Jolliff Vacations from $346
Book a Hotel + Flight or Car together to unlock savings
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.
John Yancey Oceanfront Inn
$346
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
9.2/10 Wonderful! (1,928 reviews)
Property did not disappoint. Close to all points, centered on the island. Food galore beach galore and the sunsets are unforgettable! Can’t wait to return. Property was well maintained rooms are spacious if you’re lucky to get ocean view Good Luck breathtaking sunrise.
Reviewed on Aug 30, 2026
Boardwalk Resort and Villas
Northeast Virginia Beach
$387
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.8/10 Excellent! (1,018 reviews)
Location and Space, as well as, amenities ARE EXCELLENT!!!! WILL COME BACK ❣️💯🙏
Reviewed on Aug 29, 2026
What to do in Jolliff
City Cruises Norfolk: Signature Dinner Cruise
$83
per adult
76% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
$43
per adult
80% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
$79
per adult
88% of travellers recommend
Jolliff Hotel Deals
Crowne Plaza Virginia Beach Town Center by IHG
4453 Bonney Rd Virginia Beach VA
Fully refundable
$91 nightly
$107 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundable
$98 nightly
$115 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,069 reviews)
"Our stay was near perfect. The room was clean and comfortable, the breakfast included hot and cold items, the coffee was above average. They had a very nice pool and workout room. The price was better than most and the staff were very nice as well. No complaints, I recommend the Comfort Suites and ..."
Reviewed on Aug 30, 2026
La Quinta Inn by Wyndham Norfolk Virginia Beach
192 Newtown Rd Virginia Beach VA
Fully refundableReserve now, pay when you stay
$82 nightly
$97 total
Sep 15 - Sep 16
Total with taxes and fees
6.2/10 (1,003 reviews)
"Staff was very kind and good location."
Reviewed on Aug 29, 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 $346 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.
Explore a world of travel with Expedia
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- Portsmouth Naval Shipyard Museum
- Commodore Theatre
- Lynnhaven Mall
- Virginia Zoo
- Children's Museum of Virginia
- Douglas MacArthur Memorial
- Chesapeake Square Mall
- Naval Station Norfolk
- Rivers Casino Portsmouth
- College of William and Mary
- Waterside District
- Visit Norfolk - Virginia Beach
- Virginia Beach Vacations
- Hermitage Museum and Gardens
- Town Point Park
- Pagoda and Oriental Garden
- Harrison Opera House
- Virginia Beach Boardwalk
- Chrysler Hall
- Norfolk Vacations
- Old Dominion University
- Ocean Breeze Waterpark
- Nauticus National Maritime Center
- Chrysler Museum of Art
- Macarthur Center
- Uss Wisconsin BB-64
- Hampton Roads Naval Museum
- Chesapeake Vacations
- Mount Trashmore Park
- Frank D Lawrence Stadium
- Visit Virginia Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.