Book 2 Star Hotels in Southold
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Featured Southold 2 Stars Hotels

The Shoals Suites and Slips
61600 Main Rd Southold NY
1.41 mi from city center
$213 nightly
The price is $240 total per night
$240 total
Apr 26 - Apr 27
Total with taxes and fees
Guests of The Shoals Suites and Slips enjoy features like a business center, free use of bicycles and a computer station. Front-desk staff can assist with concierge services, luggage storage, and securing valuables. Additional amenities include express check-out, a banquet hall, and a picnic area.
Free WiFi
Air conditioning

Vine & Sand
47100 New York 25 Southold NY
1.32 mi from city center
$351 nightly
The price is $401 total per night
$401 total
Apr 27 - Apr 28
Total with taxes and fees
Guests of Vine & Sand enjoy access to free WiFi in public areas, a seasonal outdoor pool, and refrigerator in a common area. If you plan to drive, free parking is available. A multilingual staff is on hand to help with luggage storage, and offer sightseeing advice. Additional amenities include free use of bicycles, a terrace, and a communal living room.
Pool
Breakfast included

Sound View Greenport
58775 County Rd 48 Greenport NY
2.63 mi from city center
$252 nightly
The price is $288 total per night
$288 total
May 3 - May 4
Total with taxes and fees
Guests of Sound View Greenport enjoy features like a private beach, free WiFi in public areas, and conference space. Self parking is available for USD 29 per night. The front desk is staffed 24 hours a day to help with luggage storage and concierge services. Other amenities at this beach hotel include a seasonal outdoor pool, a terrace, and a banquet hall.
On private beach
Pool

The Harbor Front Inn
209 Front St Greenport NY
4.19 mi from city center
$223 nightly
The price is $255 total per night
$255 total
Apr 26 - Apr 27
Total with taxes and fees
At The Harbor Front Inn, guests have access to a 24-hour gym, free WiFi in public areas, and a seasonal outdoor pool. Self parking is offered for USD 29 per day. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a terrace and a TV in a common area.
Pool
Breakfast included

Sag Harbor Inn
45 West Water Street Sag Harbor NY
7.85 mi from city center
$225 nightly
The price is $257 total per night
$257 total
Apr 29 - Apr 30
Total with taxes and fees
Sag Harbor Inn offers an outdoor pool, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a meeting room, a fireplace in the lobby, and a vending machine.
Pool
Breakfast included

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Free Cancellation
Reserve now, pay when you stay
11.94 mi from city center
$167 nightly
The price is $190 total per night
$190 total
Apr 30 - May 1
Total with taxes and fees
Renovated in 2023, The Bentley Hotel Southampton offers a seasonal outdoor pool, coffee in a common area, and laundry facilities. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a picnic area and a garden.
Pool
Pet friendly

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
14.97 mi from city center
$264 nightly
The price is $304 total per night
$304 total
May 20 - May 21
Total with taxes and fees
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. You can put free valet parking to good use if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
15.32 mi from city center
$91 nightly
The price is $104 total per night
$104 total
May 3 - May 4
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. This smoke-free hotel also has barbecue grills.
Pet friendly
Parking included

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Free Cancellation
Reserve now, pay when you stay
15.66 mi from city center
$147 nightly
The price is $168 total per night
$168 total
May 6 - May 7
Total with taxes and fees
At Hyatt Place Long Island East End, guests enjoy a marina, an indoor pool, and an outdoor pool. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, tours or tickets, and securing valuables. Additional amenities include a 24-hour gym, free WiFi in public areas, and meeting rooms.
Pool
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Southold hotels essential information
Accommodation | 4,424 hotels |
|---|---|
Lowest Price | $104 |
Highest Price | $401 |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, Sound View Greenport, The Bentley Hotel Southampton, Sag Harbor Inn, Water's Edge Resort & Spa, The Harbor Front Inn, Hyatt Place Long Island East End, Pier Blue Inn Old Saybrook - Essex |
Recent Reviews

Water's Edge Resort & Spa
5/5 Excellent
"Was very nice used hotels.com saved alot for both rooms. Enkoyed the pool and spa hot tub was great. Pricy but worth it the view was beautiful "
A verified traveler stayed at Water's Edge Resort & Spa
Posted 4 hours ago


