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Chesapeake flight + hotel packages

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Mulberry Inn

Mulberry Inn

2.5 out of 5
North Newport News
per person
Oct 14 - Oct 21
found 20 hours 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 helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Yorktown Beach are located nearby.
The Lodge at Kiln Creek Resort

The Lodge at Kiln Creek Resort

3.5 out of 5
Central Newport News
per person
Sep 8 - Sep 15
found 20 hours 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.
Hampton Inn & Suites Newport News (Oyster Point)

Hampton Inn & Suites Newport News (Oyster Point)

2.5 out of 5
Central Newport News
per person
Oct 14 - Oct 21
found 20 hours 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 helpful staff in our reviews. Popular attractions Patrick Henry Mall and Hampton Roads Iceplex are located nearby.
Sunrise Inn By OYO Newport News US-60

Sunrise Inn By OYO Newport News US-60

2.5 out of 5
North Newport News
per person
Sep 8 - Sep 15
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Stay at this hotel in Newport News. Enjoy free WiFi, free parking, and room service. Popular attractions Bounce House and Newport News Park are located nearby.
Days Inn by Wyndham Hampton Near Coliseum Convention Center

Days Inn by Wyndham Hampton Near Coliseum Convention Center

2 out of 5
Coliseum Central
per person
Oct 14 - Oct 21
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Hampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Hampton Coliseum and Buckroe Beach and Park are located nearby.

Top Chesapeake hotels deals

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
Free cancellation
Reserve now, pay when you stay
Get rates
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Greenbrier Mall and Waterside District are located nearby.
Pet-friendly
Parking included
STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

2 out of 5
2222 S Military Hwy, Chesapeake, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $73 per night
CA $73
CA $87 total
Aug 10 - Aug 11
includes taxes & fees
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Greenbrier Mall and Waterside District are located nearby.
Parking included
Free WiFi
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
Free cancellation
The price is CA $261 per night
CA $261
CA $303 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Pacific Avenue are located nearby.
Pool
Hot tub
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $176 per night
CA $176
CA $205 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.
Pool
Parking included
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $201 per night
CA $201
CA $234 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Virginia Beach Boardwalk and Pacific Avenue are located nearby.
Pool
Breakfast included
Oceans 2700

Oceans 2700

2.5 out of 5
2700 Pacific Avenue, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Virginia Beach Boardwalk and Neptune Statue are located nearby.
Pool
Parking included
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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

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.

Greenbrier Mall
Chesapeake Square Mall

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 Square Mall
Chesapeake Conference Center

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.

Chesapeake Conference Center

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!

Frequently asked questions

How much are vacation packages to Chesapeake?
Travelocity provides package deals to Chesapeake, including flights and hotels, from an impressive CA $942. With all the extra cash, you could book some cool tours or perhaps even tack on a few extra nights to your getaway.
How long should my Chesapeake vacation be?
There are no strict rules when it comes to how long you should spend in Chesapeake, but most travelers decide to stay around 3 nights. Got some flexibility with your departure date? Consider extending your trip by another night or two. That way, you'll have ample time to check out the area's hidden treasures as well.
Where can I get the best vacation package deals for Chesapeake?
Travelocity is here to help you find an awesome Chesapeake package deal. With no less than 400 partner airlines and 1,000,000 properties worldwide, you're bound to find the perfect mix.
Why should I purchase my Chesapeake vacation bundle with Travelocity?
Nothing beats the feeling of knowing you've bagged the best price in town — that's our Price Match Guarantee. Add to that our impressively broad range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.
Can I save on my Chesapeake car rental if I book it with my hotel or flight?
With a Chesapeake vacation package, you can combine your hotel, flight and car bookings and save a nice amount. If you're eager to see the best of this fabulous city, why not check out Busch Gardens Williamsburg? This well-known sight is 64 kilometers from Chesapeake. With a rental car, you'll be there in no time.
Which airport is best for Chesapeake?
Many tourists arrive at Norfolk Intl. Airport (ORF). After you've stepped off the plane and grabbed your bags, you'll need to head 16 kilometers southwest to reach central Chesapeake. Newport News - Williamsburg Intl. Airport (PHF) is another option, 48 kilometers from the heart of the city.
What is there to do in Chesapeake?
Chesapeake is full of places to discover, such as Chesapeake City Park and Chesapeake City Hall. These well-known attractions are at the top of most people's must-see lists.
Where should I stay when visiting Chesapeake?
Many visitors opt to check in to the Hyatt Place Chesapeake. It's an excellent base for your Chesapeake vacation.

Photos of local treasures

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