Book 2 Star Hotels in Southold
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Southold 2 Stars Hotels

The Shoals Suites and Slips
61600 Main Rd, Southold, NY
1.41 mi from city center
$397 nightly
The price is $450 total per night
$450 total
Aug 7 - Aug 8
Total includes 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 luggage storage, securing valuables, and concierge services. Additional amenities include a communal living room, an ATM, and a ballroom.
Free WiFi
Restaurant

Vine & Sand
47100 New York 25, Southold, NY
1.31 mi from city center
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 fireplace in the lobby.
Pool
Breakfast included

The Atlantic Hotel
1655 County Road 39, Southampton, NY
11.79 mi from city center
$301 nightly
The price is $344 total per night
$344 total
Aug 3 - Aug 4
Total includes taxes and fees
Guests staying at The Atlantic Hotel enjoy an outdoor pool, outdoor tennis courts, and free WiFi in public areas. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
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
$313 nightly
The price is $358 total per night
$358 total
Aug 19 - Aug 20
Total includes 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 garden and a picnic area.
Pool
Pet friendly

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
15.32 mi from city center
$89 nightly
The price is $102 total per night
$102 total
Jul 30 - Jul 31
Total includes 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

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
15.58 mi from city center
$419 nightly
The price is $479 total per night
$479 total
Jul 31 - Aug 1
Total includes taxes and fees
Saybrook Point Resort & Marina features a marina, a full-service spa, and 2 outdoor pools. There's free parking and a free train station shuttle. The front desk is staffed 24/7 to help with securing valuables, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa hotel include an indoor pool, a gym, and a sauna.
Pool
Hot Tub

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
17.88 mi from city center
$110 nightly
The price is $126 total per night
$126 total
Jul 31 - Aug 1
Total includes taxes and fees
At Quality Inn Old Saybrook - Westbrook, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included

Greenview Inn Riverhead
1433 W Main St, Riverhead, NY
Free Cancellation
Reserve now, pay when you stay
17.58 mi from city center
$128 nightly
The price is $146 total per night
$146 total
Aug 7 - Aug 8
Total includes taxes and fees
Greenview Inn Riverhead features free WiFi in public areas, laundry facilities, and local meal delivery service. There's free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a vending machine and a garden.
Parking included
Free WiFi

Hotel Indigo East End by IHG
1830 W Main St, Riverhead, NY
Free Cancellation
18.36 mi from city center
$284 nightly
The price is $325 total per night
$325 total
Aug 3 - Aug 4
Total includes taxes and fees
At Hotel Indigo East End by IHG, guests have access to a 24-hour gym, free WiFi in public areas, and conference space. You can take advantage of free parking, along with a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a microwave in a common area.
Pet friendly
Parking included
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 | 4,423 hotels |
---|---|
Lowest Price | $102 |
Highest Price | $479 |
Popular hotels | The Shoals Suites and Slips, Vine & Sand, Quality Inn Old Saybrook - Westbrook, Greenview Inn Riverhead, Pier Blue Inn Old Saybrook - Essex, Saybrook Point Resort & Marina, Hotel Indigo East End by IHG, The Atlantic Hotel, The Bentley Hotel Southampton |
Recent Reviews

Greenview Inn Riverhead
5/5 Excellent
10/10
"We had a short stay, and were really satisfied with everything, the hotel is very nice and newly renovated! Our room was super clean and smelled great."
A verified traveler stayed at Greenview Inn Riverhead
Posted 3 days ago