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.
Pacific Point Resort

Pacific Point Resort

CA $1,162
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to San Luis Obispo (SBP)
9/10 Wonderful! (1,341 reviews)
Newly renovated rooms and the bathroom looks and feels like a spa. Very clean place

Reviewed on Oct 10, 2026

Blufftop Inn & Suites - Wharf/Restaurant District

Blufftop Inn & Suites - Wharf/Restaurant District

Downtown Morro Bay
CA $1,364
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to San Luis Obispo (SBP)
9.2/10 Wonderful! (1,008 reviews)
Basic room but was neat clean and fresh. Staff is excellent, location is excellent. Parking lot is tight if youre in a full-size truck or suv but what beach town doesn't have tight parking.

Reviewed on Oct 10, 2026

Sea Air Inn & Suites - Downtown - Restaurant Row

Sea Air Inn & Suites - Downtown - Restaurant Row

Downtown Morro Bay
CA $1,329
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to San Luis Obispo (SBP)
8.8/10 Excellent! (619 reviews)
Avila Beach House

Avila Beach House

CA $1,606
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to San Luis Obispo (SBP)
9.4/10 Exceptional! (1,005 reviews)
The hotel was fantastic! We got the larger suite for the 6 of us and it was very spacious. The free breakfast was very good with lots of different options. Beautiful views and easy to walk to everything.

Reviewed on Oct 9, 2026

Allegretto Vineyard Resort Paso Robles

Allegretto Vineyard Resort Paso Robles

Estrella District
CA $2,036
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to San Luis Obispo (SBP)
9.6/10 Exceptional! (1,669 reviews)
Excellent stay

Reviewed on Oct 10, 2026

Ready to book your vacation to Oak Shores?

Choose your dates

Oak Shores Hotel Deals

Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

9415 Hearst Drive San Simeon CA
Fully refundableReserve now, pay when you stay
CA $215
CA $242 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (2,162 reviews)
"The room was fairly clean, except for the carpet. The rooms need to be updated. Location is very close to Hearst Castle and the view of the ocean and walking trail to the beach is great."

Reviewed on Oct 10, 2026

Cavalier Oceanfront Resort
Adelaide Inn

Adelaide Inn

1215 Ysabel Avenue Paso Robles CA
Fully refundableReserve now, pay when you stay
CA $130
CA $149 total
Oct 25 - Oct 26
includes taxes & fees
9.4/10 Exceptional! (2,187 reviews)
"They decorated for the holiday and it was awesome. The ladies in the front were super helpful with our travel plans to a nearby concert. Even a man trimming the hedge gave me a trimming for my yard. Very friendly, clean, room was great."

Reviewed on Oct 9, 2026

Adelaide Inn
Fireside Inn on Moonstone Beach

Fireside Inn on Moonstone Beach

6700 Moonstone Beach Drive Cambria CA
Fully refundableReserve now, pay when you stay
CA $258
CA $291 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"We left with mixed feelings about our stay. The room was clean, and the location was amazing, but a few things fell short. Check-in was scheduled for 4:00 p.m., yet our room wasn’t ready until around 4:30–4:40. Breakfast was also disappointing—the only worthwhile options were decent coffee and oatmeal ..."

Reviewed on Oct 8, 2026

Fireside Inn on Moonstone Beach
See all 690 properties in Oak Shores
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.

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 $1,162 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.