Top Hotels in Southold
Find the Top Hotels in Southold – 4+ Quality Options from Leading Providers
1-4 out of 4 hotels
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MapView on map1500 yd from City Center1.1 mi from Founders Landing Park
From
US$ 507
/night
- Tennis court and outdoor dining area
- Garden-view rooms with private bathrooms
- On-site bicycle rental available
Bed & Breakfast
MapView on map1.3 mi from City Center
From
US$ 765
/night
- Seasonal outdoor heated swimming pool
- Inviting outdoor fireplace for guests
- Bicycle rental for exploring Southold
- Beer Garden
- Oyster Lounge
- Event Space
1.4 mi from City Center1.2 mi from Founders Landing Park
From
US$ 199
/night
- Accessible by land and sea
- Exclusive Beer Garden with local brews
- Oyster farm experience on-site
Bed & Breakfast
- Private Parking
- Garden Views
- Flat-Screen TV
2.3 mi from City Center1400 yd from Cedar Beach County Park
From
US$ 365
/night
- Scenic garden views from the property
- Adults-only peaceful atmosphere
- Diverse buffet breakfast options available
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Top Hotel Picks in Southold
How much is a room per night?
The hotels listed here are near the Long Island Sound and local wineries, making them ideal for beach lovers and wine enthusiasts. Prices start around $150 per night, with guest ratings averaging over 8.0 out of 10.
3 star:
$150-$250
4 star:
$250-$350
5 star:
$350-$600
Top Recommended Hotels in Southold
Eastland Seaport Maritime, 2 km from the city center
This property features air-conditioned rooms with kitchenettes, and some suites come with private balconies. The Shoals is situated 66 km from Long Island MacArthur Airport and 48 km from Mystic.
Mattituck Historical Society, 4 km from the city center
Guests can relax on the large wrap-around porch, and all uniquely styled rooms come with en suite bathrooms. This bed and breakfast is located 20 km from East Hampton and provides free bicycle use.
Mattituck Historical Society, 1 km from the city center
This inn features scenic gardens and rooms equipped with flat-screen TVs. Located near activities like golf and cycling, it's 37 km from Montauk.
Mattituck Historical Society, 2 km from the city center
Guests can enjoy a buffet breakfast and recreational amenities such as a seasonal outdoor pool. This B&B also provides easy access to local attractions like the Railroad Museum of Long Island.
