Winery Hotels & Resorts in Woodside from AU$214

  • 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 availability on Woodside Winery Hotels

Our top choices for Woodside hotels with winery

Terrace/patio

🌻🌻🌻 Fantastic Guest House

🌻🌻🌻 Fantastic Guest House
Woodside
9.6 out of 10, Exceptional, (5 reviews)
"A great place to relax and unwind. Close to everything, but nicely tucked away and private."
United States
Ben G.
The price is AU$827
includes taxes & fees
28 May - 29 May
🌻🌻🌻 Fantastic Guest House
Garden

Saratoga Oaks Lodge

Saratoga Oaks Lodge
3.0 star property
Saratoga
9.6 out of 10, Exceptional, (1,004 reviews)
"It was a lovely, unique place to stay with tons of room and better than expected kitchenette"
United States
Bethanie
The price is AU$242
includes taxes & fees
29 May - 30 May
Saratoga Oaks Lodge
Exterior

Hilton Garden Inn Cupertino

Hilton Garden Inn Cupertino
3.0 star property
Cupertino
9.0 out of 10, Wonderful, (1,003 reviews)
"Great quite and clean hotel"
United States
Luis
The price is AU$214
includes taxes & fees
29 May - 30 May
Hilton Garden Inn Cupertino
Front of property – evening/night

Ocean View Inn

Ocean View Inn
3.5 star property
Montara
8.8 out of 10, Excellent, (389 reviews)
"Best place ever! Gorgeous rooms, kind staff, and the sweetest kitty! "
United States
Sarah
The price is AU$398
includes taxes & fees
7 June - 8 June
Ocean View Inn
Beach

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (41 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is AU$826
includes taxes & fees
3 June - 4 June
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Interior

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (23 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$553
includes taxes & fees
31 May - 1 June
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Beach nearby

Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail

Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
Miramar
8.8 out of 10, Excellent, (6 reviews)
"Perfect location for a relaxing getaway. The home was exactly as described. It's located in an area that is highly walkable to the beach, restaurants, and an awesome park. We'll be booking here again on our next trip to Halfmoon bay."
United States
Jason M.
The price is AU$938
includes taxes & fees
7 June - 8 June
Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
1 bedroom, iron/ironing board, WiFi, bed sheets

Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Heritage Downtown
9.2 out of 10, Wonderful, (7 reviews)
"The place was super cute and close to everything. I would definitely stay again! "
United States
Juliet M.
The price is AU$335
includes taxes & fees
28 May - 29 May
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Exterior

Private Home with Breathtaking Ocean Views - walk to Beaches, Restaurants

Private Home with Breathtaking Ocean Views - walk to Beaches, Restaurants
Miramar
9.2 out of 10, Wonderful, (47 reviews)
"Enjoyed being able to walk to Miramar Beach Inn Restaurant. "
United States
Kristine P.
The price is AU$1,242
includes taxes & fees
31 May - 1 June
Private Home with Breathtaking Ocean Views - walk to Beaches, Restaurants
Outdoor spa tub

Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (60 reviews)
"Close to everything, pet friendly "
United States
Gary B.
The price is AU$769
includes taxes & fees
7 June - 8 June
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
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 Woodside Hotel Reviews

Maple Tree Inn

Maple Tree Inn

6/10 Okay
"We came in for a concert from outta state for just the weekend. It was all great till it wasn't. My wife and I left for our concert around 4:30pm sunday. We got back at like 1am, to a total black out. We checked our phones to see how long the black out would be they said it happened at like 7pm. We didnt get a notice or anything on our doors stating any instructions. And there was no one at the front desk to help. We had to get on a flight early in the morning, and needed to sleep unfortunately all our food went bed in the fridge as well. People were leaving left and right, all night slamming doors.. we should have left and move to a hotel lesson on our part lesson learned. But the next morning the staff was NOT nice at all. The issue that I have the most problem with is there was no communication and they said I was a scheduled power outage nothing they can do about thay. Which if that was so they should have put something on peoples doors to let them know atleast, my theory is it wasn't and they also dont have a back up generator. It was a good find but just be prepared. And if a black out happens do yourself a favor and make them put you up at another hotel."
Cydnee 2-night trip
Posted 4 hours ago
Maple Tree Inn

Explore a world of travel with Expedia