Jolliff Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, 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

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $1,197, price is now CA $992 per person
CA $992
per person
Jan 9 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.8/10 Excellent! (1,003 reviews)

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was CA $1,488, price is now CA $1,073 per person
CA $1,073
per person
Jan 9 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8/10 Very good! (1,584 reviews)

The Sitio

The Sitio

4 out of 5
Northeast Virginia Beach
Price was CA $2,316, price is now CA $1,791 per person
CA $1,791
per person
Jan 9 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9.4/10 Exceptional! (81 reviews)
Amazing hotel! Gorgeous decor and super comfortable! My husband and I enjoyed so much. He surfed all day and we relaxed in the room! Perfect!

Reviewed on Nov 6, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Northeast Virginia Beach
Price was CA $1,529, price is now CA $1,258 per person
CA $1,258
per person
Jan 9 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very good! (1,447 reviews)

The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Northeast Virginia Beach
Price was CA $1,480, price is now CA $1,236 per person
CA $1,236
per person
Jan 9 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9.2/10 Wonderful! (57 reviews)

Ready to book your vacation to Jolliff?

 

Choose your dates

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
The price is CA $117 per night from Nov 15 to Nov 16
CA $117
CA $138 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (695 reviews)
"Everything was great, but the tv kept going in and out. The restaurant staff Kiana and Chris was AMAZING!!!! We will definitely book again just to experience the Restaurant Staff!!"

Reviewed on Nov 8, 2026

Crowne Plaza Virginia Beach Town Center by IHG
Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
9601 4th View Street Norfolk VA
Fully refundableReserve now, pay when you stay
The price is CA $59 per night from Nov 10 to Nov 11
CA $59
CA $83 total
Nov 10 - Nov 11
includes taxes & fees
6/10 (753 reviews)
"This place it’s very dirty and the rooms smell like straight cigarettes they don’t even come give your room service and only get 2 towels wouldn’t recommend to anyone, worst hotel I’ve been at and I’ve been to many"

Reviewed on Nov 8, 2026

Budget Inn Norfolk Va
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr Hampton VA
Fully refundable
The price is CA $118 per night from Nov 29 to Nov 30
CA $118
CA $139 total
Nov 29 - Nov 30
includes taxes & fees
Comfort Inn & Suites Hampton near Coliseum
See all 1,377 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Jolliff

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

CA $60
per adult
80% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
View of the water and the Spirit of Norfolk Dinner Cruise ship

City Cruises Norfolk: Signature Dinner Cruise

CA $118
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
Ziplining and Climbing at The Adventure Park at Virginia Aquarium

Ziplining and Climbing at The Adventure Park at Virginia Aquarium

CA $90
per adult
Ziplining and Climbing at The Adventure Park at Virginia Aquarium
See all activities in Jolliff

Frequently asked questions

How much does a Jolliff vacation package cost?
You'll find cheap prices from CA $992 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?

  1. Pick your dates: The things you'd like to do in Jolliff and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.