Hotels with a Pool in Chesapeake

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Tonight
Aug 13 - Aug 14
Tomorrow
Aug 14 - Aug 15
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Hotels with a Pool in Chesapeake

1. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier East
  • Indoor pool
$87
$102 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier

2. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier East
  • Indoor pool
$95
$111 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chesapeake

3. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier East
  • Indoor pool
$111
$130 total
includes taxes & fees
Sep 6 - Sep 7
Hyatt Place Chesapeake

4. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier East
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Air conditioning
$97
$113 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Suites Chesapeake - Norfolk

5. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Indoor pool
$101
$118 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk

6. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
  • Indoor pool
  • Hot tub
$116
$135 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

7. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier East
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Gym
  • Laundry facilities
$100
$117 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn and Suites By Marriott Chesapeake

8. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
  • Indoor pool
  • Hot tub
$90
$105 total
includes taxes & fees
Sep 7 - Sep 8
Wingate by Wyndham Chesapeake

9. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
  • Pool loungers
$107
$125 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Chesapeake - Norfolk by IHG

10. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier East
  • Indoor pool
$113
$132 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott Chesapeake Greenbrier

11. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
  • Indoor pool
  • Hot tub
$135
$157 total
includes taxes & fees
Sep 6 - Sep 7
Staybridge Suites Chesapeake by IHG

12. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
Greenbrier East
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
$130
$154 total
includes taxes & fees
Aug 30 - Aug 31
Homewood Suites by Hilton Chesapeake-Greenbrier

13. Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
  • Indoor pool
$79
$105 total
includes taxes & fees
Sep 6 - Sep 7
Comfort Inn & Suites Chesapeake - Portsmouth

14. Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
  • Indoor pool
$78
$92 total
includes taxes & fees
Sep 6 - Sep 7
Sleep Inn & Suites Chesapeake - Portsmouth

15. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
$98
$115 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

16. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
  • Indoor pool
  • Hot tub
$89
$104 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Chesapeake by IHG

17. The Founders Inn and Spa, Tapestry Collection by Hilton

The Founders Inn and Spa, Tapestry Collection by Hilton
Virginia Beach
  • Indoor pool
  • Pool loungers
  • Near the beach
  • Full-service spa
$127
$148 total
includes taxes & fees
Aug 30 - Aug 31
The Founders Inn and Spa, Tapestry Collection by Hilton

18. Hampton Inn & Suites Norfolk-Airport

Hampton Inn & Suites Norfolk-Airport
Norfolk
  • Indoor pool
  • Near the beach
$122
$144 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Norfolk-Airport

19. Courtyard by Marriott Suffolk Chesapeake

Courtyard by Marriott Suffolk Chesapeake
Suffolk
  • Indoor pool
$100
$115 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Suffolk Chesapeake

20. Comfort Inn & Suites Virginia Beach - Norfolk Airport

Comfort Inn & Suites Virginia Beach - Norfolk Airport
Northwest
  • Indoor pool
  • Pool loungers
$89
$105 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Virginia Beach - Norfolk Airport
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Discover your perfect hotel with a pool in Chesapeake

Breakfast included
Hot tub
4 stars
Spa
5 stars

Hotels with pools and free breakfast in Chesapeake

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier East
$87
$102 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$107
$125 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Chesapeake - Norfolk by IHG

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier East
$97
$113 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Suites Chesapeake - Norfolk

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier East
$111
$130 total
includes taxes & fees
Sep 6 - Sep 7
Hyatt Place Chesapeake

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier East
$95
$111 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier East
$100
$117 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn and Suites By Marriott Chesapeake

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$116
$135 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$101
$118 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$90
$105 total
includes taxes & fees
Sep 7 - Sep 8
Wingate by Wyndham Chesapeake

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$135
$157 total
includes taxes & fees
Sep 6 - Sep 7
Staybridge Suites Chesapeake by IHG
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.
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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

A CVS store with a large archway and a red star logo.

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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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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Chesapeake Arboretum

7.6/10 (76 reviews)
Greenbrier is home to Chesapeake Arboretum, so why not stop by during your stay in Chesapeake. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If you have fun at Chesapeake Arboretum, you'll love Riverwalk Parkway Park and Playground and Jillian's Billiards, both located nearby.
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