Pine Valley Vacations from $275

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Your Pine Valley Vacation

With a vacation package to Pine Valley, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before you go, so you can enjoy each moment discovering this interesting city. Fill your trip to Pine Valley with visits to some of its big-ticket attractions. Where to first? Don't miss Lions, Tigers & Bears. A couple of clicks is all it takes to craft a tailor-made Pine Valley vacation on Expedia.

The Latest Pine Valley vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyland Inn Near Legoland

Hyland Inn Near Legoland

3 out of 5
Olde Carlsbad
Save 100% on your flight
Price was $491, price is now $275 per person
$275
per person
Mar 16 - Mar 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
7.6/10 Good! (1,002 reviews)
Very nice and clean place. Have stayed here before snd plan on staying in a few months

Reviewed on Dec 15, 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was $1,208, price is now $559 per person
$559
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Very friendly staff and clean establishment. Conveniently close to all downtown activities

Reviewed on Dec 23, 2025

Park Hyatt Aviara Resort, Golf Club & Spa

Park Hyatt Aviara Resort, Golf Club & Spa

5 out of 5
Aviara
Save 100% on your flight
Price was $2,145, price is now $1,123 per person
$1,123
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9.4/10 Exceptional! (1,001 reviews)
Beautiful and family friendly

Reviewed on Aug 29, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,119, price is now $623 per person
$623
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,128 reviews)
Room service was not good. We had to call front desk and request for fresh towels and basic room cleaning.

Reviewed on Dec 25, 2025

Hotel Indigo San Diego-Gaslamp Quarter by IHG

Hotel Indigo San Diego-Gaslamp Quarter by IHG

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $978, price is now $567 per person
$567
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.8/10 Excellent! (1,006 reviews)
Large, comfy room, good service, good location

Reviewed on Dec 7, 2025

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Pine Valley Hotel Deals

Sycuan Casino Resort

Sycuan Casino Resort

4 out of 5
5469 Casino Way El Cajon CA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $107 total per night from Jan 4 to Jan 5
$107 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,639 reviews)
Room was spacious and clean.

Reviewed on Dec 22, 2025

Sycuan Casino Resort
Ayres Lodge Alpine

Ayres Lodge Alpine

3 out of 5
1251 Tavern Rd Alpine CA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $117 total per night from Jan 14 to Jan 15
$117 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Love the area, the staff and clean rooms.

Reviewed on Dec 21, 2025

Ayres Lodge Alpine
Viejas Casino & Willows Hotel

Viejas Casino & Willows Hotel

4 out of 5
5000 Willows Road Alpine CA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $155 total per night from Jan 5 to Jan 6
$155 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
The bed was extremely comfortable! Currently looking to buy the same mattress! It was my first time staying at Viejas hotel since we usually stay at willows but we had a good time

Reviewed on Dec 23, 2025

Viejas Casino & Willows Hotel
See all 241 properties in Pine Valley
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 Pine Valley Vacation Packages

Pine Valley Essential Information

Language
English
Currency
U.S dollars
Population
1,500
Top Sights
Cuyamaca Rancho State Park, Lions, Tigers & Bears and Cuyamaca Meadow Nature Preserve

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Frequently asked questions

How much does a Pine Valley vacation package cost?
You can pick up a vacation package to this destination from $275 on Expedia. However, how much your vacation to Pine Valley costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Pine Valley?
September, October and December are great times to search for cheap Pine Valley vacation packages. Traveling in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Pine Valley?
With a well-planned itinerary, you can easily hit the top Pine Valley attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Pine Valley vacation for longer.
How to find the best Pine Valley package deals?
Use Expedia's handy filters to find some tempting Pine Valley package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Pine Valley package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Pine Valley vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can personalize your Pine Valley escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pine Valley?
If you've got your Pine Valley vacation dates finalized, book as soon as you can to score some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Pine Valley vacation packages?
Your Pine Valley break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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