B&B in Healdsburg

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B&B in Healdsburg

A modern interior with a staircase, a large window with reflections, and a seating area.

A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.

A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

1. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg

$314

$365 total

includes taxes & fees

Nov 3 - Nov 4

A poolside area with lounge chairs and a pink flamingo float.

A historic building with a prominent arched entrance, a sign reading "Cambria Inn," and a well-maintained garden with red flowers and pathway lighting.

A spacious dining area with wooden flooring, white walls, and a chandelier. There are multiple dining tables and chairs arranged for guests.

A grand entrance with a white staircase, a chandelier, and a stained glass door with a floral design.

2. Camellia Inn

Healdsburg

$201

$233 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with a wooden deck, two wooden chairs, a table, and a large vase.

A room with a large window, a round table, and two blue armchairs.

A two-story house with a gabled roof, a front entrance, and a driveway leading to a gated parking area.

A bedroom with a wooden ceiling, a large bed with white bedding, a bench at the foot of the bed, and a window with a view.

3. Grape Leaf Inn

Healdsburg

$330

$383 total

includes taxes & fees

Nov 1 - Nov 2

4. Mine + Farm, The Inn at Guerneville, CA

Guerneville

$335

$382 total

includes taxes & fees

Nov 2 - Nov 3

A serene riverside scene with a hotel and a small building by the water.

A spacious living area with a high ceiling, a chandelier, a staircase, and a seating area with a coffee table and armchairs.

A cozy living room with a stone fireplace, wooden flooring, and a chandelier. There are bookshelves and a door leading to another room.

A hotel with a prominent 'HOTEL' sign, a large illuminated window display, and a reflection in the water.

5. Highland Dell Lodge

Monte Rio

$149

$169 total

includes taxes & fees

Nov 8 - Nov 9

A coastal landscape with a grassy path leading to the sea, featuring rocky outcrops and a clear view of the ocean.

A wooden building with a white balcony, surrounded by dense greenery and trees.

A garden pathway leading to a wooden house with a white balcony.

A bar area with a wine selection, a vase of flowers, and a view through large windows.

6. Inn at Occidental

Occidental

$216

$246 total

includes taxes & fees

Oct 14 - Oct 15

A dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

A two-story building with a covered porch, a sign indicating a vacancy, and a sign for the Wine Way Inn.

A traditional living room with a wooden coffee table, leather sofas, and a patterned rug.

A living room with a fireplace, leather sofas, a wooden coffee table, and a patterned rug.

7. Calistoga Wine Way Inn

Calistoga

$186

$214 total

includes taxes & fees

Nov 1 - Nov 2

A house with a porch, potted plants, and a brick wall.

A yellow two-story house with a front porch, an American flag, and a small sign.

A conservatory with a glass ceiling, a table with a green tablecloth, wooden chairs, and a potted plant.

A living room with a fireplace, two sofas, a television, and a door marked 'EXIT'.

8. Bear Flag Inn

Calistoga

$249

$286 total

includes taxes & fees

Oct 11 - Oct 12

A garden pathway leading to a white building with a traditional design, surrounded by neatly trimmed hedges and a white picket fence.

A bedroom with a bed, a bedside table with a lamp, a window with a view of trees, and a decorative wall piece.

A dining room with a wooden table set for six, featuring a centerpiece of lemons and flowers, chairs, and a ceiling fan.

A well-maintained garden with a large tree, neatly trimmed hedges, and a white picket fence.

9. Inn St Helena

Downtown St. Helena

$271

$335 total

includes taxes & fees

Oct 12 - Oct 13

A two-story house with a front porch, a red door, and a garden with various plants and a pathway leading to the entrance.

A spacious living room with a wooden staircase, a blue sofa, a wooden chest of drawers, and a patterned rug.

A deck with four striped chairs and a square table, surrounded by large trees and a sandy area.

A spacious living room with a grand piano, plush seating, and a chandelier.

10. The Gables Wine Country Inn

Santa Rosa

$303

$345 total

includes taxes & fees

Oct 20 - Oct 21

A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

A two-story house with a balcony, surrounded by well-maintained gardens and tall trees.

A well-maintained garden with a gravel path leading to a building entrance, surrounded by neatly trimmed hedges and trees.

A bedroom with a large bed, a fireplace, a TV mounted above it, and a glass table.

11. Chateau De Vie

Calistoga

$441

$508 total

includes taxes & fees

Oct 13 - Oct 14

A table set for dining with a view of a vineyard and mountains.

A garden pathway leading to a building with a porch covered in climbing plants.

A bedroom with a bed, a desk, a chair, and a large mirror.

A sunset view from a patio with two Adirondack chairs facing a fire pit.

12. Beltane Ranch

Glen Ellen

$348

$397 total

includes taxes & fees

Nov 2 - Nov 3

A landscaped garden with a pathway leading to a building with a green roof and stone columns.

A lavender field with a fountain and a stone structure in the background.

