close to Greenport. The staff was also immensely kind.
Guest review by
Sarah
United States
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 18 reviews
The location was absolutely perfect for my trip. Especially if it's an opportunity to just get away from it All. The surrounding area is just serene and incredibly beautiful.
Guest review by
Naomie
United States
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