Hotels in Chesapeake

November 2026
December 2026

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Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Where to stay in Chesapeake?

1. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
$84
$99 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Studios Chesapeake

2. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$84
$99 total
includes taxes & fees
Nov 25 - Nov 26
Comfort Suites Chesapeake - Norfolk

3. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
$89
$107 total
includes taxes & fees
Nov 22 - Nov 23
TRU by Hilton Chesapeake, VA

4. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$107
$125 total
includes taxes & fees
Nov 20 - Nov 21
Delta Hotels by Marriott Chesapeake Norfolk

5. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$93
$109 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn and Suites By Marriott Chesapeake

6. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
$87
$102 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

7. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$110
$129 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chesapeake

8. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$97
$114 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Chesapeake - Norfolk by IHG

9. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$81
$95 total
includes taxes & fees
Nov 8 - Nov 9
Wingate by Wyndham Chesapeake

10. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$107
$125 total
includes taxes & fees
Nov 8 - Nov 9
Aloft by Marriott Chesapeake

11. YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
Western Branch North
$98
$115 total
includes taxes & fees
Nov 8 - Nov 9
YourSpace Hotels Chesapeake

12. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
Greenbrier
$118
$140 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Chesapeake-Greenbrier

13. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
$84
$99 total
includes taxes & fees
Nov 8 - Nov 9
Candlewood Suites Chesapeake/Suffolk by IHG

14. Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier
$119
$140 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Chesapeake/Greenbrier

15. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Western Branch North
$98
$114 total
includes taxes & fees
Oct 31 - Nov 1
Fairfield Inn & Suites by Marriott Chesapeake Suffolk

16. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$105
$123 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

17. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123
$143 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG

18. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
$79
$93 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Hotel & Suites Chesapeake by IHG

19. Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake
Greenbrier
$98
$114 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Chesapeake

20. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$139
$162 total
includes taxes & fees
Nov 15 - Nov 16
Residence Inn by Marriott Chesapeake Greenbrier
View all properties

Check out pet-friendly hotels in Chesapeake

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
$84
$99 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Studios Chesapeake

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
$89
$107 total
includes taxes & fees
Nov 22 - Nov 23
TRU by Hilton Chesapeake, VA

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$107
$125 total
includes taxes & fees
Nov 20 - Nov 21
Delta Hotels by Marriott Chesapeake Norfolk

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
$87
$102 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$107
$125 total
includes taxes & fees
Nov 8 - Nov 9
Aloft by Marriott Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$110
$129 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chesapeake

Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
$84
$99 total
includes taxes & fees
Nov 8 - Nov 9
Candlewood Suites Chesapeake/Suffolk by IHG

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
Western Branch North
$98
$115 total
includes taxes & fees
Nov 8 - Nov 9
YourSpace Hotels Chesapeake

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
Chesapeake
$71
$84 total
includes taxes & fees
Oct 29 - Oct 30
Red Roof Inn Chesapeake Conference Center

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123
$143 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG
View all properties

You can also stay at hotels with a pool in Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$84
$99 total
includes taxes & fees
Nov 25 - Nov 26
Comfort Suites Chesapeake - Norfolk

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$93
$109 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn and Suites By Marriott Chesapeake

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$81
$95 total
includes taxes & fees
Nov 8 - Nov 9
Wingate by Wyndham Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$107
$125 total
includes taxes & fees
Nov 20 - Nov 21
Delta Hotels by Marriott Chesapeake Norfolk

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$105
$123 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$110
$129 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chesapeake

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$97
$114 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Chesapeake - Norfolk by IHG

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$107
$125 total
includes taxes & fees
Nov 8 - Nov 9
Aloft by Marriott Chesapeake

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$123
$143 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$139
$162 total
includes taxes & fees
Nov 15 - Nov 16
Residence Inn by Marriott Chesapeake Greenbrier
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Go beyond your typical stay in Chesapeake

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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 October

October

High 21°C / low 15°C. Sunny most days.
21°
15°
15°
8°
11°
5°
9°
2°
10°
3°
14°
6°
19°
11°
23°
16°
28°
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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.

