Find hotels near The Old Field Vineyards, Southold from $142

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Compare 2,000 hotels close to The Old Field Vineyards with room rates, reviews, and availability. Most hotels are fully refundable.

The Shoals Suites and Slips

3.5 star property
0.4 mi from The Old Field Vineyards
9.6 out of 10, Exceptional, (226)
"Food!"
United States
Ryan
$174 nightly
The price is $199
Dec 30 - Dec 31
Total with taxes and fees
The Shoals Suites and Slips

Sound View Greenport

4.0 star property
1.8 mi from The Old Field Vineyards
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$237 nightly
The price is $271
Jan 7 - Jan 8, 2026
Total with taxes and fees
Sound View Greenport

Silver Sands Motel & Beach Bungalows

4.0 star property
2.3 mi from The Old Field Vineyards
9.8 out of 10, Exceptional, (140)
"Great get away "
United States
Charles
$203 nightly
The price is $231
Dec 21 - Dec 22
Total with taxes and fees
Silver Sands Motel & Beach Bungalows

Vine & Sand

3.0 star property
2.3 mi 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
$320 nightly
The price is $366
Dec 16 - Dec 17
Total with taxes and fees
Vine & Sand

The Menhaden

3.5 star property
3.2 mi 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
$309 nightly
The price is $347
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Menhaden

Zey Hotel

3.5 star property
3.4 mi 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
$182 nightly
The price is $208
Dec 21 - Dec 22
Total with taxes and fees
Zey Hotel

Sag Harbor Inn

3.5 star property
7.5 mi from The Old Field Vineyards
9.4 out of 10, Exceptional, (572)
"Very clean, helpful staff and convenient location."
United States
Gordon
$215 nightly
The price is $246
Dec 8 - Dec 9
Total with taxes and fees
Sag Harbor Inn

The Harbor Front Inn

3.5 star property
3.2 mi from The Old Field Vineyards
8.8 out of 10, Excellent, (541)
"Awesome stay!!! Great Location "
United States
Bryan
$166 nightly
The price is $189
Dec 29 - Dec 30
Total with taxes and fees
The Harbor Front Inn

American Beech Hotel

3.5 star property
3.4 mi 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
$234 nightly
The price is $267
Dec 10 - Dec 11
Total with taxes and fees
American Beech Hotel

Topping Rose House

4.5 star property
10.9 mi from The Old Field Vineyards
9.2 out of 10, Wonderful, (136)
"Great rooms, staff and food"
United Kingdom
Alexandra
$559 nightly
The price is $643
Dec 8 - Dec 9
Total with taxes and fees
Topping Rose House

The Sagaponack

3.0 star property
11.8 mi from The Old Field Vineyards
8.8 out of 10, Excellent, (211)
"Clean & amenities, staff friendly Thank you "
United States
Archil
$176 nightly
The price is $202
Dec 22 - Dec 23
Total with taxes and fees
The Sagaponack

Southampton Long Island Hotel

2.5 star property
12.1 mi from The Old Field Vineyards
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
$125 nightly
The price is $142
Jan 6 - Jan 7, 2026
Total with taxes and fees
Southampton Long Island Hotel

Head of Pond House

3.0 star property
11.1 mi 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
$483 nightly
The price is $552
Jan 5 - Jan 6, 2026
Total with taxes and fees
Head of Pond House

Wainscott Woods Retreat

2.5 star property
11.9 mi 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
$226 nightly
The price is $258
Jan 7 - Jan 8, 2026
Total with taxes and fees
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.

Top The Old Field Vineyards Hotel Reviews

Hotels near other The Old Field Vineyards attractions

Frequently asked questions

What are the top-rated hotels near The Old Field Vineyards?
Exploring the charming area around The Old Field Vineyards? Here are some top-rated hotels that promise a memorable stay in Southold, New York.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach offers an exceptional getaway, located just 2.3 miles from The Old Field Vineyards. Rated an impressive 10 by travelers, this historic hotel features a private gunite saltwater pool, a spacious patio, and a fully equipped kitchen. Guests can enjoy nearby paddleboating, windsurfing, and marina access, enhancing their experience in Southold. Perfect for relaxation, the farmhouse also boasts a charcoal grill and outdoor shower, making it an idyllic retreat for those wanting to unwind.

Great Location!! Walk to Town & Train!!

