Jolliff Vacation Packages

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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.

Top Jolliff Vacation Deals

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
per person
Sep 24 - Sep 27
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9/10 Wonderful! (1,754 reviews)
Great property right on the beach and close to everything

Reviewed on Aug. 5, 2025

Four Sails Resort

Four Sails Resort

3.5 out of 5
Northeast Virginia Beach
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Norfolk (ORF)
7.6/10 Good! (36 reviews)
Great balcony with a great view

Reviewed on Aug. 2, 2025

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Norfolk (ORF)
7.8/10 Good! (1,400 reviews)
Fantastic, very professional

Reviewed on Aug. 2, 2025

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3 out of 5
Northeast Virginia Beach
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Norfolk (ORF)
8.2/10 Very Good! (1,108 reviews)
Friendly and helpful staff! Great location and clean rooms

Reviewed on Aug. 2, 2025

Coastal Hotel and Suites Virginia Beach Oceanfront

Coastal Hotel and Suites Virginia Beach Oceanfront

2.5 out of 5
Northeast Virginia Beach
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Norfolk (ORF)
9.2/10 Wonderful! (1,205 reviews)
Nice breakfast, excellent location and friendly staff made our stay fantastic.

Reviewed on Aug. 5, 2025

Ready to book your vacation to Jolliff?

 

Choose your dates

Jolliff Hotel Deals

Casa Del Mar

Casa Del Mar

2 out of 5
1010 W Ocean View Ave, Norfolk, VA
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Aug 6 to Aug 7
CA $130
CA $153 total
Aug 6 - Aug 7
includes taxes & fees
5/10 (1,004 reviews)
"Pretty decent! Wish there was better breakfast options and things for hot breakfast. And need breakfast to last till 10 not 9. Overall I'll be back!"

Reviewed on Jul. 28, 2025

Casa Del Mar
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Aug 10 to Aug 11
CA $104
CA $123 total
Aug 10 - Aug 11
includes taxes & fees
6.8/10 (1,006 reviews)
"It was pretty clean, and easy parking"

Reviewed on Aug. 4, 2025

Red Roof Inn Chesapeake Conference Center
Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center

3 out of 5
335 Independence Blvd, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Aug 26 to Aug 27
CA $187
CA $218 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"The ‘restaurant’ was very very limited. The breakfast was $11 per person and totally not worth it. The food was very bland. The stay was okay but I would not recommend eating there."

Reviewed on Aug. 3, 2025

Hyatt Place Virginia Beach Town Center
See all 1,369 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

Virginia Zoo

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

CA $55
per adult
80% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
Deck area aboard the Spirit of Norfolk Dinner Cruise in Virginia

Spirit of Norfolk Signature Dinner Cruise

CA $172
per adult
72% of travellers recommend
Spirit of Norfolk Signature Dinner Cruise
View of Spirit of Norfolk

Spirit of Norfolk Signature Brunch Cruise

CA $152
per adult
86% of travellers recommend
Spirit of Norfolk Signature Brunch Cruise
See all activities in Jolliff

Frequently asked questions

How much does a Jolliff vacation package cost?
You'll find cheap prices from CA $1,009 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.