Search Hotels Near The Old Field Vineyards, Southold

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for The Old Field Vineyards hotels

Exterior
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, (231)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is 4.881.170 ₫
5.576.737 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Shoals Suites and Slips
Resort view
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
2.8 km from The Old Field Vineyards
8.6 out of 10, Excellent, (599)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 3.776.294 ₫
5.603.152 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Sound View Greenport
Interior
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, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is 6.464.280 ₫
8.438.168 ₫ total
includes taxes & fees
24 Dec - 25 Dec
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 2.740.181 ₫
3.130.959 ₫ total
includes taxes & fees
22 Jan - 23 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, (290)
"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
Lobby lounge
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, (548)
"Awesome stay!!! Great Location "
United States
Bryan
The price is 3.531.255 ₫
4.750.454 ₫ total
includes taxes & fees
25 Dec - 26 Dec
The Harbor Front Inn
Bar (on property)
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 7.868.185 ₫
8.989.467 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Bridgehampton Inn
Terrace/patio
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 6.635.916 ₫
8.635.117 ₫ total
includes taxes & fees
29 Dec - 30 Dec
American Beech Hotel
Property entrance
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
19 km from The Old Field Vineyards
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is 4.239.347 ₫
5.895.726 ₫ total
includes taxes & fees
24 Dec - 25 Dec
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, (203)
"Good location. Nice people!! "
United States
Theresa
The price is 3.124.906 ₫
3.726.730 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
Southampton Long Island Hotel
Traditional Cottage, 2 Bedrooms, Lake View | Desk, laptop workspace, iron/ironing board, free WiFi
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 13.034.835 ₫
14.892.300 ₫ 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 9.347.614 ₫
10.679.649 ₫ total
includes taxes & fees
3 Jan - 4 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.
View all properties

Top The Old Field Vineyards Hotel Reviews

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.
See properties

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.
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 Crescent Beach, Sunset Beach and 67 Steps Beach.