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Check availability on Chesapeake Hotels with Pool

Our top choices for Chesapeake hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,001 reviews)
" Helpful staff and good breakfast "
United States
Laverne
The price is ฿2,971
฿3,481 total
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Chesapeake - Norfolk by IHG
Indoor pool

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
2.5 star property
Greenbrier
8.0 out of 10, Very good, (1,001 reviews)
"This is a great location wether you're traveling alone, with friends, or family."
United States
Blake
The price is ฿3,310
฿3,871 total
includes taxes & fees
29 Mar - 30 Mar
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Indoor pool

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier East
8.2 out of 10, Very good, (1,004 reviews)
"Staff was friendly and the d8d a great job of keeping up with yhe parking lot during the snow storm "
United States
Kimberly
The price is ฿3,074
฿3,600 total
includes taxes & fees
29 Mar - 30 Mar
SpringHill Suites by Marriott Chesapeake Greenbrier
Seasonal outdoor pool

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier East
8.8 out of 10, Excellent, (1,008 reviews)
"Great stay"
United States
Shenell
The price is ฿3,052
฿3,574 total
includes taxes & fees
23 Mar - 24 Mar
Comfort Suites Chesapeake - Norfolk
Seasonal outdoor pool

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
3.0 star property
Greenbrier East
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice hotel and in a perfect area! "
United States
Sherita
The price is ฿3,165
฿3,704 total
includes taxes & fees
29 Mar - 30 Mar
Fairfield Inn and Suites By Marriott Chesapeake
Indoor pool

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
2.5 star property
Chesapeake
8.0 out of 10, Very good, (1,011 reviews)
"Decent motel. Pool needs some work but overall a pleasant stay."
United States
Samuel D
The price is ฿2,635
฿3,095 total
includes taxes & fees
29 Mar - 30 Mar
Wingate by Wyndham Chesapeake
Indoor pool

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,004 reviews)
"Ease of check in"
United States
matthew
The price is ฿3,294
฿3,852 total
includes taxes & fees
22 Mar - 23 Mar
Delta Hotels by Marriott Chesapeake Norfolk
Indoor pool

Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier East
8.4 out of 10, Very good, (1,003 reviews)
"It was comfortable and quiet. It is located in a nice location surrounded by restaurants to go to."
United States
Trey
The price is ฿3,197
฿3,741 total
includes taxes & fees
5 Apr - 6 Apr
Hyatt Place Chesapeake
Indoor pool

Aloft Chesapeake

Aloft Chesapeake
3.0 star property
Greenbrier East
8.4 out of 10, Very good, (1,005 reviews)
"Great stay."
United States
Eizabeth
The price is ฿3,197
฿3,741 total
includes taxes & fees
5 Apr - 6 Apr
Aloft Chesapeake
Reception

Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
3.0 star property
Greenbrier East
8.0 out of 10, Very good, (541 reviews)
"Friendly staff, comfortable beds, and pet friendly."
United States
Lynn
The price is ฿4,017
฿4,750 total
includes taxes & fees
29 Mar - 30 Mar
Homewood Suites by Hilton 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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Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub

Hotels with pools and free breakfast in Chesapeake

Exterior
Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 star property
Chesapeake
8.6 out of 10, Excellent, (1001)
The price is ฿2,971
฿3,481 total
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Chesapeake - Norfolk 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.
View all properties

Top Chesapeake Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"We stayed here for my daughter’s cheer competition for 3 days. They allowed us to check in 2 hours early and the staff was amazing. We loved how there were discounts at neighboring stores for their guests. We will definitely be back when the weather is warmer so we can really enjoy all amenities. "
Nicole 2-night trip
Posted 3 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach

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 Broadmoor Play Area and Parkview 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.