Winery Hotels in St. Augustine

November 2026
December 2026

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Nov 6 - Nov 8

Winery Hotels in St. Augustine

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in St. Augustine on Hotels.com. These St. Augustine Winery Hotels consistently deliver on quality, location and traveler experience. Last updated on October 26, 2026.

1. Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District
Uptown
CNY727
CNY811 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn St. Augustine Downtown Historic District

2. Homewood Suites by Hilton St. Augustine San Sebastian

Homewood Suites by Hilton St. Augustine San Sebastian
Oyster Creek
CNY760
CNY848 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton St. Augustine San Sebastian

3. Comfort Suites St. Augustine Historic District Area

Comfort Suites St. Augustine Historic District Area
Greater Fullerwood
CNY668
CNY745 total
includes taxes & fees
Nov 11 - Nov 12
Comfort Suites St. Augustine Historic District Area

4. Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
St. Augustine
CNY1,072
CNY1,418 total
includes taxes & fees
Nov 11 - Nov 12
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

5. Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection
St. Augustine Historic District
CNY1,974
CNY2,365 total
includes taxes & fees
Nov 2 - Nov 3
Casa Monica Resort & Spa, Autograph Collection

6. City Express By Marriott St. Augustine

City Express By Marriott St. Augustine
Greater Fullerwood
CNY560
CNY625 total
includes taxes & fees
Nov 1 - Nov 2
City Express By Marriott St. Augustine

7. AC Hotel St. Augustine Downtown

AC Hotel St. Augustine Downtown
Downtown Historic District
CNY933
CNY1,041 total
includes taxes & fees
Nov 8 - Nov 9
AC Hotel St. Augustine Downtown

8. Holiday Inn Express St. Augustine - Vilano Beach by IHG

Holiday Inn Express St. Augustine - Vilano Beach by IHG
Vilano Beach
CNY874
CNY1,054 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express St. Augustine - Vilano Beach by IHG

9. Carriage Way Inn

Carriage Way Inn
St. Augustine Historic District
CNY1,319
CNY1,471 total
includes taxes & fees
Oct 26 - Oct 27
Carriage Way Inn

10. voco St. Augustine Historic Area by IHG

voco St. Augustine Historic Area by IHG
Davis Shores
CNY760
CNY848 total
includes taxes & fees
Oct 29 - Oct 30
voco St. Augustine Historic Area by IHG

11. The Saint Augustine Beach House

The Saint Augustine Beach House
Vilano Beach
CNY1,809
CNY2,203 total
includes taxes & fees
Oct 26 - Oct 27
The Saint Augustine Beach House

12. Victorian House Bed & Breakfast

Victorian House Bed & Breakfast
St. Augustine Historic District
CNY1,096
CNY1,222 total
includes taxes & fees
Oct 26 - Oct 27
Victorian House Bed & Breakfast

13. Quality Inn St Augustine Historic District Area

Quality Inn St Augustine Historic District Area
Greater Fullerwood
CNY435
CNY485 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn St Augustine Historic District Area

14. Agustin Inn

Agustin Inn
St. Augustine Historic District
CNY627
CNY766 total
includes taxes & fees
Oct 26 - Oct 27
Agustin Inn

15. Carriage Way Centennial

Carriage Way Centennial
Downtown Historic District
CNY1,163
CNY1,297 total
includes taxes & fees
Nov 1 - Nov 2
Carriage Way Centennial

16. The Kenwood Inn

The Kenwood Inn
St. Augustine Historic District
CNY2,156
CNY2,404 total
includes taxes & fees
Nov 9 - Nov 10
The Kenwood Inn

17. Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
Vilano Beach
CNY137
CNY917 total
includes taxes & fees
Oct 28 - Oct 29
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

18. Haleys Court Boutique Motel

Haleys Court Boutique Motel
Vilano Beach
CNY585
CNY1,025 total
includes taxes & fees
Oct 26 - Oct 27
Haleys Court Boutique Motel

19. Hotel Amalga ST. Augustine Tribute Portfolio

Hotel Amalga ST. Augustine Tribute Portfolio
Oyster Creek
CNY740
CNY826 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Amalga ST. Augustine Tribute Portfolio

20. Ocean Breeze Inn

Ocean Breeze Inn
St. Augustine
CNY422
CNY470 total
includes taxes & fees
Nov 2 - Nov 3
Ocean Breeze Inn
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Top neighborhoods in St. Augustine

St. Augustine Historic District

Explore the colonial heart of St. Augustine, featuring narrow streets and landmarks like Castillo de San Marcos and Cathedral Basilica. Discover the city's oldest residences, such as the González–Alvarez House.

