
Deals on vacations and trips to Jolliff
Save when you book Jolliff package deals
Jolliff flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Sea Ranch Resort
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Enjoy the gym and perks like free self parking.

John Yancey Oceanfront Inn
Save 100% on your flight
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the playground and barbecue grills. There's an outdoor pool on site, and a terrace and a picnic area are also provided.

Beach Quarters Resort
Northeast Virginia Beach
Save 100% on your flight
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the outdoor tennis court and perks like free WiFi. There's a seasonal outdoor pool on site, and a 24-hour front desk and a rooftop terrace are also provided.

Boardwalk Resort and Villas
Northeast Virginia Beach
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, express check-out, and laundry facilities are also on offer.

Ocean 27
Northeast Virginia Beach
Save 100% on your flight
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace and luggage storage are also provided.
Top Jolliff hotels deals

Casa Del Mar
1010 W Ocean View Ave, Norfolk, VA
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $123 total per night
$123 total
Aug 11 - Aug 12
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and free internet in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a garden are also provided.
Pool
Breakfast included

Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VA
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $99 total per night
$99 total
Aug 12 - Aug 13
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A snack bar/deli is also provided.
Pet friendly
Parking included

Hyatt Place Virginia Beach Town Center
335 Independence Blvd, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $148 total per night
$148 total
Aug 25 - Aug 26
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly

Crowne Plaza Virginia Beach Town Center by IHG
4453 Bonney Rd, Virginia Beach, VA
Free Cancellation
$114 nightly
The price is $133 total per night
$133 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included

Norfolk Waterside Marriott
235 E Main St, Norfolk, VA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $159 total per night
$159 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free WiFi

Quality Suites Lake Wright - Norfolk Airport
1521 Premium Outlets Blvd, Norfolk, VA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $100 total per night
$100 total
Aug 14 - Aug 15
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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.
Popular places to visit

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.
Frequently asked questions
Photos of local treasures
Browse Jolliff vacation photos for more inspiration
Top all inclusive vacation packages with airfare
Book a vacation to Jolliff
Most popular
Hotels
Flights
Cars