Oak Shores Vacation Packages

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Your Oak Shores Vacation

Excellent adventures await when you book a Oak Shores vacation package. Whether you're a foodie, art enthusiast or just a traveler who loves to experience new places, there's something for everyone in this vibrant city. Want to see the sights but don't know where to begin? Any trip to Oak Shores should include Oak Paradise Wakeboarding. Stop dreaming and start traveling. Check out the many options on Expedia today and finally put your Oak Shores vacation plans into motion!

Top Oak Shores Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Paso Robles Inn

Paso Robles Inn

4 out of 5
Downtown Paso Robles
Price was CA $1,701, price is now CA $1,391 per person
CA $1,391
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Luis Obispo (SBP)
9.2/10 Wonderful! (1,004 reviews)
Super cute renovations! Loved the bar upstairs.

Reviewed on Jul 9, 2026

Pacific Point Resort

Pacific Point Resort

3 out of 5
Price was CA $1,986, price is now CA $1,568 per person
CA $1,568
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Luis Obispo (SBP)
9.2/10 Wonderful! (1,338 reviews)
This property has the potential to be a 4/5-star destination, but currently operates as a solid 3-star hotel. While the recent renovations show promise, the execution in key areas—from room layouts to daily groundskeeping—falls short of expectations. Highlights: Professional, Welcoming Staff: The team was incredibly accommodating, approachable, and eager to help. Spacious Suite Layout: The suite offered two separate rooms and two full bathrooms, providing plenty of breathing room for our family. Excellent Courtyard: Features a fantastic, family-friendly recreation zone; fully equipped with a pickleball court, two ping-pong tables, cornhole boards, fire pits, and comfortable lounge areas. Pool & perks: Fresh towels were readily available. Free breakfast. Onsite parking ($15/day). Areas for Improvement: Cramped Bathrooms: The bathroom layout is poorly executed. The enclosed shower and toilet area is incredibly cramped, leaving almost zero clearance between the bathroom door and the commode. It felt claustrophobic and unpleasant. Bed Comfort: The beds were uncomfortable, significantly impacting quality of sleep. Misleading View: The advertised "Ocean View" did not meet the expectations set prior to booking. We expected a more expansive vista but only received a partial view visible from a single, narrow corner of the King bedroom. Daily Maintenance: The grounds require better day-to-day maintenance specifically cleaning bird droppings in common areas.

Reviewed on Jul 11, 2026

Stimson by Avantstay Coastal Luxury Living With Rooftop Fire Pit 2 Blocks From Beach

Stimson by Avantstay Coastal Luxury Living With Rooftop Fire Pit 2 Blocks From Beach

3 out of 5
Downtown Pismo Beach
Price was CA $3,630, price is now CA $3,048 per person
CA $3,048
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Luis Obispo (SBP)
No reviews

Spyglass Inn

Spyglass Inn

3 out of 5
Price was CA $1,809, price is now CA $1,577 per person
CA $1,577
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Luis Obispo (SBP)
8.8/10 Excellent! (1,648 reviews)
Rooms are clean but dated

Reviewed on Jul 11, 2026

Stables Inn

Stables Inn

3 out of 5
Downtown Paso Robles
Price was CA $1,701, price is now CA $1,504 per person
CA $1,504
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Luis Obispo (SBP)
9.6/10 Exceptional! (1,004 reviews)
Loved the bunk bed option for our kids. The fire pits were so lovely and it is a close walk to some great restaurants.

Reviewed on Jul 11, 2026

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Oak Shores Hotel Deals

Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

3.5 out of 5
9415 Hearst Drive San Simeon CA
Fully refundableReserve now, pay when you stay
The price is CA $242 per night from Aug 11 to Aug 12
CA $242
CA $273 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (2,043 reviews)
"I thought everything was excellent in terms of the hotel. However, their restaurant charges way too much for their dessert. Three slices of cake is not worth $40. IF it was super high quality I could understand, but they taste like Costco."

Reviewed on Jul 12, 2026

Cavalier Oceanfront Resort
FogCatcher Inn

FogCatcher Inn

3 out of 5
6400 Moonstone Beach Dr Cambria CA
Fully refundableReserve now, pay when you stay
The price is CA $315 per night from Aug 3 to Aug 4
CA $315
CA $355 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,020 reviews)
"The room was spacious, clean with nice amenities (fireplace) and the bed was super comfortable. They provide coffee in the morning as well as a coffee maker, coffee & add ins in your room. The parking is easy and you’re usually not far from your room"

Reviewed on Jul 10, 2026

FogCatcher Inn
Silver Surf Motel

Silver Surf Motel

2 out of 5
9390 Castillo Dr San Simeon CA
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Aug 2 to Aug 3
CA $108
CA $122 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very good! (1,476 reviews)
"Well...it was hard to walk on the large 😊 grass area due to a multitude of gopher holes. If you have a dog, the grass was cut, but the was not cleared off with the catcher. Maybe it was just weedwacked? At any rate, the dry grass ends were the type that get in dogs toes and noses. Be careful of ..."

Reviewed on Jul 11, 2026

Silver Surf Motel
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Frequently asked questions

How much does an Oak Shores vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,391 on Expedia. But how much your vacation to Oak Shores costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Oak Shores?
The off-season is the best time to travel to Oak Shores if you're trying to keep costs down. Another tip for finding cheap Oak Shores vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Oak Shores?
The ideal length of your Oak Shores vacation depends on what you'd like to see. Generally, a few days to a week will give you time to tick off all the leading attractions and discover some hidden spots along the way.
How to find the best Oak Shores package deals?
Begin your search for an Oak Shores package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Oak Shores package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oak Shores escape underway.
Is it cheaper to book an Oak Shores vacation as a package?
You can enjoy significant savings on your Oak Shores retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Oak Shores?
If you've got your Oak Shores vacation dates locked in, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Oak Shores?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to vacation in Oak Shores.
  2. Budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Oak Shores.
  3. Decide your trip length: Think about how long you want to spend exploring Oak Shores. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Oak Shores vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.