Stockton Vacations from $123

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Your Stockton Vacation

Spend less time planning and more time having thrilling adventures with a Stockton vacation package. The neighborhood of Deep Hole, which is great for nature and views, will make a wonderful base for your city escape. Pocomoke River State Park and Nassawango Golf Course are among the key attractions to visit during your trip to Stockton. Don't delay your visit to this city any longer. The perfect Stockton vacation is a couple of clicks away with Expedia.

The Latest Stockton vacation packages

Price found within the past 48 hours. Click for updated prices.
The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
Price was $168, price is now $123 per person
$123
per person
Nov 14 - Nov 16
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Salisbury (SBY)
8.8/10 Excellent! (1,036 reviews)
i could see the beach with my sideview

Reviewed on Sep 27, 2025

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $2,045, price is now $1,572 per person
$1,572
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.6/10 Good! (87 reviews)
There was a funny smell in the hallway many times throughout the days. Bed was not in good shape

Reviewed on Aug 25, 2025

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,190, price is now $938 per person
$938
per person
Nov 1 - Nov 6
found 24 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.2/10 Very Good! (38 reviews)
I loved the dock and the gorgeous sunsets .

Reviewed on Sep 7, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,238, price is now $1,006 per person
$1,006
per person
Nov 1 - Nov 6
found 24 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

OCHG Ocean Block 7-11

OCHG Ocean Block 7-11

3 out of 5
Downtown Ocean City
Price was $1,195, price is now $975 per person
$975
per person
Nov 1 - Nov 6
found 24 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8/10 Very Good! (3 reviews)
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Stockton Hotel Deals

Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $84 total per night from Oct 29 to Oct 30
$84 total
Oct 29 - Oct 30
Total with taxes and fees
8.8/10 Excellent! (1,022 reviews)
"Lovely property, convenient walking to town and water"

Reviewed on Sep 25, 2025

Waterside Inn
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 out of 5
3801 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Oct 26 to Oct 27
$90 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (987 reviews)
"Clean room and staff was great"

Reviewed on Sep 12, 2025

Marina Bay Hotel & Suites, an Ascend Collection Hotel
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $129 total per night from Oct 26 to Oct 27
$129 total
Oct 26 - Oct 27
Total with taxes and fees
9.6/10 Exceptional! (1,010 reviews)
A Nice Hotel
"A beautiful waterfront hotel. The staff wee friendly and welcoming. The room was spacious and clean. I would highly recommend this hotel."

Reviewed on Sep 23, 2025

Comfort Suites Chincoteague Island Bayfront Resort
See all 799 properties in Stockton
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.

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Frequently asked questions

How much does a Stockton vacation package cost?
You can pick up a vacation package to this destination from $123 on Expedia. However, how much your vacation to Stockton costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Stockton?
If you're looking to book a cheap Stockton vacation package, consider planning a trip in October, November and December. You're likely to find better rates on flights and accommodations during these months — perfect for a budget-friendly getaway.
How many days is enough for Stockton?
The ideal length of your Stockton vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to visit all the main sights and discover some hidden treasures along the way.
How to find the best Stockton package deals?
Begin your search for a Stockton package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Stockton package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Stockton escape underway.
Is it cheaper to book a Stockton vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Stockton vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Stockton?
If you're planning an impromptu Stockton getaway, 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 score awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Stockton vacation packages?
Your Stockton getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.