Southold
Travel Guide
Visit Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is HK$2,786 per night from 22 Jun to 23 Jun
HK$2,786
HK$3,379 total
22 Jun - 23 Jun
includes taxes & fees
Stay at this hotel in Southold. Enjoy free Wi-Fi, free bicycles on-site and a business centre. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (274 reviews)
"The room and balcony were both clean and spacious. No major complaints - just that blackout curtains don't exist on the larger windows, which can be an acquired taste for some. We went over Memorial Day weekend, which is typically the onset of beach season, and had wanted to use the beach passes ..."
Reviewed on 30 May 2026
Vine & Sand
47100 New York 25 Southold NY
The price is HK$4,064 per night from 11 Jun to 12 Jun
HK$4,064
HK$4,643 total
11 Jun - 12 Jun
includes taxes & fees
Stay at this business-friendly B&B in Southold. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Mattebella Vineyards and Croteaux Vineyards ...
9.8/10 Exceptional! (16 reviews)
"Location was perfect for visiting the wineries… breakfast was to die for!"
Reviewed on 22 Mar 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is HK$688 per night from 7 Jun to 8 Jun
HK$688
HK$791 total
7 Jun - 8 Jun
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8/10 Very Good! (1,003 reviews)
"We used the place as a crash pad - easy to get to from the marina and close to "the main strip" . We did not have a car and it was a holiday weekend."
Reviewed on 28 May 2026
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.
Surrounded by nature, come stay in this 2 bedroom private, serene location
Southold NY
Stay at this holiday home in Southold. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Croteaux Vineyards and Mattebella ...
10/10 Exceptional! (3 reviews)
"This home away from home provided a clean and comfortable space to rest and recharge, as we explored the area. Tranquil outdoor space, easy parking, yummy snacks, cozy bedding, and fine toiletries all contributed to a wonderful fall short-stay. We hope to return!M & MWestbrook, CT. USA"
Reviewed on 24 Oct 2025
Greenport Walk to beach & vineyard from this brand new home
Southold NY
Stay at this holiday home in Southold. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions The Old Field Vineyards and Horton Point Park are ...
10/10 Exceptional! (6 reviews)
"Amazing house, host is so friendly, right in the heart of everything! Awesome!"
Reviewed on 22 Oct 2025
Fabulous Waterfront Property in the Heart of Wine Country
Peconic NY
Stay at this cottage in Southold. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Goldsmith's Inlet Park and Sannino's Bella Vita Vineyard ...
10/10 Exceptional! (185 reviews)
"The cottage was lively with a beautiful view of the water. The house was clean and comfortable on a quiet street. There is a nice deck and yard out back. It’s located in an area with many restaurants and vineyards. I would absolutely recommend this cottage to others"
Reviewed on 15 May 2026
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.
Popular places to visit
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.
Croteaux Vineyards
You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
The Old Field Vineyards
You can enjoy a tasting or tour at The Old Field Vineyards during your travels to Southold. Stroll along the beaches or discover the sunsets in this family-friendly area.
Horton Lane Beach
Why not spend a lazy afternoon at Horton Lane Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.
Osprey's Dominion
You can enjoy a tasting or tour at Osprey's Dominion during your travels to Southold. Wander the beautiful beaches in this family-friendly area.
Horton Point Park
Explore the great outdoors at Horton Point Park, a lovely green space in Southold. Wander the beaches or discover the sunsets in this family-friendly area.
Things to do
Half-Day Private Long Island Wine Tour Experience
HK$2,267
per adult
Full Day Private Long Island Wine Tours from New York City
HK$1,480
per adult
Half Day(AM) North Fork Private Wine & Food Tour by Local Expert
HK$2,655
per adult
