Deals on vacations and trips to Oak Shores

Save when you book Oak Shores package deals

Choose two or more items and save on your trip:

Oak Shores flight + hotel vacation packages

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

Spyglass Inn

3 out of 5
Price was $744, price is now $635 per person
$635
per person
Nov 2 - Nov 4
found 1 day ago
Roundtrip flight included
San Diego (SAN) to San Luis Obispo (SBP)
This motel features an outdoor pool and a hot tub. WiFi in public areas is free. Self parking, a garden, and a lobby fireplace are also offered.
Cathedral by Avantstay Charming Secluded Estate w/ Sauna, Pool Table & Views of the Rolling Hills

Cathedral by Avantstay Charming Secluded Estate w/ Sauna, Pool Table & Views of the Rolling Hills

3.5 out of 5
Templeton Gap District
Price was $3,111, price is now $2,488 per person
$2,488
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Luis Obispo (SBP)
An outdoor pool, free self parking, and concierge services are featured at this vacation home. WiFi in public areas is free. Barbecue grills are provided for your convenience.
The J's Nest by Avantstay Hot Tub + BBQ + Lawn Games Panoramic Lake + Oak Hill Views

The J's Nest by Avantstay Hot Tub + BBQ + Lawn Games Panoramic Lake + Oak Hill Views

3 out of 5
Save 100% on your flight
Price was $2,500, price is now $2,006 per person
$2,006
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Luis Obispo (SBP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
Naci Lakeview Retreat by Avantstay Game Room + Bar + Lake Views Gated Marina, Ramps + Pool

Naci Lakeview Retreat by Avantstay Game Room + Bar + Lake Views Gated Marina, Ramps + Pool

3 out of 5
Save 100% on your flight
Price was $2,112, price is now $1,716 per person
$1,716
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Luis Obispo (SBP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
El Colibri Hotel & Spa

El Colibri Hotel & Spa

3.5 out of 5
Price was $1,119, price is now $926 per person
$926
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Luis Obispo (SBP)
This hotel features a hot tub and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a snack bar/deli, and a lobby fireplace are also on offer.

Top Oak Shores hotels deals

Silver Surf Motel

Silver Surf Motel

2 out of 5
9390 Castillo Dr San Simeon CA
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $75 total per night
$75 total
Oct 6 - Oct 7
Total with taxes and fees
This motel features a rooftop terrace and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Hot Tub
Pet friendly
Adelaide Inn

Adelaide Inn

3 out of 5
1215 Ysabel Avenue Paso Robles CA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $106 total per night
$106 total
Sep 30 - Oct 1
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

3.5 out of 5
9415 Hearst Drive San Simeon CA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $153 total per night
$153 total
Oct 5 - Oct 6
Total with taxes and fees
This smoke-free hotel features 2 outdoor pools, 2 hot tubs, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Cambria Pines Lodge

Cambria Pines Lodge

3 out of 5
2905 Burton Dr Cambria CA
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $190 total per night
$190 total
Sep 30 - Oct 1
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
Fireside Inn on Moonstone Beach

Fireside Inn on Moonstone Beach

3 out of 5
6700 Moonstone Beach Drive Cambria CA
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $267 total per night
$267 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. An outdoor pool and concierge services are also provided.
Pool
Breakfast included
The Oaks Hotel Paso Robles

The Oaks Hotel Paso Robles

3 out of 5
3000 Riverside Avenue Paso Robles CA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $129 total per night
$129 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and train station pick-up service. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Oak Shores
View all properties
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 are vacation packages to Oak Shores?
You'll be pleasantly surprised — you can vacation in Oak Shores for as little as $635. Allow Travelocity to save you money and hassle with our awesome vacation packages. With hotels, flights and tours all available at our one-stop shop, why wait?
Where can I get the best vacation package deals for Oak Shores?
No matter your adventure, Travelocity can help you snap up a great Oak Shores package deal. All you have to do is select a combination from our 400 air carriers and 1,000,000 properties worldwide.
Why should I purchase my Oak Shores vacation bundle with Travelocity?
By booking your hotel, flights, activities and car rental all in the one place, you'll save big bucks as well as precious time. We offer an expert team of customer service specialists available 24/7, and you'll know that you're always getting the best deal in town with our Price Match Guarantee. So, what's stopping you? Book your dream getaway today and get packing!
Will I save money on my Oak Shores car rental if I combine it with hotels and flights?
You most certainly can — bundle your hotel, flight and car into an Oak Shores vacation package and you can save a ton. With so much to see and do in Oak Shores, having your own set of wheels will make it easy to explore. Once you've buckled yourself in, turn up the stereo and make your way to Monterey Bay Aquarium, a well-known attraction around 80 mi from Oak Shores.
What is the best time of year to go to Oak Shores?
Visit in and spend more money on awesome experiences, not your hotel room. This is the most inexpensive month to book your getaway. Prices are at their most expensive in , so try to avoid this time if you're trying to be thrifty. March, May and June is the busiest period in Oak Shores. You'll need to book in advance and be prepared to pay premium prices. January, October and December are when things are at their quietest.
Which airport is best for Oak Shores?
The most convenient airport for Oak Shores is San Luis Obispo County Regional Airport (SBP). It sits 40 mi northwest of downtown.
Where should I stay when visiting Oak Shores?
If you're looking for someplace comfortable to spend your nights, check out the Beautiful Family Lodge with room for everyone. It's the top pick for many visitors.

Photos of local treasures

Browse Oak Shores vacation photos for more inspiration

A lake surrounded by hills with trees and yellow wildflowers.