Jolliff Vacations from $420
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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.
Boardwalk Resort and Villas
Northeast Virginia Beach
$420
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Norfolk (ORF)
8.8/10 Excellent! (1,009 reviews)
It s a very nice resort. We will stay again. It would be nice if some sort of breakfast was offered. Only complaint is the security person makes u feel uneasy. You need your room key to even access the elevators and my grand daughter had went to the pool and we came a few minutes later and tapped on the door for her to let us in. He questioned us like we were trespassers and proceeded to follow us all the way back to our room. We was looking for our granddaughter whom had our room key. She had went a different way than we did. Other than that everything was nice.
Reviewed on Oct 17, 2026
John Yancey Oceanfront Inn
$452
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Norfolk (ORF)
9.2/10 Wonderful! (1,946 reviews)
The breakfast was decent. I was able to walk right into the sand from my deck. However there were some spots on the floor that felt like were going to fall through.
Reviewed on Oct 17, 2026
What to do in Jolliff
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
$43
per adult
80% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
$93
per adult
76% of travellers recommend
Ziplining and Climbing at The Adventure Park at Virginia Aquarium
$64
per adult
Jolliff Hotel Deals
Crowne Plaza Virginia Beach Town Center by IHG
4453 Bonney Rd Virginia Beach VA
Fully refundable
$79 nightly
$93 total
Nov 15 - Nov 16
Total with taxes and fees
8.4/10 Very Good! (648 reviews)
"Prepare for mold in your room. Prepare to not be able to shut or lock your bathroom door. Entirely cashless hotel."
Reviewed on Oct 17, 2026
Budget Inn Norfolk Va
9601 4th View Street Norfolk VA
Fully refundableReserve now, pay when you stay
$55 nightly
$66 total
Oct 30 - Oct 31
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundable
$84 nightly
$99 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,132 reviews)
"Lovely hotel room. Like the layout. Great staff. The breakout was delicious"
Reviewed on Oct 17, 2026
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 $420 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.
