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Southold Hotels from S$119

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Top 10 trending Southold hotels

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (209)
"Great quick stay"
The price is S$364
includes taxes & fees
5 Oct - 6 Oct
The Shoals Suites and Slips

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (61)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1014)
"Great place!! "
The price is S$553
includes taxes & fees
14 Oct - 15 Oct
Saybrook Point Resort & Marina

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (944)
"Very nice staff and great location "
The Atlantic Hotel

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1001)
"Very friendly and helpful staff."
The price is S$119
includes taxes & fees
6 Oct - 7 Oct
Pier Blue Inn Old Saybrook - Essex

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (194)
"Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!"
Ocean Vista Resort

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (662)
"Great place to stay"
The Hampton Maid

Greenview Inn Riverhead

2.0 star property
7.4 out of 10, Good, (739)
"The outside isn’t much to look at but the room and bathroom are very clean, modern and spacious. And the bed is super comfy. "
Greenview Inn Riverhead

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1021)
"clean and quiet property, great views, amazing staff"
The price is S$331
includes taxes & fees
19 Oct - 20 Oct
Water's Edge Resort & Spa

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great location ,beautiful hotel,nice staff"
The price is S$343
includes taxes & fees
2 Oct - 3 Oct
The Harbor Front Inn

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (363)
"Pet friendly "
The price is S$436
includes taxes & fees
5 Oct - 6 Oct
The Preston House & Hotel

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (275)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1013)
"We have stayed there before so have been pleased with it."
The price is S$145
includes taxes & fees
13 Oct - 14 Oct
Quality Inn Old Saybrook - Westbrook

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (315)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is S$186
includes taxes & fees
5 Oct - 6 Oct
Hampton's Vacation Inn

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (256)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (296)
"Very nice & affordable "
The price is S$222
includes taxes & fees
19 Oct - 20 Oct
Windward Shores Ocean Resort

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
8.6 out of 10, Excellent, (1002)
"I enjoyed every minute of my stay .I felt safe the entire time ."
The price is S$230
includes taxes & fees
30 Oct - 31 Oct
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (319)
"the staff was exceptional and our dinner was very good"
The price is S$503
includes taxes & fees
27 Oct - 28 Oct
Madison Beach Hotel

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (445)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is S$241
includes taxes & fees
5 Oct - 6 Oct
Bayview Resort

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1000)
"Very nice hotel and convenient to vineyards "
The price is S$236
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Riverhead
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Hotels near Southold Attractions

Sparkling Pointe
Sparkling Pointe

Sparkling Pointe

You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.

Learn more about Southold

Come to Southold and enjoy its wineries, island views and beaches.

Top Southold Hotel Reviews

More cheap stays in Southold

More cheap stays in Southold

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 a restaurant and private balconies. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Sound View Greenport. See all available top hotels, or 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?

Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. Saybrook Point Resort & Marina and The Atlantic Hotel 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 153 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 McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia