Book Exclusive Chesapeake Vacation Packages
Chesapeake flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Newport News South, VA
Deerfield
per person
Jul. 10 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Stay at this 3-star business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Coliseum and Hampton Roads Iceplex are located nearby.
The Lodge at Kiln Creek Resort
Central Newport News
per person
Jul. 10 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Stay at this 3.5-star golf hotel in Newport News. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Patrick Henry Mall and Hampton Roads Iceplex are located nearby.
Comfort Inn Newport News - Hampton I-64
Central Newport News
per person
Jul. 10 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Patrick Henry Mall and Hampton Roads Iceplex are located nearby.
Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away
per person
Jul. 10 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Book a stay at this beach apartment in Hampton. Enjoy free parking, a beach locale, and a garden. Popular attractions Buckroe Beach and Park and Hampton Coliseum are located nearby.
The Safe House Downtown Newport News
per person
Jul. 10 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Stay at this apartment in Newport News. Enjoy free parking. Popular attractions Hampton Coliseum and The Newsome House Museum and Cultural Center are located nearby.
Top Chesapeake hotels deals
Wingate by Wyndham Chesapeake
817 Greenbrier Circle, Chesapeake, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $152 per night
CA $152
CA $176 total
May 26 - May 27
includes taxes & fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Greenbrier Mall and Waterside District are located nearby.
Pool
Hot tub
TRU by Hilton Chesapeake, VA
1570 CROSSWAYS BLVD, Chesapeake, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $141 per night
CA $141
CA $163 total
May 18 - May 19
includes taxes & fees
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Greenbrier Mall and Waterside District are located nearby.
Breakfast included
Pet-friendly
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
1801 Atlantic Ave, Virginia Beach, VA
Free cancellation
The price is CA $165 per night
CA $165
CA $193 total
May 12 - May 13
includes taxes & fees
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Virginia Beach Fishing Pier are located nearby.
Pool
Breakfast included
Wyndham Virginia Beach Oceanfront
5700 Atlantic Ave, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $124 per night
CA $124
CA $156 total
May 13 - May 14
includes taxes & fees
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Virginia Beach Fishing Pier are located nearby.
Pool
Pet-friendly
Delta Hotels by Marriott Virginia Beach Waterfront
2800 Shore Drive, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $193 total
May 28 - May 29
includes taxes & fees
Stay at this 4-star business-friendly hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions Virginia Beach Town Center and Marina Shores Marina are located nearby.
Pool
Pet-friendly
Hyatt Place Virginia Beach / Oceanfront
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $199 per night
CA $199
CA $232 total
May 18 - May 19
includes taxes & fees
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Virginia Beach Fishing Pier are located nearby.
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
3.5/5(4 reviews)
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 acclaimed theater scene and great live music.
Chesapeake Vacations
Whether you're headed off on a few days' break or a long and leisurely vacation, it's a good idea to know some basics about Chesapeake before setting off.
From downtown Norfolk - Virginia Beach, you'll need to head southwest for 8 miles (13 kilometers) to reach this neighborhood.
Places to visit in Chesapeake
Feel like a break in the great outdoors? The countryside at Oak Grove Lake Park is the perfect place to kick a ball around or simply sit back and unwind. And there's more. There's nothing like admiring great art when your mind needs to be nourished. As you marvel at the fabulous pieces at Portlock Galleries at SoNo, try to find a deeper meaning.Where do you fly into for Chesapeake?
Put your seat in the upright position, fasten your seatbelt and get ready to touch down at Norfolk International Airport (ORF). This is the nearest major terminal and it's approximately 10 miles (16 kilometers) northeast from the middle of Chesapeake. Pick up your bags and start having some fun!Photos of local treasures
Browse Chesapeake vacation photos for more inspiration
