Southold hotels from HK$694

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Check prices for these dates

This weekend
15 May - 17 May
Next weekend
22 May - 24 May

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Our top choices for Southold hotels

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (269 reviews)
"Great rooms!"
United States
Susan
The price is HK$1,896
HK$2,362 total
includes taxes & fees
31 May - 1 Jun
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is HK$2,924
HK$3,340 total
includes taxes & fees
17 May - 18 May
Vine & Sand
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (123 reviews)
"Newly built hotel with kind staff and a great free breakfast, thank you!"
United States
Leah
The price is HK$957
HK$1,101 total
includes taxes & fees
26 May - 27 May
Spark by Hilton Guilford
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Easy check-in. Good breakfast."
United States
peter
The price is HK$925
HK$1,064 total
includes taxes & fees
9 Jun - 10 Jun
Quality Inn Old Saybrook - Westbrook
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (309 reviews)
"Just all around great place"
United States
Stanley
The price is HK$658
HK$757 total
includes taxes & fees
19 May - 20 May
Clinton Motel
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (159 reviews)
"Great place."
United States
Joshua
The price is HK$1,485
HK$1,707 total
includes taxes & fees
18 May - 19 May
The Niantic Inn
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (473 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is HK$631
HK$725 total
includes taxes & fees
26 May - 27 May
Econo Lodge Inn & Suites Old Saybrook Westbrook
BBQ/picnic Area

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"The breakfast was fresh and delicious!"
United States
Kim
The price is HK$1,312
HK$1,498 total
includes taxes & fees
19 May - 20 May
Hyatt Place Long Island East End
IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is HK$1,758
HK$1,952 total
includes taxes & fees
19 May - 20 May
The Captain Stannard
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,003 reviews)
"Good location"
United States
Ashley
The price is HK$603
HK$694 total
includes taxes & fees
21 May - 22 May
Pier Blue Inn Old Saybrook - Essex
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is HK$1,758
HK$1,951 total
includes taxes & fees
28 May - 29 May
Westbrook Inn B&B
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (699 reviews)
"Great place to stay"
United States
Mitchell
The price is HK$1,703
HK$1,946 total
includes taxes & fees
27 May - 28 May
The Hampton Maid
Exterior

Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1,000 reviews)
"Clean rooms and very convenient location "
United States
Khaled
The price is HK$1,503
HK$1,718 total
includes taxes & fees
17 May - 18 May
Holiday Inn Express & Suites Riverhead - Long Island by IHG
Bar (on property)

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,004 reviews)
"Nice property "
United States
Colleen
The price is HK$1,950
HK$2,378 total
includes taxes & fees
25 May - 26 May
Water's Edge Resort & Spa
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is HK$2,964
HK$3,725 total
includes taxes & fees
28 May - 29 May
The Pridwin Hotel
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (748 reviews)
"Very reliable staff, clean property, and reliable wifi and amenities. Perfect for a weekend getaway or family trip perfect location to do many things."
United States
Jarrell
The price is HK$733
HK$838 total
includes taxes & fees
19 May - 20 May
Shorewood Inn
Property amenity

Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, staff was very helpful and very friendly. "
United States
Evelyn
The price is HK$1,403
HK$1,603 total
includes taxes & fees
18 May - 19 May
Residence Inn by Marriott New York Long Island East End
Exterior

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (244 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is HK$1,018
HK$1,170 total
includes taxes & fees
18 May - 19 May
Tower Inn And Suites Of Guilford - Madison
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (304 reviews)
"amazing stay! "
United States
Lauren
The price is HK$1,586
HK$1,811 total
includes taxes & fees
28 May - 29 May
Zey Hotel
Down duvets, free WiFi, bed sheets

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is HK$2,041
HK$2,332 total
includes taxes & fees
20 May - 21 May
The Penny Lane
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.
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Stay near popular Southold attractions

Sparkling Pointe

4.4/5 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
See properties

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Friendly staff."
Allecia 1-night trip
Posted 9 hours ago
Pier Blue Inn Old Saybrook - Essex

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is HK$603 per night from 21 May to 22 May
HK$603
HK$694 total
21 May - 22 May
includes taxes & fees
8/10 Very Good! (1,003 reviews)

Hotels in Southold with star-rating

Frequently asked questions

Where is the best place to stay in Southold?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data. This hotel offers private balconies and a bar. Vine & Sand is another good option for your trip. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This holiday home rental outside of Southold offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.
What are some accommodation options with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. The Bentley Hotel Southampton and Sound View Greenport are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.
What's it like to stay in Southold?
Visitors can enjoy all that Southold has to offer, including the wineries, beaches and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 147 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
The picturesque setting of Horton Lane Beach and McCabe's Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Mattebella Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.
What's the weather like in Southold?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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