Search Hotels Near The Old Field Vineyards, Southold

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29 Dec - 30 Dec
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30 Dec - 31 Dec
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for The Old Field Vineyards hotels

Garden Suite King | Premium bedding, down duvets, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
0.7 km from The Old Field Vineyards
9.4 out of 10, Exceptional, (232)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is Rp3.106.031
Rp3.548.641 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Shoals Suites and Slips
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
2.8 km from The Old Field Vineyards
8.4 out of 10, Very good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is Rp2.414.619
Rp3.214.000 total
includes taxes & fees
8 Jan - 9 Jan 2026
Sound View Greenport
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
3.7 km from The Old Field Vineyards
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
5.1 km from The Old Field Vineyards
9.6 out of 10, Exceptional, (172)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is Rp4.504.405
Rp5.816.208 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Menhaden
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
4.9 km from The Old Field Vineyards
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is Rp1.743.657
Rp1.992.320 total
includes taxes & fees
6 Jan - 7 Jan 2026
House on Chase Creek
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
5.5 km from The Old Field Vineyards
9.2 out of 10, Wonderful, (291)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.1 km from The Old Field Vineyards
8.8 out of 10, Excellent, (554)
"Room and staff were amazing. "
United States
Manuel
The price is Rp2.263.087
Rp3.040.875 total
includes taxes & fees
28 Jan - 29 Jan 2026
The Harbor Front Inn
Outdoor wedding area
Bridgehampton Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
17.5 km from The Old Field Vineyards
9.4 out of 10, Exceptional, (218)
"Great place!!!"
United States
Leslie
The price is Rp5.006.755
Rp5.720.259 total
includes taxes & fees
30 Dec - 31 Dec
Bridgehampton Inn
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
5.5 km from The Old Field Vineyards
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is Rp4.219.740
Rp5.491.020 total
includes taxes & fees
30 Dec - 31 Dec
American Beech Hotel
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
19 km from The Old Field Vineyards
8.8 out of 10, Excellent, (216)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is Rp2.697.620
Rp3.751.622 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Sagaponack
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
19.5 km from The Old Field Vineyards
8.6 out of 10, Excellent, (204)
"Good location. Nice people!! "
United States
Theresa
The price is Rp1.670.314
Rp1.991.818 total
includes taxes & fees
27 Jan - 28 Jan 2026
Southampton Long Island Hotel
Seasonal outdoor pool
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
17.8 km from The Old Field Vineyards
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is Rp8.288.775
Rp9.469.926 total
includes taxes & fees
5 Jan - 6 Jan 2026
Head of Pond House
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
19.2 km from The Old Field Vineyards
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is Rp6.070.063
Rp6.935.046 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wainscott Woods Retreat
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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Top The Old Field Vineyards Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Yes"
Ray 1-night trip
Posted 3 weeks ago
The Harbor Front Inn

Hotels near other The Old Field Vineyards attractions

Sparkling Pointe

4.5/5 (2 reviews)
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.
See properties

Custer Institute and Observatory

Enjoy an outing to Custer Institute and Observatory during your stay in Southold. Wander the beaches and gardens while you're in the area.
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Frequently asked questions

What's the area like around The Old Field Vineyards?
The Old Field Vineyards is located in a family-friendly area of Southold that travellers like for its island views and wineries. If you're looking for a convenient place to stay, take a look at the 28 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near The Old Field Vineyards?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data, and this hotel offers private balconies and a bar. It's located just a short 0.4 mi (0.7 km) from The Old Field Vineyards. Other good choices within 5 miles include Sound View Greenport and The Harbor Front Inn.
How many hotels will I be able to find near The Old Field Vineyards?
Expedia has 28 hotels and other accommodation options within a mile from The Old Field Vineyards.
If I need to cancel the hotel reservation for my stay near The Old Field Vineyards, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to review the best options available near The Old Field Vineyards.
What can I see and do near The Old Field Vineyards?
Railroad Museum of Long Island, East End Seaport Maritime Museum and Havens House feature a variety of fascinating exhibits to see while you're in town. Greenport Carousel, Horton Point Park and Sylvester Manor are some of the local landmarks to explore. Dip your toes in the water at Sunset Beach, 67 Steps Beach and Crescent Beach.