Hotels in Chesapeake

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Hampton Inn & Suites Chesapeake-Square Mall
Hampton Inn & Suites Chesapeake-Square Mall
2.5 star property
Chesapeake
8.0 out of 10, Very Good, (1,008 reviews)
The price is $81
$95 total
includes taxes & fees
May 26 - May 27
Hampton Inn & Suites Chesapeake-Square Mall
Days Inn by Wyndham Chesapeake
Days Inn by Wyndham Chesapeake
2.0 star property
Chesapeake
5.2 out of 10, (695 reviews)
Wake up to complimentary on-the-go breakfast at this well-maintained Chesapeake motel. Just 15 minutes from Old Dominion University with free WiFi and parking. Rivers Casino Portsmouth and Brentwood Play Area are nearby attractions.
The price is $59
$81 total
includes taxes & fees
May 12 - May 13
Days Inn by Wyndham Chesapeake
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
3.0 star property
Western Branch North
8.2 out of 10, Very Good, (726 reviews)
This Marriott hotel offers complimentary continental breakfast and WiFi, plus a well-equipped fitness center for your workout routine. Located near Chesapeake Square Mall and Cinemark, with clean rooms and staff ready to assist business travelers.
The price is $98
$114 total
includes taxes & fees
May 17 - May 18
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
YourSpace Hotels Chesapeake
YourSpace Hotels Chesapeake
3.0 star property
Western Branch North
9.6 out of 10, Exceptional, (66 reviews)
The price is $100
$118 total
includes taxes & fees
May 17 - May 18
YourSpace Hotels Chesapeake
American Inn Chesapeake – Portsmouth
American Inn Chesapeake – Portsmouth
2.0 star property
Chesapeake
7.0 out of 10, Good, (331 reviews)
This motel offers free WiFi and parking in a convenient Chesapeake location. Just minutes from Chesapeake Square Mall and Cinemark, with 24-hour front desk service. Norfolk Station is only a 13-minute drive away.
The price is $64
$76 total
includes taxes & fees
May 10 - May 11
American Inn Chesapeake – Portsmouth
TRU by Hilton Chesapeake, VA
TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (445 reviews)
Wake up refreshed at this Art Deco hotel in Chesapeake, just a short drive from Greenbrier Mall and Norfolk State University. Enjoy a free buffet breakfast, WiFi, and parking, plus access to the fitness center for an energizing workout.
The price is $110
$130 total
includes taxes & fees
May 17 - May 18
TRU by Hilton Chesapeake, VA
Bowers Hill Inn
Bowers Hill Inn
2.0 star property
Chesapeake
6.4 out of 10, (241 reviews)
Just 1 mile from Chesapeake Square Mall and Cinemark theaters, this practical hotel offers complimentary WiFi and parking. Close to Norfolk, it provides convenient access to the airport and train station with 24-hour front desk service.
The price is $63
$75 total
includes taxes & fees
May 10 - May 11
Bowers Hill Inn
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Holiday Inn Express Hotel & Suites Chesapeake by IHG
2.5 star property
Western Branch North
7.4 out of 10, Good, (824 reviews)
The price is $103
$120 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Comfort Inn & Suites Chesapeake - Portsmouth
Comfort Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.4 out of 10, (973 reviews)
Minutes from Greenbrier Mall, this Chesapeake hotel offers an indoor pool and 24-hour fitness center. Enjoy complimentary breakfast, WiFi, and parking while staying close to Kristinas Park and Brentwood Play Area. Guests consistently praise the helpful staff and clean rooms.
The price is $86
$113 total
includes taxes & fees
May 25 - May 26
Comfort Inn & Suites Chesapeake - Portsmouth
Candlewood Suites Chesapeake by IHG
Candlewood Suites Chesapeake by IHG
2.5 star property
Western Branch North
8.2 out of 10, Very Good, (587 reviews)
The price is $88
$103 total
includes taxes & fees
May 25 - May 26
Candlewood Suites Chesapeake by IHG
Budget Lodge
Budget Lodge
2.0 star property
Western Branch North
5.4 out of 10, (361 reviews)
Enjoy the convenience of Budget Lodge in Chesapeake with complimentary WiFi and parking. Explore nearby Regal Harbour View Grande or Riverfront Golf Club, or request room service after your adventures. Norfolk International Airport is just 26 minutes away.