Great Location!! Walk to Town & Train!! is ideally situated just 1.2 miles from The Old Field Vineyards and is rated 10 by travelers. This hotel combines comfort and convenience with a fully equipped kitchen, a charming patio, and a cozy fireplace. Guests can explore the nearby shopping areas or enjoy winery tours, all while having the beach within easy reach. The farmhouse's inviting atmosphere and practical amenities make it a great choice for those wanting easy access to local attractions.

Greenport renovated farmhouse

Greenport renovated farmhouse is a charming stay located 4.3 miles from The Old Field Vineyards, a perfect 10 review rating from travelers. This historic farmhouse features a cozy patio, an inviting kitchen with modern amenities, and easy access to nearby beaches. Guests can enjoy activities like kayaking and windsurfing, ensuring plenty of adventure during their stay. The hotel also offers a contactless check-in service for added convenience, making it a welcoming choice for visitors.
How much is a hotel near The Old Field Vineyards?
Staying near The Old Field Vineyards is a treat, with plenty of hotels from $142 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near The Old Field Vineyards?
For families looking to enjoy the scenic beauty near The Old Field Vineyards, here are some top-rated family-friendly hotels that provide a perfect blend of comfort and amenities.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

Beautifully Renovated Farmhouse with Gunite Saltwater Pool is a stunning family-friendly option, just 2.3 miles from The Old Field Vineyards and rated an impressive 10. This hotel is designed for families, featuring a fully equipped kitchen and a secured yard for kids to play. With a private pool and nearby the beach, travelers can enjoy the perfect blend of fun and relaxation.

Greenport renovated farmhouse

Greenport renovated farmhouse is a charming retreat just 4.3 miles from The Old Field Vineyards, with a perfect review rating of 10. This family-friendly hotel features a fully equipped kitchen, travel crib, and fun games for children, ensuring a delightful stay for families. Guests can also enjoy the spacious patio and beautiful garden, perfect for relaxing after a day of exploring.

Sound View Greenport

Sound View Greenport, located only 2.8 miles from The Old Field Vineyards, is a 4-star hotel with a solid review rating of 8.4. Families will appreciate the accessible pool and the option of connecting rooms, providing convenience and comfort. Guests can indulge in free breakfast and enjoy beachfront dining, making it a wonderful spot for family meals and relaxation.
Which hotels near The Old Field Vineyards offer the best views?
Discover top-rated hotels near The Old Field Vineyards that offer stunning views and memorable experiences during your stay in Southold.

Sound View Greenport

Sound View Greenport is a charming 4-star hotel, located 2.8 miles from The Old Field Vineyards, an inviting ocean view. Rated 8.4 by travelers, it offers a beachfront restaurant and poolside bar, perfect for unwinding after a day of exploration. Guests can enjoy modern amenities such as a fully equipped kitchen in their rooms, complimentary breakfast, and access to tennis courts, ensuring a delightful stay in this picturesque setting.

Hotel Moraine

Hotel Moraine features breathtaking sea views and is located just 2.6 miles from The Old Field Vineyards. With an impressive review rating of 9.8, this hotel offers a serene beach environment, complete with beach sun loungers and a private picnic area. Guests can enjoy a complimentary daily breakfast, a refreshing pool, and access to nearby kayaking and winery tours, making it a perfect retreat for those looking to explore Southold.

The Harbor Front Inn

The Harbor Front Inn is a cozy 3.5-star hotel located 3.5 miles from The Old Field Vineyards, featuring ocean views that enhance its appeal. With a review rating of 8.8, it provides travelers with a relaxing terrace, complimentary breakfast, and access to a 24-hour fitness center. The hotel's nearby the beach and its inviting pool make it a great choice for travelers looking to enjoy the scenic beauty of Southold.
What are the best affordable hotels near The Old Field Vineyards?
For those eager to explore the beautiful surroundings of The Old Field Vineyards without breaking the bank, here are some of the best affordable hotels nearby. Each option offers a unique charm and great amenities to make your stay memorable.

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach

This stunning farmhouse is just 2.3 miles from The Old Field Vineyards and boasts a perfect review rating of 10. Guests will appreciate its family-friendly amenities, including a private gunite saltwater pool and a spacious yard. The hotel also offers a well-equipped kitchen, outdoor patio, and nearby opportunities for paddleboating and kayaking, ensuring a delightful stay.

Great Location!! Walk to Town & Train!!

