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Most frequently booked Chesapeake hotels

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA

Free cancellation

Reserve now, pay when you stay

4.59 km from city centre

CA $108

CA $127 total

Dec 7 - Dec 8

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 helpful staff and the clean rooms in our reviews. Popular attractions Greenbrier Mall and Chesapeake City Park are located nearby.

STUDIOS & SUITES 4 LESS CHESAPEAKE

2222 S Military Hwy Chesapeake VA

Free cancellation

Reserve now, pay when you stay

1.92 km from city centre

CA $78

CA $92 total

Dec 11 - Dec 12

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 Oak Grove Lake Park and Greenbrier Mall are located nearby.

Wingate by Wyndham Chesapeake

817 Greenbrier Circle Chesapeake VA

Free cancellation

Reserve now, pay when you stay

5.63 km from city centre

CA $112

CA $131 total

Dec 7 - Dec 8

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 AMF Indian River Lanes are located nearby.

Red Roof Inn Chesapeake Conference Center

724 Woodlake Dr Chesapeake VA

Free cancellation

Reserve now, pay when you stay

5.35 km from city centre

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 AMF Indian River Lanes are located nearby.

Aloft Chesapeake

1454 Crossways Boulevard Chesapeake VA

Free cancellation

Reserve now, pay when you stay

4.21 km from city centre

CA $117

CA $138 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenbrier Mall and Oak Grove Lake Park are located nearby.

Holiday Inn Express Chesapeake - Norfolk by IHG

721 Conference Center Drive Chesapeake VA

Free cancellation

5.39 km from city centre

CA $117

CA $138 total

Dec 21 - Dec 22

includes taxes & fees

Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenbrier Mall and AMF Indian River Lanes are located nearby.

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

1801 Atlantic Ave Virginia Beach VA

Free cancellation

29.19 km from city centre

CA $121

CA $142 total

Dec 2 - Dec 3

includes taxes & fees

Book a stay at this 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 John Wareing Monument are located nearby.

Schooner Inn

215 Atlantic Ave Virginia Beach VA

29.09 km from city centre

CA $81

CA $97 total

Dec 25 - Dec 26

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 helpful staff and the convenient parking in our reviews. Popular attractions Virginia Beach Boardwalk and Sandbridge Beach are located nearby.

Hyatt Place Virginia Beach Town Center

335 Independence Blvd Virginia Beach VA

Free cancellation

Reserve now, pay when you stay

15.91 km from city centre

CA $157

CA $183 total

Dec 25 - Dec 26

includes taxes & fees

Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sandler Center for the Performing Arts and Mount Trashmore Park are located nearby.

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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.

Top family friendly Chesapeake hotel deals

Hyatt Place Chesapeake

709 Eden Way N Chesapeake VA

CA $131

CA $154 total

Dec 4 - Dec 5

includes taxes & fees

8.4/10 Very Good! (1,003 reviews)

Top cheap Chesapeake hotel deals

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA

CA $108

CA $127 total

Dec 7 - Dec 8

includes taxes & fees

8.4/10 Very Good! (1,009 reviews)

Top hotels in Chesapeake for Extended Stay

stayAPT Suites Suffolk-Chesapeake

5961 Harbour View Blvd Suffolk VA

CA $168

CA $193 total

Nov 30 - Dec 1

includes taxes & fees

9.4/10 Exceptional! (52 reviews)

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.

Chesapeake hotels essential information

Accommodation	3,430 hotels
Lowest Price	CA $92
Highest Price	CA $223
Popular hotels	Comfort Suites Chesapeake - Norfolk, STUDIOS & SUITES 4 LESS CHESAPEAKE , Wingate by Wyndham Chesapeake, Red Roof Inn Chesapeake Conference Center, Aloft Chesapeake, Holiday Inn Express Chesapeake - Norfolk by IHG, Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), Schooner Inn, Hyatt Place Virginia Beach Town Center

Frequently asked questions

What are the top kid-friendly hotels in Chesapeake?

Take some of the trials out of traveling with little ones by booking a family-friendly Chesapeake hotel. From useful amenities to extra services, these stays offer perks that'll make your getaway run smoothly: Your gang will love staying at The Lucas: Cheery House w/ Fenced Backyard!. A king bed and a fireplace are just a couple of the things that help make this hotel a popular option. Also look into Econo Lodge Chesapeake Route 13 and I-464. It offers complimentary breakfast, front desk services and ample opportunities to hang out together.

Where can I find cheap hotels in Chesapeake?

At Travelocity you'll find really nice hotels in Chesapeake at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesapeake rather than in Chesapeake. We may find you even better rates, too.

How do I find the best Chesapeake hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Chesapeake then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Chesapeake?

The cheapest hotel in Chesapeake is CA $92 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Chesapeake?

There are 3,430 hotels in Chesapeake on Travelocity.

What are the best hotels in Chesapeake?

Chesapeake has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesapeake for you!

When is the best time to visit Chesapeake?

If you want the joy of a fun-filled trip in peak season, visit Chesapeake during March, May and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.

When is the cheapest time to stay in Chesapeake?

Based on historic data is usually the cheapest month to visit Chesapeake. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Chesapeake?

There are multiple hotels in Chesapeake that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesapeake. We have plenty of kid-friendly hotels in Chesapeake to choose from on Travelocity!

Why book a hotel in Chesapeake through Travelocity?

Because we have the top hotels in Chesapeake! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Chesapeake on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.