A dining area with a long wooden table, several chairs, a bar area, and a stained glass window.

A room with a wooden table, a vase with yellow flowers, a bottle of champagne, and a glass.

13. Thorn Hill Vineyard Villas

Lower Lake

$224

$250 total

includes taxes & fees

Oct 12 - Oct 13

A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

A room with a fireplace, bookshelves, a wicker chair, and a lamp.

A hotel room with a bed, a desk, a chair, a lamp, a bookshelf, and a view through a door.

Two upholstered chairs with wooden frames and a small table with a lamp and a potted orchid between them.

14. Embrace Calistoga

Calistoga

$329

$378 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living room with a brown leather sofa, a coffee table, and a black armchair. A staircase leads to an upper level.

A modern living room with a sectional sofa, a round coffee table, and a fireplace.

A wicker chair with cushions in a garden setting.

A sign for the Cinnamon Bear Inn Creekside, indicating it offers bed and breakfast services.

15. Cinnamon Bear Creekside Inn

Verano

$188

$216 total

includes taxes & fees

Oct 11 - Oct 12

A green-walled room with a 'Champagne' sign, wicker vases with flowers, a round wooden stool, and a wooden floor.

A green building with a tiled roof, a front door with curtains, and a small outdoor seating area with umbrellas.

A room with a checkered sofa, a wooden coffee table, and a large vase with flowers.

A bar area with a bartender preparing drinks, a fruit bowl, and a wine selection on the counter.

16. Le Petit Pali St. Helena

Upper Valley

$570

$657 total

includes taxes & fees

Nov 8 - Nov 9

A two-story building with a covered porch, outdoor seating area, and a small garden.

A kitchen with a wooden bar and chairs, a clock on the wall, and a door leading outside.

An outdoor seating area with wicker furniture, a glass table, and a bottle of wine.

17. Calistoga Craftsman Inn

Calistoga

$243

$279 total

includes taxes & fees

Nov 1 - Nov 2

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Top landmarks in Healdsburg

Dry Creek Vineyard

9.4/10 (126 reviews)

Travelers might want a tour of Dry Creek Vineyard, just one of the places to visit, and located 4.2 mi (6.8 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Healdsburg Plaza

9.4/10 (657 reviews)

If you're planning a bit of sightseeing during your trip, head to Healdsburg Plaza— just one of the monuments in central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Jordan Vineyard & Winery

10.0/10 (11 reviews)

Travelers might want a tour of Jordan Vineyard & Winery, just one of the places to visit, and located 3.4 mi (5.5 km) from central Healdsburg.

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Mazzocco Winery

8.6/10 (24 reviews)

Travelers might want a tour of Mazzocco Winery, just one of the places to visit, and located 3.6 mi (5.7 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?

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Ridge Vineyards - Lytton Springs

Travelers might want a tour of Ridge Vineyards - Lytton Springs, just one of the places to visit, and located 3.5 mi (5.6 km) from central Healdsburg.

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Wilson Winery

8.6/10 (38 reviews)

Travelers might want a tour of Wilson Winery, just one of the places to visit, and located 2.6 mi (4.2 km) from central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here?

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SingleThread Farm at Dry Creek

SingleThread Farm at Dry Creek is 3.5 mi (5.7 km) from central Healdsburg, why not stop by during your stay. If you have fun at SingleThread Farm at Dry Creek, you'll love Healdsburg Center for the Arts and Raven Performing Arts Theater, both located nearby.

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Healdsburg Center for the Arts

8.8/10 (28 reviews)

Why not give yourself a treat with a trip to Healdsburg Center for the Arts, just one of the family attractions in central Healdsburg. Why not take a stroll along the riverfront and watch the sunset while you're here? If you have fun at Healdsburg Center for the Arts, you'll love Raven Performing Arts Theater, just a short walk away.

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Learn more about Healdsburg

Surrounded by three world-class wine regions, this small town punches well above its weight in culinary excellence. The historic plaza buzzes with tasting rooms and farm-to-table restaurants where chefs transform local bounty into memorable meals. Kayak the Russian River's gentle current before sampling acclaimed Zinfandels along Dry Creek Road. The Healdsburg Museum offers context for your wine country adventures, while nearby Armstrong Redwoods provides a majestic forest cathedral when vineyard fatigue sets in. Don't miss SingleThread Farm, where the dining experience justifies the splurge. For sunset views that pair perfectly with a bottle of local Pinot Noir, head to Healdsburg Ridge Open Space Preserve and watch the valley turn golden.

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A vineyard sign with "Dry Creek Vineyard" written above a stone archway.

Find out more about Healdsburg

Healdsburg is a walkable location known for its wineries and restaurants. Activities like biking give you a chance to enjoy the outdoors while you're in town. Nature lovers can visit Russian River and Healdsburg Ridge Open Space Preserve. There's plenty more to see, including sights like Healdsburg Plaza and Jordan Vineyard & Winery.

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