Situated just 1.2 miles from The Old Field Vineyards, this hotel also boasts a perfect review rating of 10. It is conveniently located within walking distance to town and the train station, making it ideal for exploring. Guests can enjoy amenities like a fully equipped kitchen, outdoor patio, and easy access to local wineries and shopping, ensuring a comfortable and enjoyable stay.

Greenport renovated farmhouse

Located 4.3 miles from The Old Field Vineyards, this beautifully renovated farmhouse has received a review rating of 10. Perfect for families, it features amenities such as a travel crib and children's games. Guests will enjoy the spacious kitchen, outdoor patio, and nearby local attractions like beaches and marinas, making it an ideal choice for a relaxing getaway.
What are the best boutique hotels near The Old Field Vineyards?
For travelers seeking a top-rated boutique experience near The Old Field Vineyards, these charming hotels offer a unique and memorable stay.

Zey Hotel

Zey Hotel is a delightful 3.5-star boutique hotel located just 3.8 miles from The Old Field Vineyards, with an impressive review rating of 9.2. This adults-only retreat offers travelers a cozy ambiance with premium bedding and the convenience of a kitchenette. Enjoy a complimentary continental breakfast each morning, unwind on the terrace, or explore the nearby beach. With amenities like free self-parking and bicycles available onsite, it's perfect for travelers looking to explore the scenic surroundings.
Are there any hotels with pools close to The Old Field Vineyards?
For travelers seeking hotels with pools near The Old Field Vineyards, the following options provide excellent accommodations to complement your vineyard experience.

Sound View Greenport

Sound View Greenport, a 4-star hotel just 2.8 miles from The Old Field Vineyards, is rated 8.4 by travelers. The hotel offers a pool with a poolside bar and sun loungers, ideal for enjoying sunny afternoons. Guests can also indulge in beachfront dining at the restaurant and explore nearby ocean activities, making this a perfect family-friendly getaway.

Hotel Moraine

Hotel Moraine is a top-rated choice just 2.6 miles from The Old Field Vineyards, with an impressive review rating of 9.8. This family-friendly hotel features a resort-style pool equipped with sun loungers and pool umbrellas, ensuring a relaxing experience for travelers. With amenities like free breakfast, accessible parking, and nearby kayaking options, travelers can enjoy both comfort and adventure during their stay.

Greenporter Hotel

Greenporter Hotel, located 3.4 miles from The Old Field Vineyards, holds a great traveler rating score of 9.2. This hotel features a shared pool with sun loungers and a hot tub, perfect for unwinding after a day of vineyard tours. Guests appreciate the early check-in, electric car charging, and access to private winery tours, making it an excellent choice for those looking to explore the local wine scene.
What are the best pet-friendly hotels near The Old Field Vineyards?
If you're looking for top-rated, pet-friendly hotels near The Old Field Vineyards, Southold offers some wonderful stays that welcome your furry friends.

Hotel Moraine

Hotel Moraine, situated just 2.6 miles from The Old Field Vineyards, boasts an impressive review rating of 9.8. This inviting retreat is perfect for travelers with pets, allowing pets in the room and providing pet-friendly amenities. Guests can enjoy a range of features including free breakfast, an accessible pool, and a beautiful private beach. With activities like yoga classes and winery tours nearby, travelers can enjoy both relaxation and adventure.

The Harbor Front Inn

Located 3.5 miles from The Old Field Vineyards, The Harbor Front Inn offers a comfortable stay with a review rating of 8.8 and is rated 3.5 stars. This pet-friendly inn allows pets in the room, ensuring that furry companions are welcome. Guests can take advantage of amenities like a 24-hour fitness center, complimentary breakfast, and a beautiful terrace overlooking the water. The beach is nearby, perfect for leisurely walks with pets.

American Beech Hotel

American Beech Hotel, just 3.7 miles away from The Old Field Vineyards, has a solid review rating of 8.8 and is also rated 3.5 stars. This charming hotel provides pet-friendly amenities, including food and water bowls for your four-legged friends. Guests will appreciate free breakfast, access to nearby beaches, and stylish accommodations with designer toiletries. With a historical district location, travelers can explore local attractions while enjoying their stay.
Can I book a fully refundable hotel close to The Old Field Vineyards?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "The Old Field Vineyards", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near The Old Field Vineyards?
To look for discounts on hotels near The Old Field Vineyards, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

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