Happy Hill Vacations from $781

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Your Happy Hill Vacation

With a vacation package to Happy Hill, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before you go, so you can spend more time discovering this lively city. Make your trip to Happy Hill even more fun and exciting by including some sightseeing. Nitt Witt Ridge, Moonstone Beach Park and Fiscalini Ranch Preserve are some of the popular attractions you'll want to explore. Browse Expedia's wide range of travel options and begin planning your perfect vacation to Happy Hill today.

The Latest Happy Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Beach House Inn & Suites

Beach House Inn & Suites

3 out of 5
Downtown Pismo Beach
Price was $1,046, price is now $781 per person
$781
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to San Luis Obispo (SBP)
9.2/10 Wonderful! (604 reviews)
Amazing location next to everything. The unit was clean and well decorated.

Reviewed on Jul 26, 2026

Blufftop Inn & Suites - Wharf/Restaurant District

Blufftop Inn & Suites - Wharf/Restaurant District

2 out of 5
Downtown Morro Bay
Save 100% on your flight
Price was $1,297, price is now $860 per person
$860
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Luis Obispo (SBP)
9.2/10 Wonderful! (1,007 reviews)
got stuck ground floor room and cheap construction made impossible sleep with sounds people walking above me and hearing people in adjacent rooms. sleep score =0, i would never go back there

Reviewed on Jul 29, 2026

Sea Air Inn & Suites - Downtown - Restaurant Row

Sea Air Inn & Suites - Downtown - Restaurant Row

2.5 out of 5
Downtown Morro Bay
Save 100% on your flight
Price was $1,254, price is now $837 per person
$837
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Luis Obispo (SBP)
8.8/10 Excellent! (580 reviews)

Pacific Point Resort

Pacific Point Resort

3 out of 5
Price was $1,746, price is now $1,340 per person
$1,340
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Luis Obispo (SBP)
9/10 Wonderful! (1,316 reviews)

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
Geneseo District
Save 100% on your flight
Price was $3,094, price is now $2,440 per person
$2,440
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Luis Obispo (SBP)
No reviews

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Happy Hill Hotel Deals

Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

Cambria CA
9.4/10 Exceptional! (125 reviews)
"Very quiet place. Excellent getaway and lovely morning walks around elegant estates where turkeys, deer, and other wildlife roam freely. This is a perfect location for anyone with a family or a couple looking for a nice cozy retreat. Just minutes away from Hearst Castle, Elephant Seals Vista, and ..."

Reviewed on Jul 29, 2026

Get rates
Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.
Cambria Pines Lodge

Cambria Pines Lodge

3 out of 5
2905 Burton Dr Cambria CA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $213 total per night from Aug 30 to Aug 31
$213 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,058 reviews)
"We've stayed here before four times and we will keep coming back. It was beautiful and we enjoyed our visit again this year thank you to the Cambria Pines."

Reviewed on Jul 30, 2026

Cambria Pines Lodge
Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

3.5 out of 5
9415 Hearst Drive San Simeon CA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $196 total per night from Aug 23 to Aug 24
$196 total
Aug 23 - Aug 24
Total with taxes and fees
8.8/10 Excellent! (2,091 reviews)
"Staff is great location is amazing they bring there A game every time we love it here"

Reviewed on Jul 30, 2026

Cavalier Oceanfront Resort
See all 592 properties in Happy Hill
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 Happy Hill Vacation Packages

Happy Hill Essential Information

Language
English
Currency
U.S dollars
Top Sights
Moonstone Beach Park, Fiscalini Ranch Preserve and Santa Rosa Creek Nature Preserve

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Frequently asked questions

How much does a Happy Hill vacation package cost?
You can pick up a vacation package to this destination from $781 on Expedia. However, how much your vacation to Happy Hill costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Happy Hill?
You can usually find reduced prices and greater availability in October, November and December. Take a look at our cheap Happy Hill vacation packages and you could land some excellent off-season deals.
How many days is enough for Happy Hill?
The ideal duration of your Happy Hill vacation depends on what you'd like to do. Generally, a handful of days to a week will give you time to hit all the main sights and explore some hidden treasures along the way.
How to find the best Happy Hill package deals?
Finding a cheap Happy Hill package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Happy Hill package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Happy Hill vacation as a package?
You can enjoy significant savings on your Happy Hill escape by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Happy Hill?
If you're planning a spontaneous Happy Hill vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Happy Hill vacation packages?
Secure your dream trip to Happy Hill with our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next paycheck — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.