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 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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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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Chesapeake Golf Club

7.4/10 (93 reviews)
You might want to practice your swing at Chesapeake Golf Club, a golf course located 3.8 mi (6.1 km) from central Chesapeake. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If Chesapeake Golf Club doesn't quite scratch your golfing itch, Chesapeake Golf and Country Club is also nearby.
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Chesapeake Veterans' Memorial

8.0/10 (79 reviews)
If you're planning a bit of sightseeing head to Chesapeake Veterans' Memorial— just one of the monuments in Great Bridge. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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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

Home2 Suites By Hilton Virginia Beach Princess Anne

Home2 Suites By Hilton Virginia Beach Princess Anne
Virginia Beach

10/10 Exceptional

United States
Kera
Home2 Suites By Hilton Virginia Beach Princess Anne

Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront
Northeast Virginia Beach

10/10 Exceptional

United States
Adrian
Hyatt Place Virginia Beach / Oceanfront

Hampton Inn Newport News-Yorktown

Hampton Inn Newport News-Yorktown
Central Newport News

10/10 Exceptional

United States
Vicki
Hampton Inn Newport News-Yorktown

The Bay Inn

The Bay Inn
Norfolk

10/10 Exceptional

United States
Kris
The Bay Inn

Fairfield Inn & Suites by Marriott Virginia Beach Town Center

Fairfield Inn & Suites by Marriott Virginia Beach Town Center
North Central

10/10 Exceptional

United States
Maggie
Fairfield Inn & Suites by Marriott Virginia Beach Town Center

Coastal Hotel and Suites Virginia Beach Oceanfront

Coastal Hotel and Suites Virginia Beach Oceanfront
Northeast Virginia Beach

10/10 Exceptional

United States
Patricia
Coastal Hotel and Suites Virginia Beach Oceanfront

Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center
Northwest

10/10 Exceptional

United States
neil
Hyatt Place Virginia Beach Town Center

Embassy Suites by Hilton Virginia Beach Oceanfront Resort

Embassy Suites by Hilton Virginia Beach Oceanfront Resort
Northeast Virginia Beach

10/10 Exceptional

United States
Angela
Embassy Suites by Hilton Virginia Beach Oceanfront Resort

Glass Light Hotel & Gallery, Autograph Collection

Glass Light Hotel & Gallery, Autograph Collection
Downtown Norfolk

10/10 Exceptional

United States
Diondra
Glass Light Hotel & Gallery, Autograph Collection

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier

10/10 Exceptional

United States
Mary
Comfort Suites Chesapeake - Norfolk

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

Hilton Norfolk The Main

Hilton Norfolk The Main
Downtown Norfolk

10/10 Exceptional

United States
Maria del Mar
Hilton Norfolk The Main

Smithfield Station

Smithfield Station
Smithfield

10/10 Exceptional

United States
Kristina
Smithfield Station

Tru By Hilton Norfolk Airport

Tru By Hilton Norfolk Airport
Norfolk

10/10 Exceptional

United States
Beatrice
Tru By Hilton Norfolk Airport

Courtyard by Marriott Suffolk Chesapeake

Courtyard by Marriott Suffolk Chesapeake
Suffolk

10/10 Exceptional

United States
Malcolm
Courtyard by Marriott Suffolk Chesapeake

Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Holiday Inn Express & Suites VA Beach Oceanfront by IHG
Northeast Virginia Beach

10/10 Exceptional

United States
Starlett
Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Home2 Suites by Hilton Norfolk Airport

Home2 Suites by Hilton Norfolk Airport
Norfolk

10/10 Exceptional

United States
Steven
Home2 Suites by Hilton Norfolk Airport

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.