Deep Creek South Vacations from $301

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Your Deep Creek South Vacation

Organizing your next getaway just got simpler with a vacation package to Deep Creek South. Enjoy all this neighborhood has to offer while making fond memories that will last forever. Fit in some sightseeing on your trip to Deep Creek South. You can't miss nearby attractions such as Cahoon Plantation Golf Course and Chesapeake Golf Club. Stop daydreaming and start doing. When you're ready to book your next vacation to Deep Creek South, Expedia is here to help.

The Latest Deep Creek South Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Price was $409, price is now $301 per person
$301
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,695 reviews)
We come twice every year and enjoy our stay here. It's quiet and walkable to our favorite restaurants. Although the parking lot is a little tight we enjoy the covered parking facilities. The staff are courteous and greet us whenever we see them throughout the hotel.

Reviewed on Oct 11, 2025

The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $1,657, price is now $1,122 per person
$1,122
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.8/10 Excellent! (512 reviews)
Room 256, lamp between beds not operable. Tall post beds made viewing tv awkward. Tile missing in shower. Restaurant was great. One of the hot pools didn't work but the other one on the facility did work and was nice.

Reviewed on Oct 12, 2025

Ocean Sands Beach Boutique Inn - Stay At the Beach

Ocean Sands Beach Boutique Inn - Stay At the Beach

3 out of 5
Price was $606, price is now $420 per person
$420
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
7/10 Good! (14 reviews)
The boutique is very charming. Thoughtful presentation was evident from the moment I stepped on the property. I highly recommend a stay. I’ll be back!

Reviewed on Sep 22, 2025

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $416, price is now $304 per person
$304
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,017 reviews)
Expedia overcharged me and will not respond to me.

Reviewed on Oct 10, 2025

The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $1,717, price is now $1,288 per person
$1,288
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
9.6/10 Exceptional! (27 reviews)
What a gorgeous property- conveniently located, close to the beaches and all types of activities. We couldn’t have been happier. Andrew and Julie G.

Reviewed on Sep 1, 2025

Where to stay in Deep Creek South

Find the best Deep Creek South areas and neighborhoods for the activities you enjoy most. Learn more about Deep Creek South
Greenbrier Mall

Greenbrier East

1 out of top 10 points of interest in this area
4/5(438 area reviews)

While visiting Greenbrier East, you might make a stop by sights like Greenbrier Mall and Jillian's Billiards.

Find hotels in Greenbrier East

Deep Creek South Hotel Deals

Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

4 out of 5
2800 Shore Drive, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from Oct 27 to Oct 28
$115 total
Oct 27 - Oct 28
Total with taxes and fees
8.4/10 Very Good! (1,409 reviews)
"Beautiful beach close to many things to do and eat 😁!"

Reviewed on Oct 11, 2025

Delta Hotels by Marriott Virginia Beach Waterfront Suites
Hampton Inn Norfolk/Virginia Beach

Hampton Inn Norfolk/Virginia Beach

2.5 out of 5
5793 Greenwich Rd, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $124 total per night from Oct 27 to Oct 28
$124 total
Oct 27 - Oct 28
Total with taxes and fees
7.8/10 Good! (1,009 reviews)
"The staff was very friendly and helpful. I especially liked the breakfast chef who cared about providing good food choices. My room was very clean. Bed was comfortable. Refrigerator was noisy and clock on microwave couldn't be corrected but those were minor issues."

Reviewed on Oct 4, 2025

Hampton Inn Norfolk/Virginia Beach
Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center

3 out of 5
335 Independence Blvd, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $125 total per night from Nov 2 to Nov 3
$125 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"The hotel was a wonderful place to stay."

Reviewed on Oct 12, 2025

Hyatt Place Virginia Beach Town Center
See all 1,305 properties in Deep Creek South
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Deep Creek South

Greenbrier Mall

Greenbrier Mall

You can browse for the perfect souvenirs at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

Greenbrier Mall
Chesapeake Square Mall

Chesapeake Square Mall

You can find the perfect gifts to bring home at Chesapeake Square Mall during your trip to Chesapeake. Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.

Chesapeake Square Mall
Chesapeake Conference Center

Chesapeake Conference Center

After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theater scene.

Chesapeake Conference Center

Things to do

Deck area aboard the Spirit of Norfolk Dinner Cruise in Virginia

Spirit of Norfolk Signature Dinner Cruise

$149
per adult
72% of travellers recommend
Spirit of Norfolk Signature Dinner Cruise
Virginia Zoo

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

$40
per adult
80% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
View of Spirit of Norfolk

Spirit of Norfolk Signature Brunch Cruise

$114
per adult
88% of travellers recommend
Spirit of Norfolk Signature Brunch Cruise
See all activities in Chesapeake
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.