A golf course, a large building complex, and a marina by a river.

Chesapeake Hotel with Pool

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Check availability on Chesapeake Hotel with Pool

Tonight
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Chesapeake hotels with a pool

1. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
  • Seasonal splash paradise boasts poolside loungers and umbrellas for ultimate summer relaxation.
HK$839
HK$981 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Chesapeake - Norfolk by IHG

2. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
  • Splash into a Virginia escape with a pristine pool and 24-hour fitness centre near Norfolk attractions.
HK$760
HK$890 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Suites Chesapeake - Norfolk

3. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
  • Dive into aquatic relaxation with an indoor pool experience that offers year-round swimming in a clean, refreshing environment.
HK$871
HK$1,017 total
includes taxes & fees
6 Sept - 7 Sept
Hyatt Place Chesapeake

4. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
  • Splash into refreshing elegance at this indoor pool oasis with post-adventure soaking awaits.
HK$682
HK$800 total
includes taxes & fees
7 Sept - 8 Sept
SpringHill Suites by Marriott Chesapeake Greenbrier

5. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
  • Splash into summer with a refreshing seasonal outdoor pool experience at this Chesapeake hotel near shopping destinations.
HK$859
HK$1,003 total
includes taxes & fees
6 Sept - 7 Sept
Fairfield Inn and Suites By Marriott Chesapeake

6. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
HK$745
HK$873 total
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chesapeake

7. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
  • Dive into relaxation at this hotel's pristine indoor pool and hot tub sanctuary.
HK$913
HK$1,066 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

8. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Dive into year-round aquatic bliss at this indoor pool sanctuary with nearby zoo adventures and hiking trails.
HK$792
HK$927 total
includes taxes & fees
7 Sept - 8 Sept
Delta Hotels by Marriott Chesapeake Norfolk

9. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
  • Poolside respite with heated indoor pool and hot tub, perfect for a refreshing dip year-round.
HK$747
HK$875 total
includes taxes & fees
6 Sept - 7 Sept
Wingate by Wyndham Chesapeake

10. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
  • Indoor pool getaway provides relaxing aquatic escapes with extended hours and hot tub access.
HK$1,192
HK$1,387 total
includes taxes & fees
7 Sept - 8 Sept
Staybridge Suites Chesapeake by IHG
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Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub
4 stars
Spa
5 stars

Hotels with pools and free breakfast in Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
HK$760
HK$890 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Suites Chesapeake - Norfolk

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
HK$745
HK$873 total
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
HK$871
HK$1,017 total
includes taxes & fees
6 Sept - 7 Sept
Hyatt Place Chesapeake

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
HK$839
HK$981 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Chesapeake - Norfolk by IHG

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
HK$682
HK$800 total
includes taxes & fees
7 Sept - 8 Sept
SpringHill Suites by Marriott Chesapeake Greenbrier

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
HK$778
HK$911 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
HK$859
HK$1,003 total
includes taxes & fees
6 Sept - 7 Sept
Fairfield Inn and Suites By Marriott Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
HK$792
HK$927 total
includes taxes & fees
7 Sept - 8 Sept
Delta Hotels by Marriott Chesapeake Norfolk

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
HK$747
HK$875 total
includes taxes & fees
6 Sept - 7 Sept
Wingate by Wyndham Chesapeake

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
HK$886
HK$1,035 total
includes taxes & fees
7 Sept - 8 Sept
Residence Inn by Marriott Chesapeake Greenbrier
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Hotels with pools and hot tubs in Chesapeake

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
HK$747
HK$875 total
includes taxes & fees
6 Sept - 7 Sept
Wingate by Wyndham Chesapeake

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
HK$913
HK$1,066 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
HK$761
HK$891 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Hotel & Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
HK$1,192
HK$1,387 total
includes taxes & fees
7 Sept - 8 Sept
Staybridge Suites Chesapeake by IHG

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
HK$1,139
HK$1,490 total
includes taxes & fees
7 Sept - 8 Sept
Studio | Free Breakfast. Indoor Pool & Hot Tub

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
HK$1,214
HK$1,594 total
includes taxes & fees
7 Sept - 8 Sept
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
HK$1,139
HK$1,490 total
includes taxes & fees
7 Sept - 8 Sept
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
HK$1,139
HK$1,490 total
includes taxes & fees
7 Sept - 8 Sept
Studio | Free Breakfast. Indoor Pool & Hot Tub.

