Winery Hotels in St. Augustine

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Oct 25 - Oct 26
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Oct 26 - Oct 27
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Nov 6 - Nov 8

Winery Hotels in St. Augustine

1. Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District
Uptown
$109
$122 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
$114
$127 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton St. Augustine San Sebastian

3. City Express By Marriott St. Augustine

City Express By Marriott St. Augustine
Greater Fullerwood
$84
$94 total
includes taxes & fees
Oct 29 - Oct 30
City Express By Marriott St. Augustine

4. Comfort Suites St. Augustine Historic District Area

Comfort Suites St. Augustine Historic District Area
Greater Fullerwood
$101
$113 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Suites St. Augustine Historic District Area

5. voco St. Augustine Historic Area by IHG

voco St. Augustine Historic Area by IHG
Davis Shores
$114
$127 total
includes taxes & fees
Oct 28 - Oct 29
voco St. Augustine Historic Area by IHG

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

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
St. Augustine
$161
$213 total
includes taxes & fees
Nov 11 - Nov 12
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

7. AC Hotel St. Augustine Downtown

AC Hotel St. Augustine Downtown
Downtown Historic District
$140
$156 total
includes taxes & fees
Nov 8 - Nov 9
AC Hotel St. Augustine Downtown

8. Quality Inn St Augustine Historic District Area

Quality Inn St Augustine Historic District Area
Greater Fullerwood
$63
$70 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn St Augustine Historic District Area

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

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
Vilano Beach
$20
$137 total
includes taxes & fees
Oct 28 - Oct 29
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

10. Ocean Breeze Inn

Ocean Breeze Inn
St. Augustine
$70
$78 total
includes taxes & fees
Oct 26 - Oct 27
Ocean Breeze Inn

11. Agustin Inn

Agustin Inn
St. Augustine Historic District
$99
$120 total
includes taxes & fees
Oct 26 - Oct 27
Agustin Inn

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

Holiday Inn Express St. Augustine - Vilano Beach by IHG
Vilano Beach
$131
$158 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express St. Augustine - Vilano Beach by IHG

13. Haleys Court Boutique Motel

Haleys Court Boutique Motel
Vilano Beach
$98
$164 total
includes taxes & fees
Oct 26 - Oct 27
Haleys Court Boutique Motel

14. Hotel Amalga ST. Augustine Tribute Portfolio

Hotel Amalga ST. Augustine Tribute Portfolio
Oyster Creek
$111
$124 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Amalga ST. Augustine Tribute Portfolio

15. Quality Inn & Suites St Augustine Beach Area

Quality Inn & Suites St Augustine Beach Area
St. Augustine
$63
$70 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn & Suites St Augustine Beach Area

16. Casa Monica Resort & Spa, Autograph Collection

Casa Monica Resort & Spa, Autograph Collection
St. Augustine Historic District
$296
$355 total
includes taxes & fees
Nov 2 - Nov 3
Casa Monica Resort & Spa, Autograph Collection

17. Carriage Way Inn

Carriage Way Inn
St. Augustine Historic District
$198
$220 total
includes taxes & fees
Oct 26 - Oct 27
Carriage Way Inn

18. Victorian House Bed & Breakfast

Victorian House Bed & Breakfast
St. Augustine Historic District
$164
$183 total
includes taxes & fees
Oct 26 - Oct 27
Victorian House Bed & Breakfast

19. Sunset Inn

Sunset Inn
Greater Fullerwood
$80
$89 total
includes taxes & fees
Oct 26 - Oct 27
Sunset Inn

20. Carriage Way Centennial

Carriage Way Centennial
Downtown Historic District
$194
$216 total
includes taxes & fees
Nov 1 - Nov 2
Carriage Way Centennial
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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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