The price is $64
$79 total
includes taxes & fees
May 10 - May 11
Budget Lodge
WoodSpring Suites Chesapeake - Norfolk South
WoodSpring Suites Chesapeake - Norfolk South
2.5 star property
Greenbrier
5.8 out of 10, (678 reviews)
Grab a laundry bag at this practical hotel near Norfolk Station. Enjoy nearby attractions like Chesapeake Arboretum and City Park while business travelers appreciate the friendly staff, free WiFi, and convenient self-parking.
The price is $94
$110 total
includes taxes & fees
May 13 - May 14
WoodSpring Suites Chesapeake - Norfolk South
STUDIOS & SUITES 4 LESS CHESAPEAKE
STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
7.0 out of 10, Good, (798 reviews)
Located in Chesapeake with complimentary WiFi and parking, this hotel puts you minutes from Greenbrier Mall and Crestwood Park. Norfolk State University and Waterside District are a short drive away, while the attentive 24-hour staff ensures a smooth stay.
The price is $70
$83 total
includes taxes & fees
May 10 - May 11
STUDIOS & SUITES 4 LESS CHESAPEAKE
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
8.0 out of 10, Very Good, (1,030 reviews)
The price is $93
$109 total
includes taxes & fees
May 31 - Jun 1
Wingate by Wyndham Chesapeake
Quality Inn Chesapeake - Greenbrier
Quality Inn Chesapeake - Greenbrier
2.5 star property
Greenbrier
5.8 out of 10, (778 reviews)
Enjoy 2 restaurants and a well-equipped fitness center at this welcoming Chesapeake hotel. Free WiFi and parking make exploring convenient, while nearby Oak Grove Lake Park and Greenbrier Mall offer outdoor and shopping adventures.
The price is $59
$70 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Chesapeake - Greenbrier
Red Roof Inn Chesapeake Conference Center
Red Roof Inn Chesapeake Conference Center
2.0 star property
Chesapeake
7.0 out of 10, Good, (1,009 reviews)
This quiet Chesapeake hotel offers complimentary WiFi and parking, putting you within a 15-minute drive of Norfolk State University. Located near Waterside District with easy airport access, guests appreciate the helpful staff and peaceful atmosphere.
The price is $76
$89 total
includes taxes & fees
May 12 - May 13
Red Roof Inn Chesapeake Conference Center
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very Good, (1,002 reviews)
Wake up to a free breakfast at this centrally located Chesapeake hotel with a seasonal outdoor pool and fitness center. Near restaurants and shopping at Greenbrier Mall, with free parking and WiFi. Just a short drive from Norfolk attractions and the airport.
The price is $118
$138 total
includes taxes & fees
May 17 - May 18
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
2.5 star property
Chesapeake
6.4 out of 10, (658 reviews)
Modern studio accommodations in Chesapeake feature free WiFi, parking, and laundry facilities. Just minutes from Regal Harbour View Grande and within driving distance of Norfolk's transit stations, this hotel offers nearby kayaking and parasailing adventures.
The price is $79
$93 total
includes taxes & fees
May 12 - May 13
Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
Homewood Suites by Hilton Chesapeake-Greenbrier
Homewood Suites by Hilton Chesapeake-Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very Good, (547 reviews)
Tucked beside Greenbrier Mall, this business-friendly hotel offers free daily breakfast and parking. Take a refreshing dip in the seasonal outdoor pool, squeeze in a workout at the fitness center, or explore nearby Chesapeake City Park.
The price is $130
$154 total
includes taxes & fees
May 31 - Jun 1
Homewood Suites by Hilton Chesapeake-Greenbrier
SpringHill Suites by Marriott Chesapeake Greenbrier
SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.2 out of 10, Very Good, (1,005 reviews)
Wake up to free breakfast at this Chesapeake hotel with an indoor pool and fitness center. Located near Greenbrier Mall and Oak Grove Lake Park, the spacious accommodations offer convenient access to Norfolk State University and Waterside District.
The price is $119
$139 total
includes taxes & fees
May 10 - May 11
SpringHill Suites by Marriott Chesapeake Greenbrier
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.