Vilano Beach

Vilano Beach dishes up pristine Atlantic shorelines with a chill vibe that's refreshingly different from St. Augustine's tourist hustle. Sink your toes into the soft sand, cast a line from the fishing pier, or catch epic sunrise views that'll make your social feed explode. The beach town center buzzes with seafood spots and surf shops while nearby Castle Otttis adds a quirky medieval touch to your beachcombing adventures. Fresh-caught seafood dominates local menus, with most restaurants offering breezy outdoor seating and ocean views. Beach condos and boutique inns make up most lodging options, typically featuring private balconies and direct beach access. Getting around is easiest with your own wheels, though the main beach areas are wonderfully walkable.

Lincolnville

Lincolnville's tree-lined streets tell stories of African American resilience through Victorian homes and historic churches. This St. Augustine neighborhood played a pivotal role in the Civil Rights Movement, with the Lincolnville Museum and Cultural Center showcasing this rich heritage. Wander through oak-canopied streets to discover the ACCORD Civil Rights Museum or admire the architecture of Lightner Museum and Villa Zorayda. The neighborhood offers authentic Southern comfort food in casual eateries that reflect local culinary traditions. Charming bed and breakfasts in restored Victorian homes provide intimate, culturally immersive stays. While public transit is limited, downtown attractions are just a peaceful 10-minute walk away.

Downtown Historic District

St. Augustine's Downtown Historic District neighborhood is home to attractions such as Lightner Museum and Ponce de León Hall.

Crescent Beach

Crescent Beach invites you to sink your toes into sugar-white sands while Atlantic waves create the perfect soundtrack. Beachcombers wander the shoreline collecting shells, families build sandcastles, and surfers catch morning waves. The historic Fort Matanzas National Monument offers a fascinating glimpse into coastal Florida's past. Nearby nature trails wind through maritime hammocks where wildlife thrives. Beach houses and oceanfront condos line the coast, many with stunning sunrise views over the water. Fresh seafood dominates local menus, from grouper sandwiches to shrimp platters served in casual beachfront eateries. Getting around is easiest with your own wheels, as the area has limited public transit but plenty of beachfront parking.

Top landmarks in St. Augustine

A beach with waves, people, and buildings in the background.

St. Augustine Beach

9.2/10 (9,364 reviews)
If you can't wait to get to the beach, you might enjoy a trip to St. Augustine Beach— one of the most popular seaside spots located 5.5 mi (8.8 km) from central St. Augustine. If you want to continue walking by the waves, head to Butler Beach and Butler Beach State Park.
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A bustling street with historic buildings, a sign for 'The Nature's Legacy' shop, and a plaque for 'Oliver's House'.

St. George Street

9.4/10 (9,539 reviews)
If you want to give your credit card some exercise, head out to St. George Street in Downtown Historic District. Splash some more cash at Aviles Street, St Augustine Antique Emporium, and Whetstone Chocolate Factory.
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A wooden boardwalk leading to a beach with dunes and sparse vegetation.

Anastasia State Park

9.0/10 (2,701 reviews)
Anastasia State Park is 2.5 mi (4.1 km) from central St. Augustine, why not stop by during your stay. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A historic stone fort with a prominent tower, surrounded by grassy areas and under a partly cloudy sky.

Castillo de San Marcos National Monument

9.2/10 (8,638 reviews)
Castillo de San Marcos National Monument is just one of the attractions in Downtown Historic District, St. Augustine so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture St. Augustine has to offer, head to St. Augustine Pirate and Treasure Museum, Ripley's Believe It Or Not, and St. Augustine and St. Johns County Visitor Information Center.
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A golf course with a pond, a bridge, and a building with a tower.

World Golf Village

8.2/10 (2,073 reviews)
You might want to practice your swing at World Golf Village, a golf course located 11.6 mi (18.6 km) from central St. Augustine. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If World Golf Village doesn't quite scratch your golfing itch, King and Bear Golf Course, and World Golf Village - King & Bear Golf Course are also nearby.
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A red lifeguard tower on a sandy beach with a clear blue sky.

Vilano Beach

9.4/10 (256 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Vilano Beach located 2.5 mi (3.9 km) from central St. Augustine. If you want to continue walking by the waves, head to Vilano Point Beach located nearby.
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A shopping plaza with stores like J.Crew, Tommy Hilfiger, and SAS.
Photo by St. Augustine Premium Outlets

St. Augustine Premium Outlets

8.4/10 (1,738 reviews)
If you like shopping, take time out to go to St. Augustine Premium Outlets when in St. Augustine. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A historic building with two towers, a fountain, and palm trees.

Lightner Museum

9.2/10 (1,689 reviews)
If museums are on your list, you might want to check out the upcoming exhibitions at Lightner Museum in St. Augustine Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to see more of the museums in St. Augustine, you can easily walk to St. Augustine Pirate and Treasure Museum or Villa Zorayda Museum.
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