Hotels in Chesapeake

October 2026
November 2026

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Check prices for these dates

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Where to stay in Chesapeake?

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$92
$108 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Chesapeake - Norfolk

2. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$99
$116 total
includes taxes & fees
Oct 11 - Oct 12
Aloft by Marriott Chesapeake

3. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$102
$119 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Chesapeake - Norfolk by IHG

4. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$110
$128 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

5. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$86
$101 total
includes taxes & fees
Oct 18 - Oct 19
Wingate by Wyndham Chesapeake

6. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$118
$138 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Chesapeake

7. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$109
$128 total
includes taxes & fees
Oct 1 - Oct 2
Fairfield Inn and Suites By Marriott Chesapeake

8. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
$110
$128 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Studios Chesapeake

9. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
$98
$116 total
includes taxes & fees
Oct 1 - Oct 2
TRU by Hilton Chesapeake, VA

10. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
$107
$125 total
includes taxes & fees
Sep 27 - Sep 28
SpringHill Suites by Marriott Chesapeake Greenbrier

11. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$106
$124 total
includes taxes & fees
Oct 5 - Oct 6
Delta Hotels by Marriott Chesapeake Norfolk

12. Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake
Greenbrier
$110
$128 total
includes taxes & fees
Oct 1 - Oct 2
Courtyard by Marriott Chesapeake

13. Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier
$106
$126 total
includes taxes & fees
Oct 15 - Oct 16
Hilton Garden Inn Chesapeake/Greenbrier

14. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
$100
$117 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

15. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$116
$135 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Chesapeake by IHG

16. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
$83
$97 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Chesapeake by IHG

17. Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
$73
$98 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Chesapeake - Portsmouth

18. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Western Branch North
$89
$105 total
includes taxes & fees
Oct 11 - Oct 12
Fairfield Inn & Suites by Marriott Chesapeake Suffolk

19. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
$80
$94 total
includes taxes & fees
Oct 25 - Oct 26
Candlewood Suites Chesapeake/Suffolk by IHG

20. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$130
$152 total
includes taxes & fees
Oct 11 - Oct 12
Residence Inn by Marriott Chesapeake Greenbrier
View all properties

Check out pet-friendly hotels in Chesapeake

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$99
$116 total
includes taxes & fees
Oct 11 - Oct 12
Aloft by Marriott Chesapeake

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
$98
$116 total
includes taxes & fees
Oct 1 - Oct 2
TRU by Hilton Chesapeake, VA

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
$100
$117 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
$110
$128 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Studios Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$118
$138 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$106
$124 total
includes taxes & fees
Oct 5 - Oct 6
Delta Hotels by Marriott Chesapeake Norfolk

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$116
$135 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Chesapeake by IHG

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
Western Branch North
$101
$118 total
includes taxes & fees
Sep 27 - Sep 28
YourSpace Hotels Chesapeake

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier
$106
$126 total
includes taxes & fees
Oct 15 - Oct 16
Hilton Garden Inn Chesapeake/Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$130
$152 total
includes taxes & fees
Oct 11 - Oct 12
Residence Inn by Marriott Chesapeake Greenbrier
View all properties

You may also like hotels with pools in Chesapeake

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$99
$116 total
includes taxes & fees
Oct 11 - Oct 12
Aloft by Marriott Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$92
$108 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Chesapeake - Norfolk

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$86
$101 total
includes taxes & fees
Oct 18 - Oct 19
Wingate by Wyndham Chesapeake

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$110
$128 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$102
$119 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Chesapeake - Norfolk by IHG

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$118
$138 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Chesapeake

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
$107
$125 total
includes taxes & fees
Sep 27 - Sep 28
SpringHill Suites by Marriott Chesapeake Greenbrier

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$109
$128 total
includes taxes & fees
Oct 1 - Oct 2
Fairfield Inn and Suites By Marriott Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$106
$124 total
includes taxes & fees
Oct 5 - Oct 6
Delta Hotels by Marriott Chesapeake Norfolk

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$116
$135 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Chesapeake by IHG
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Go beyond your typical stay in Chesapeake

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Pet friendly
Pet friendly
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Pool
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Hot tub
Hot tub
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Family friendly
Family friendly
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Spa
Spa
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Apart hotel
Apart hotel
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Condo
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Villa
Villa
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 September

September

High 27°C / low 20°C. Sunny most days.
27°
20°
21°
15°
15°
11°
10°
14°
19°
11°
23°
16°
28°
21°
30°
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29°
23°
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.

