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Hotels in Southold

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The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
  • 10 min walk from The Old Field Vineyards
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (227 reviews)
Great sta

Reviewed on Dec 8, 2025

The Shoals Suites and Slips
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
  • 35 min drive from The Old Field Vineyards
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
The staff were all pleasant and helpful. View from the room was amazing. Place was decorated beautifully for Christmas. Beautiful wood burning fireplaces to sit by and relax. The perfect cold weather getaway

Reviewed on Dec 10, 2025

Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
  • 36 min drive from The Old Field Vineyards
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,001 reviews)
Clean and pleasant place staff is accommodating and professional a good value on the shoreline

Reviewed on Dec 10, 2025

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
  • 5 min drive from The Old Field Vineyards
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (598 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on Nov 28, 2025

Sound View Greenport
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
  • 36 min drive from The Old Field Vineyards
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,002 reviews)
Friendly and helpful staff, wonderful dining experience at Fresh Salt

Reviewed on Dec 13, 2025

Saybrook Point Resort & Marina
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
  • 31 min drive from The Old Field Vineyards
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (396 reviews)
crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing

Reviewed on Dec 14, 2025

The Bentley Hotel Southampton
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
  • 42 min drive from The Old Field Vineyards
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,002 reviews)
Convenient location, quick check-in and out. The front desk ladies are nice and helpful. It's a little old but good value for the money.

Reviewed on Nov 29, 2025

Quality Inn Old Saybrook - Westbrook
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd Riverhead NY
  • 56 min drive from The Old Field Vineyards
Stay at this hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
Everything was excellent.

Reviewed on Dec 9, 2025

Hilton Garden Inn Riverhead
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
  • 9 min drive from The Old Field Vineyards
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (546 reviews)
Welcoming and kind staff! Nice breakfast, wasn’t too over the top. Room was spacious and view was lovely! The elevator wasn’t working so they waved the parking fee which was so nice considering we were on the first floor and didn’t need the elevator. Gave 4 starts because our fridge wasn’t working ...

Reviewed on Dec 10, 2025

The Harbor Front Inn
The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
  • 33 min drive from The Old Field Vineyards
Stay at this B&B in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Wolffer ...
8.8/10 Excellent! (212 reviews)
Everything was amazing! Friendly service!

Reviewed on Dec 4, 2025

The Sagaponack
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
300 Boston Post Rd Guilford CT
  • 53 min drive from The Old Field Vineyards
Book a stay at this business-friendly hotel in Guilford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (64 reviews)
The room was very clean, smelled fresh, bed was comfortable for the evening. The pillows were a little flat, still decent. Staff was friendly. The coffee in the lobby was hot and fresh. Overall nice stay , would return again. Only recommendation would be to have a dimer options for the lighting

Reviewed on Dec 7, 2025

Spark by Hilton Guilford
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
  • 31 min drive from The Old Field Vineyards
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (974 reviews)
Great hotel for a quick stay - very friendly staff

Reviewed on Nov 24, 2025

The Atlantic Hotel
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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