Jolliff Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Jolliff Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Northeast Virginia Beach
CA $782
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8.8/10 Excellent! (1,018 reviews)
Room was clean and larger than expected. It was very quiet at night, and the a/c and shower work great.
Parking was convenient.
Overall, pleasantly surprised with a nice stay.
Reviewed on Aug 28, 2026
Ready to book your vacation to Jolliff?
Jolliff Hotel Deals
Crowne Plaza Virginia Beach Town Center by IHG
4453 Bonney Rd Virginia Beach VA
Fully refundable
CA $126
CA $148 total
Sep 28 - Sep 29
includes taxes & fees
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
Fully refundable
CA $136
CA $159 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,067 reviews)
"Parking easy Staff nice Room decently clean AC did not work well - room stayed warm which made it difficult to get a good nights sleep"
Reviewed on Aug 27, 2026
La Quinta Inn by Wyndham Norfolk Virginia Beach
192 Newtown Rd Virginia Beach VA
Fully refundableReserve now, pay when you stay
CA $118
CA $138 total
Sep 9 - Sep 10
includes taxes & fees
6.2/10 (1,002 reviews)
"Good location, room was old. Elevator smelled. Rooms really need work but the bed was nice and comfortable"
Reviewed on Aug 27, 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.
What to do in Jolliff
City Cruises Norfolk: Signature Dinner Cruise
CA $115
per adult
76% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
CA $59
per adult
80% of travellers recommend
City Cruises Norfolk: Signature Brunch Cruise
CA $109
per adult
88% of travellers recommend
Frequently asked questions
How much does a Jolliff vacation package cost?
You'll find cheap prices from CA $782 on Expedia for your Jolliff getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Jolliff costs.
What are the cheapest months to go to Jolliff?
You can usually find lower prices and greater availability in January, February and November. Check out our cheap Jolliff vacation packages and you could land some great off-season discounts.
How many days is enough for Jolliff?
The ideal duration of your Jolliff vacation depends on what you'd like to do and see. Typically, a few days to a week will give you time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Jolliff package deals?
Landing a cheap Jolliff package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Jolliff package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Jolliff vacation as a package?
You can enjoy significant savings on your Jolliff retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Jolliff?
Secure amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Jolliff break.
How to plan a trip to Jolliff?
- Pick your dates: The things you'd like to do in Jolliff and your favourite season can help you decide when to go.
- Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Jolliff.
- Decide how long to go away for: Now that you're up to speed on Jolliff, you can figure out the perfect length of your break. Create a rough plan and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Jolliff vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