Deep Creek South

Suburban community with a rural touch, Deep Creek is connected to the historic Dismal Swamp Canal, a National Historic Civil Engineering Landmark. Located along the original U.S. Highway 17 route, it offers easy access to nearby attractions.

Top landmarks in Chesapeake

A large building with a prominent arched entrance and a green roof.

Greenbrier Mall

8.4/10 (837 reviews)
If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier. Why not take a stroll along the beaches and watch the sunset while you're here?
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A building with a clock tower, surrounded by pink flowers and greenery.

Chesapeake Square Mall

8.2/10 (429 reviews)
If you want to give your credit card some exercise, head out to Chesapeake Square Mall in Western Branch North.
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A modern building with a curved glass facade and a sign reading "Chesapeake Conference Center."

Chesapeake Conference Center

7.8/10 (169 reviews)
Chesapeake Conference Center is worth a visit, located 3.4 mi (5.4 km) from central Chesapeake. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A wooden bridge over a calm river surrounded by dense forest.

Chesapeake City Park

8.2/10 (180 reviews)
Chesapeake City Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A wooden pier extending into a calm lake, surrounded by dense trees.
Photo by Kaylee Spinhirn

Oak Grove Lake Park

7.6/10 (39 reviews)
Oak Grove Lake Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A solitary tree in a swampy area with water around its base.

Lake Drummond

7.8/10 (12 reviews)
Lake Drummond is 15.2 mi (24.5 km) from central Chesapeake, why not stop by during your stay.
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Dismal Swamp Canal

Deep Creek South is home to Dismal Swamp Canal, so why not stop by during your stay in Chesapeake.
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Camelot Park

Camelot Park is worth a visit, located 3.4 mi (5.4 km) from central Chesapeake.
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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.

See all hotels in Chesapeake
A beach at sunset with a pier extending into the water.

Check out reviews of Chesapeake hotels guests love

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier

10/10 Exceptional

United States
Nadiya
Fairfield Inn and Suites By Marriott Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier

10/10 Exceptional

United States
Evelys
Comfort Suites Chesapeake - Norfolk

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier

10/10 Exceptional

United States
Marijean
Aloft by Marriott Chesapeake

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier

10/10 Exceptional

United States
Lilli
TRU by Hilton Chesapeake, VA

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake

10/10 Exceptional

United States
Lisa
Holiday Inn Express Chesapeake - Norfolk by IHG

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake

10/10 Exceptional

United States
Shanon
Delta Hotels by Marriott Chesapeake Norfolk

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake

10/10 Exceptional

United States
Anonymous traveler
Staybridge Suites Chesapeake by IHG

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake

10/10 Exceptional

United States
Esther
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier

10/10 Exceptional

United States
alicia
Residence Inn by Marriott Chesapeake Greenbrier

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Western Branch North

10/10 Exceptional

United States
Deborah
Fairfield Inn & Suites by Marriott Chesapeake Suffolk

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier

10/10 Exceptional

United States
Jamie
SpringHill Suites by Marriott Chesapeake Greenbrier

Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North

10/10 Exceptional

United States
Max
Candlewood Suites Chesapeake/Suffolk by IHG

Hampton Inn & Suites Chesapeake-Square Mall

Hampton Inn & Suites Chesapeake-Square Mall
Chesapeake

10/10 Exceptional

United States
Anonymous traveler
Hampton Inn & Suites Chesapeake-Square Mall

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake

10/10 Exceptional

United States
Jennifer
Wingate by Wyndham Chesapeake

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier

10/10 Exceptional

United States
Lisa
Hilton Garden Inn Chesapeake/Greenbrier

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 36 vacation homes. In addition, there are 15 apartments and 5 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.