Hotels with a Pool in Chesapeake

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Oct 3 - Oct 4
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Oct 16 - Oct 18

Hotels with a Pool in Chesapeake

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Air conditioning
$84
$98 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Suites Chesapeake - Norfolk

2. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
  • Indoor pool
  • Hot tub
$97
$113 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

3. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
  • Indoor pool
  • Hot tub
$79
$93 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham Chesapeake

4. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Indoor pool
$91
$107 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Chesapeake

5. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Gym
  • Laundry facilities
$100
$117 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn and Suites By Marriott Chesapeake

6. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
  • Pool loungers
$109
$127 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Chesapeake - Norfolk by IHG

7. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Indoor pool
$102
$119 total
includes taxes & fees
Oct 11 - Oct 12
Delta Hotels by Marriott Chesapeake Norfolk

8. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
  • Indoor pool
$101
$118 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Chesapeake Greenbrier

9. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
  • Indoor pool
  • Hot tub
$129
$150 total
includes taxes & fees
Oct 25 - Oct 26
Staybridge Suites Chesapeake by IHG

10. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
  • Indoor pool
$114
$133 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chesapeake

11. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
Greenbrier
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
$114
$135 total
includes taxes & fees
Oct 18 - Oct 19
Homewood Suites by Hilton Chesapeake-Greenbrier

12. 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
$89
$104 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

13. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
  • Indoor pool
$130
$152 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Chesapeake Greenbrier

14. Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
  • Indoor pool
$71
$84 total
includes taxes & fees
Oct 25 - Oct 26
Sleep Inn & Suites Chesapeake - Portsmouth

15. Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
  • Indoor pool
$71
$96 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Chesapeake - Portsmouth

16. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
  • Indoor pool
  • Hot tub
$92
$108 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Hotel & Suites Chesapeake by IHG

17. Nyakio Suite

Nyakio Suite
Greenbrier
  • Pool
  • Laundry facilities
  • Pet friendly
  • Free parking
  • Free WiFi
$297
$564 total
includes taxes & fees
Oct 4 - Oct 5
Nyakio Suite

18. Delta Hotels by Marriott Norfolk Airport

Delta Hotels by Marriott Norfolk Airport
Norfolk
  • Indoor pool
$101
$119 total
includes taxes & fees
Oct 19 - Oct 20
Delta Hotels by Marriott Norfolk Airport

19. Courtyard by Marriott Suffolk Chesapeake

Courtyard by Marriott Suffolk Chesapeake
Suffolk
  • Indoor pool
$93
$107 total
includes taxes & fees
Oct 12 - Oct 13
Courtyard by Marriott Suffolk Chesapeake

20. Hilton Garden Inn Chesapeake/Suffolk

Hilton Garden Inn Chesapeake/Suffolk
Suffolk
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
  • Connecting rooms available
$98
$112 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Garden Inn Chesapeake/Suffolk
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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

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
$114
$133 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
$102
$119 total
includes taxes & fees
Oct 11 - Oct 12
Delta Hotels by Marriott Chesapeake Norfolk

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
$79
$93 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham Chesapeake

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
$97
$113 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
$100
$117 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn and Suites By Marriott Chesapeake

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
$91
$107 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
$84
$98 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Suites Chesapeake - Norfolk

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
$109
$127 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Chesapeake - Norfolk by IHG

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
$129
$150 total
includes taxes & fees
Oct 25 - Oct 26
Staybridge Suites Chesapeake by IHG

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
$130
$152 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn 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.
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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.

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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Camelot Park

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