Oak Shores Vacations from $750

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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!

The Latest Oak Shores vacation packages

Price found within the past 48 hours. Click for updated prices.
Sea Air Inn & Suites - Downtown - Restaurant Row

Sea Air Inn & Suites - Downtown - Restaurant Row

Downtown Morro Bay
$750
per person
Nov 25 - Nov 29
found 20 hours ago
Roundtrip flight included
Denver (DEN) to San Luis Obispo (SBP)
8.8/10 Excellent! (606 reviews)
This hotel still cleans your rooms daily. I normally say no thank you. Did not read close enough and when I came back to the room it was all set up. I thanked both the front desk and the man that took care of it. Nice to see a hotel still not giving Covid excuses.

Reviewed on Sep 22, 2026

Blufftop Inn & Suites - Wharf/Restaurant District

Blufftop Inn & Suites - Wharf/Restaurant District

Downtown Morro Bay
$761
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Luis Obispo (SBP)
9.2/10 Wonderful! (1,001 reviews)
Beach House Inn & Suites

Beach House Inn & Suites

Downtown Pismo Beach
$1,023
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Luis Obispo (SBP)
9.2/10 Wonderful! (632 reviews)
Cottage Inn By The Sea

Cottage Inn By The Sea

$860
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Luis Obispo (SBP)
9.2/10 Wonderful! (1,419 reviews)
Pacific Point Resort

Pacific Point Resort

$823
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to San Luis Obispo (SBP)
9/10 Wonderful! (1,314 reviews)
Considering room rates are already significant at the coast it seems excessive to charge a resort fee and a parking fee additionally. Then to charge $25 for breakfast that many of the resorts include with the cost of your stay again seems excessive. I could do without the flip flops and water bottle to eliminate the resort fee. The resort is nice, but no nicer than other resorts that do not charge all these additional fees.

Reviewed on Sep 23, 2026

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Oak Shores Hotel Deals

Silver Surf Motel

Silver Surf Motel

9390 Castillo Dr San Simeon CA
Fully refundableReserve now, pay when you stay
$57 nightly
$64 total
Oct 21 - Oct 22
Total with taxes and fees
Silver Surf Motel
Adelaide Inn

Adelaide Inn

1215 Ysabel Avenue Paso Robles CA
Fully refundableReserve now, pay when you stay
$94 nightly
$108 total
Oct 14 - Oct 15
Total with taxes and fees
Adelaide Inn
Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

9415 Hearst Drive San Simeon CA
Fully refundableReserve now, pay when you stay
$139 nightly
$156 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (2,148 reviews)
"We had a wonderful stay at Cavalier Oceanfront. The property was very clean, comfortable, and in a beautiful location right by the ocean. The sunset views were absolutely perfect and one of the highlights of our stay. The room was well maintained, and we really appreciated the nice minibar and thoughtful ..."

Reviewed on Sep 22, 2026

Cavalier Oceanfront Resort
See all 693 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.

Find the Best Oak Shores Vacation Packages

Oak Shores Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
60ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does an Oak Shores vacation package cost?
You can grab a vacation package to this top destination from $750 on Expedia. However, how much your vacation to Oak Shores costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Oak Shores?
You can typically find lower rates and better availability in January, October and December. Explore our cheap Oak Shores vacation packages and you could get some great off-season discounts.
How many days is enough for Oak Shores?
Typically, a handful of days is enough to visit the main sights during your Oak Shores vacation. But if you prefer to have time to rest or go on day trips, think about extending your itinerary.
How to find the best Oak Shores package deals?
Begin your search for an Oak Shores package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Oak Shores package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oak Shores adventure off to a flying start.
Is it cheaper to book an Oak Shores vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Oak Shores trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Oak Shores?
Land incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Oak Shores adventure.
Does Expedia offer Book Now, Pay Later Oak Shores vacation packages?
Your Oak Shores trip is meant to be an escape from your busy life, not a reason for money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.