You may also like family-friendly hotels in Chesapeake

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.

When is the best time to visit Chesapeake?

Our prices for hotels in Chesapeake are cheapest in January
Price trends for hotels in Chesapeake
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Chesapeake
May
High 23°C / low 16°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 23 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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28°
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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30°
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
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29°
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August, no crowd data, average high temperature 29 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 27 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 21 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 15 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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February, no crowd data, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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March, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 19 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Chesapeake

Greenbrier

Greenbrier offers the perfect suburban escape with all the comforts of home. Wander through the leafy Chesapeake Arboretum or hit Greenbrier Mall for some serious retail therapy. Oak Grove Lake Park provides a peaceful spot for afternoon strolls while Chesapeake City Park hosts family-friendly activities. You might catch locals enjoying bowling at Bowlero Chesapeake on weekends. Dining options center around familiar chain restaurants with comfortable, family-friendly atmospheres. Hotels cluster near shopping areas with standard amenities and reasonable rates. A car is essential for getting around this sprawling neighborhood, as public transit is limited and destinations are spread out across typical suburban distances.

Great Bridge

Great Bridge's historic waterways will captivate history buffs and outdoor enthusiasts alike. The Revolutionary War battlefield offers a fascinating glimpse into America's past, while scenic paths along the Elizabeth River provide perfect spots for afternoon strolls. Families can enjoy fishing from public piers or watching boats navigate the Intracoastal Waterway through the lock system. Local seafood restaurants serve up Chesapeake Bay specialties like fresh crab cakes and oysters. Most attractions require a car to reach, though the neighborhood's wide streets and ample parking make navigation simple. Chain hotels provide comfortable bases for exploring this quiet suburban community with its rich historical roots.

Western Branch North

Western Branch North offers a peaceful suburban escape with tree-lined streets and family-friendly vibes. Spend afternoons exploring local parks or challenge friends to a game at Bowlero Western Branch. When you need retail therapy, Chesapeake Square Mall has you covered, while Cinemark provides entertainment for movie buffs. Dining options feature casual American fare at family restaurants scattered along main roads. Most travelers choose vacation rentals in comfortable single-family homes, giving you space to spread out. A rental car is essential for getting around this residential area, as public transit is limited but parking is always plentiful.

South Norfolk

South Norfolk's well-preserved buildings transport you back to early 20th century America with its charming maritime and railroad heritage. The neighborhood invites leisurely strolls past Craftsman bungalows and Colonial Revival homes with classic wraparound porches. Between walks through tree-lined streets, check out Portlock Galleries at SoNo or enjoy the peaceful atmosphere of Crestwood Park. This quiet residential area offers authentic Southern comfort food at family-owned diners that won't break the bank. B&Bs in converted historic homes provide personalized service with full breakfast included. Getting around is easiest by car, though the historic core is perfectly walkable with ample free street parking throughout the neighborhood.

Greenbrier East

Greenbrier East combines suburban comfort with shopping convenience in Chesapeake's family-friendly outskirts. The impressive Greenbrier Mall anchors the neighborhood with department stores, specialty shops, and a bustling food court. Tree-lined residential streets with manicured lawns create a peaceful backdrop for travelers seeking a quieter alternative to downtown. Chain restaurants and hotels offer familiar comforts with budget-friendly prices throughout the area. Getting around requires a car, but free parking is plentiful, and major attractions like Chesapeake Arboretum are just a short drive away. The neighborhood's modern suburban vibe makes it perfect for travelers who value convenience over downtown crowds.

Top landmarks in Chesapeake

Learn more about Chesapeake

A city of contrasts where urban pleasures meet natural wonders. Catch live music at the Chesapeake Conference Center before exploring the Great Dismal Swamp National Wildlife Refuge's mysterious wetlands. Oak Grove Lake Park offers family-friendly trails where locals fish in peaceful seclusion. The Chesapeake Arboretum's 48 acres showcase native trees along winding paths that feel miles from civilization. Shopping enthusiasts can browse Greenbrier Mall's offerings, though savvy visitors head to local farmers' markets for regional specialties. The city's waterfront areas reveal its maritime heritage, with inlets and waterways that once served as crucial trade routes. Don't miss the wildlife viewing platforms where patient observers spot eagles and herons in their natural habitat.

Sundown at the Beach

Check out reviews of Chesapeake hotels guests love

Frequently asked questions

What accommodations do travelers like in Chesapeake?
Can I book a refundable hotel in Chesapeake?
If you need the flexibility to change your travel plans to Chesapeake, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Chesapeake if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Wingate by Wyndham Chesapeake.
Where can I stay in Chesapeake if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 40 vacation homes. In addition, there are 13 apartments and 7 condos.
What will the weather in Chesapeake be like during my visit?
The warmest months in Chesapeake are usually July and August with an average temp of 77°F. January and February are the chilliest months when the average temp is 45°F. The rainiest months are September and August.
Why should I book my Chesapeake hotel through Hotels.com?
There are plenty of reasons to book your Chesapeake travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.