Jolliff Vacations from $192
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.
Pamlico Station Edgecamp
Price was $651, price is now $284 per person
$284
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Norfolk (ORF)
9.2/10 Wonderful! (17 reviews)
The hotel was perfect and spacious. The only thing was when it rained 🌧 🙃 we got wet to the entrance to our room because of the location...maybe adding a overhang to help with not getting wet.
Reviewed on Oct 12, 2025
The Sanderling
Save 100% on your flight
Price was $821, price is now $572 per person
$572
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Norfolk (ORF)
8.8/10 Excellent! (519 reviews)
Room 256, lamp between beds not operable. Tall post beds made viewing tv awkward. Tile missing in shower. Restaurant was great. One of the hot pools didn't work but the other one on the facility did work and was nice.
Reviewed on Oct 12, 2025
Boardwalk Resort and Villas
Northeast Virginia Beach
Price was $544, price is now $398 per person
$398
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
8.6/10 Excellent! (1,017 reviews)
Expedia overcharged me and will not respond to me.
Reviewed on Oct 10, 2025
Discover the most popular places to visit in Jolliff
Greenbrier Mall
You can browse for the perfect souvenirs at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.
Chesapeake Square Mall
You can find the perfect gifts to bring home at Chesapeake Square Mall during your trip to Chesapeake. Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.
Chesapeake Conference Center
After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theater scene.
What to do in Jolliff
Spirit of Norfolk Signature Dinner Cruise
$149
per adult
72% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
$40
per adult
80% of travellers recommend
Spirit of Norfolk Signature Brunch Cruise
$114
per adult
88% of travellers recommend
Jolliff Hotel Deals
Hampton Inn Norfolk/Virginia Beach
5793 Greenwich Rd, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Nov 17 to Nov 18
$114 total
Nov 17 - Nov 18
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
"Nice quick stay. Good waffles"
Reviewed on Oct 11, 2025
Hyatt Place Virginia Beach Town Center
335 Independence Blvd, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $125 total per night from Nov 2 to Nov 3
$125 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"The hotel was a wonderful place to stay."
Reviewed on Oct 12, 2025
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $88 total per night from Nov 16 to Nov 17
$88 total
Nov 16 - Nov 17
Total with taxes and fees
6.8/10 (1,004 reviews)
"Clean rooms"
Reviewed on Oct 10, 2025
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.
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.