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
HK$1,204
HK$1,565 total
includes taxes & fees
7 Sept - 8 Sept
Great Studio | Pool & Hot Tub. Your Next Vacation

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
HK$1,214
HK$1,576 total
includes taxes & fees
7 Sept - 8 Sept
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
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 Chesapeake Hotel Reviews

Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent
"Very good"
Jose 5-night trip
Posted 2 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"The room, lobby, and pool area were clean. Room had basic amenities such as mini fridge and microwave. Bathroom was clean and had plenty of space. Beds were comfortable and clean. The room had everything we needed. Location was great. Parking is approx 2 blocks away but there is plenty of availability."
Jennifer 5-night trip
Posted 2 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Schooner Inn

Schooner Inn

10/10 Excellent
"El cuarto muy limpio y parqueo disposable"
Julio 1-night trip
Posted 7 hours ago
Schooner Inn
Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent
"Nice place, beautiful views from the balcony. Only 2 elevators in the building so sometimes it can get packed or you’ll have to wait for the next one, but overall great stay."
Ricardo 2-night trip
Posted 9 hours ago
Hampton Inn Virginia Beach-Oceanfront South
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

10/10 Excellent
"Everything was great!"
Rachel 1-night trip
Posted 11 hours ago
Wyndham Virginia Beach Oceanfront
Ocean Resort

Ocean Resort

10/10 Excellent
"Lady at the front desk who checked us in even tho our room wasn’t quite ready at the moment was awesome!"
Stefanie 1-night trip
Posted 12 hours ago
Ocean Resort
Oceans 2700

Oceans 2700

8/10 Good
"My son and I had a wonderful stay! The location was absolutely perfect — Harris Teeter is close by, with a 7-Eleven and Subway right next door, and it’s only about a 5-minute walk to the beach and main strip. We really enjoyed the pool, and the staff at check-in were incredibly sweet and welcoming. The outside of the property has a few areas that look a little worn, but our room seemed to have had a great recent refresh. It was clean, comfortable, and the bed was surprisingly comfortable. My one complaint: the pillows were terrible! Definitely bring your own if you’re particular about pillows. I only wish the rooms had sofa beds, because I would happily come back with our whole family. Overall, this was a great stay for my son and me — comfortable, friendly, convenient, and an excellent location for enjoying Virginia Beach. We’d definitely stay again."
Jennifer 3-night trip
Posted 14 hours ago
Oceans 2700
Sundial Inn

Sundial Inn

8/10 Good
"The distance in the beach is very close."
Erma 1-night trip
Posted 15 hours ago
Sundial Inn
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent
"Nice staff, nice rooms things kept clean. No complaints. Outside they kept up with it a lot of ppl are slobs and throw garbage wherever even though they have garbage cans located throughout but the staff was doing their best to keep it clean"
Jay 3-night trip
Posted 1 day ago
Crowne Plaza Virginia Beach Town Center by IHG

Frequently asked questions

What are some hotels with pools in Chesapeake?
Comfort Suites Chesapeake - Norfolk: Hotel located near Greenbrier Mall. Features buffet, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Hyatt Place Chesapeake: Hotel located near Greenbrier Mall. Offers buffet, an indoor pool and free self parking.
What is there to see and do in Chesapeake?
Explore places such as Naval Station Norfolk and Sandbridge Beach while you're in the area. Make a point to visit attractions such as Chesapeake Arboretum and Broadmoor Play Area. Chesapeake appeals to visitors with its beautiful beaches, major shopping area and array of dining options.
When is the best time to book a hotel with a pool in Chesapeake?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Chesapeake in the warmest months of July, August or June, when the average temperature is 25°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 7°C.

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