Jolliff Vacations from $480

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Your Jolliff Vacation

Say goodbye to the worries of planning and hello to a Jolliff vacation package. With your travel details organized before you leave, you can focus on discovering every inch of this city, starting with Downtown Norfolk, which is good for shopping, history and culture. Your trip to Jolliff has to include a little sightseeing. Chesapeake Square Mall is a popular place to kick things off. A few clicks is all it takes to craft the perfect Jolliff vacation on Expedia.

The Latest Jolliff vacation packages

Price found within the past 48 hours. Click for updated prices.
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $692, price is now $480 per person
$480
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.2/10 Very Good! (1,502 reviews)
The staff was great very friendly, nice place to stay. Only issue I had was the bathroom shower the faucet was broken, and the room was very dusty. Housekeeping needs to do a better job with the cleaning. The bathroom lights and sink area were full of a thick amount of dust. Other than that it was a nice place to stay.

Reviewed on May 26, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $1,868, price is now $1,211 per person
$1,211
per person
Jul 8 - Jul 13
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
9.4/10 Exceptional! (36 reviews)
Very unique spot. Javi the concierge was super helpful. Staff was also on site periodically or could be called to come if needed. Unit was beautiful and clean with lots of amenities. We especially liked the hot tub and sauna on the deck

Reviewed on May 18, 2026

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $983, price is now $638 per person
$638
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,004 reviews)
Our stay at the Sea Ranch Resort was fantastic!! We had Oceanfront with two bedrooms , perfect amenities for families everything you need! Have stayed here before with just hubby and I but had 3 grandkids and it was great! Highly recommend and we will be back!

Reviewed on May 29, 2026

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $826, price is now $572 per person
$572
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
7.6/10 Good! (1,516 reviews)
Great place for a family vacation

Reviewed on May 29, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $820, price is now $567 per person
$567
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.2/10 Very Good! (1,281 reviews)
Beautiful view in a perfect location. Friendly staff and a super fun on site bar on the beach.

Reviewed on May 27, 2026

Don't see what you're looking for?
See all available trips from Columbus to Jolliff
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Discover the most popular places to visit in Jolliff

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 acclaimed theater scene and great live music.

Chesapeake Conference Center

What to do in Jolliff

View of the water and the Spirit of Norfolk Dinner Cruise ship

City Cruises Norfolk: Signature Dinner Cruise

$84
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
View of Spirit of Norfolk

City Cruises Norfolk: Signature Brunch Cruise

$97
per adult
88% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

$43
per adult
100% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
See all activities in Jolliff

Jolliff Hotel Deals

Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
4453 Bonney Rd Virginia Beach VA
Fully refundable
$119 nightly
The price is $139 total per night from May 31 to Jun 1
$139 total
May 31 - Jun 1
Total with taxes and fees
8.6/10 Excellent! (309 reviews)
"Breakfast was good beautiful room delicious breakfast with a reasonable fee. Had a problem with the room and we were moved to better accommodations"

Reviewed on May 27, 2026

Crowne Plaza Virginia Beach Town Center by IHG
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $120 total per night from Jun 14 to Jun 15
$120 total
Jun 14 - Jun 15
Total with taxes and fees
7.8/10 Good! (1,052 reviews)
"The only good thing about this trip was the young lady who worked at the front desk. The room was old and dated and had a smell, we were supposed to have a dining room table and it was a folding table. Half of the outlets didn’t work, the bathroom was kept up well but everything was either peeling ..."

Reviewed on May 27, 2026

Wingate by Wyndham Chesapeake
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
$114 nightly
The price is $133 total per night from Jun 14 to Jun 15
$133 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (1,441 reviews)
"Toilet leaked all night for straight three nights. It was terrible, I couldn’t sleep properly. This was not expected from Hilton. We called front desk and I went downstairs twice to tell them, they even arranged maintenance the next day but no one came for the entire stay and we were stuck with noisy ..."

Reviewed on May 29, 2026

Embassy Suites by Hilton Hampton Convention Center
See all 1,417 properties in Jolliff
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 Jolliff Vacation Packages

Jolliff Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Portlock Galleries at SoNo, Jillians Billiards and Oak Grove Lake Park

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Frequently asked questions

How much does a Jolliff vacation package cost?
You can pick up a vacation package to this popular destination from $480 on Expedia. However, how much your vacation to Jolliff costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Jolliff?
If you're hoping to book a cheap Jolliff vacation package, consider planning a trip in December, January and February. You're likely to find better prices on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Jolliff?
Generally, a handful of days is enough to tick off the main attractions during your Jolliff vacation. But if you want to have some time to relax or go on day trips, consider extending your itinerary.
How to find the best Jolliff package deals?
Use Expedia's handy filters to help you find some of the best Jolliff package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Jolliff package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Jolliff vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Jolliff vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Jolliff?
If you have your Jolliff vacation dates confirmed, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Jolliff vacation packages?
Your Jolliff trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread 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.