Deals on vacations and trips to Oak Shores

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Oak Shores flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Luxury Wine Country Haven + Vineyard Views Near Top Wineries Adelaida Farmhouse

Luxury Wine Country Haven + Vineyard Views Near Top Wineries Adelaida Farmhouse

3 out of 5
Save 100% on your flight
Price was $2,204, price is now $1,678 per person
$1,678
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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.
Victorian Manor In Paso Robles Wine Country + Pool, Hot Tub, Firepit, Tennis Court Sleeps 28

Victorian Manor In Paso Robles Wine Country + Pool, Hot Tub, Firepit, Tennis Court Sleeps 28

3 out of 5
Save 100% on your flight
Price was $7,661, price is now $5,265 per person
$5,265
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to San Luis Obispo (SBP)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.
Wine Country Estate w/ Pool, Hot Tub The Residence at Truss Wines by Avantstay

Wine Country Estate w/ Pool, Hot Tub The Residence at Truss Wines by Avantstay

3 out of 5
Save 100% on your flight
Price was $6,236, price is now $4,314 per person
$4,314
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to San Luis Obispo (SBP)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.
Private Pool, Firepit & Wine Room Near Top Paso Wineries Devi Ranch

Private Pool, Firepit & Wine Room Near Top Paso Wineries Devi Ranch

3 out of 5
Save 100% on your flight
Price was $3,089, price is now $2,243 per person
$2,243
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to San Luis Obispo (SBP)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.
Terrace Hill Modern Paso Robles Escape Near Wineries, Dining, and Hot Springs

Terrace Hill Modern Paso Robles Escape Near Wineries, Dining, and Hot Springs

3 out of 5
Save 100% on your flight
Price was $3,278, price is now $2,388 per person
$2,388
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) 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.

Top Oak Shores hotels deals

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
$152 nightly
The price is $171 total per night
$171 total
Oct 2 - Oct 3
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
La Quinta Inn & Suites by Wyndham Paso Robles

La Quinta Inn & Suites by Wyndham Paso Robles

3 out of 5
2615 Buena Vista Drive, Paso Robles, CA
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $150 total per night
$150 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Allegretto Vineyard Resort Paso Robles

Allegretto Vineyard Resort Paso Robles

4.5 out of 5
2700 Buena Vista Dr, Paso Robles, CA
Free Cancellation
Reserve now, pay when you stay
$249 nightly
The price is $286 total per night
$286 total
Sep 29 - Sep 30
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the playground and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
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
$145 nightly
The price is $163 total per night
$163 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
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
$139 nightly
The price is $159 total per night
$159 total
Sep 28 - Sep 29
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
Adelaide Inn

Adelaide Inn

3 out of 5
1215 Ysabel Avenue, Paso Robles, CA
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $119 total per night
$119 total
Oct 20 - Oct 21
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
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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.

Popular places to visit

Lake San Antonio

4/5(8 reviews)

Commune with nature and explore the great outdoors at Lake San Antonio during your travels in Bradley. Amble around the area's beaches or experience its museums.

Lake San Antonio

Camp Roberts

4/5(9 reviews)

Learn about the local history of Bradley when you take a trip to Camp Roberts. Discover the wineries and lively festivals in this walkable area.

Camp Roberts

Oak Paradise Wakeboarding

Enjoy an outing to Oak Paradise Wakeboarding during your stay in Bradley. While you're in the area, stroll along the seaside.

Oak Paradise Wakeboarding

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 $1,678. 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

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