Chesapeake Hotels with Pools

For travelers seeking relaxation, a hotel with a pool in Chesapeake offers the perfect respite. You can take a refreshing swim or lounge poolside without leaving the property. When booking, look for hotels with well-maintained pools to enhance your stay.

Trip.com Featured Hotels with Swimming Pools in Chesapeake

1. Comfort Suites Chesapeake - Norfolk

• Offers Garden, Fax/copying service, and BBQ.

• Rated 8.8/10 based on 98 reviews.

• Convenient to Therapeutic Spa of Hampton Roads, only 0.53 km.

• Price range: CAD 138-CAD 421.

2. Delta Hotels Chesapeake Norfolk

• Offers Dry cleaning, Fax/copying service, and Snack bar.

• A 8.5/10 rating based on 100 reviews.

• Steps from Liberty Live Church - Greenbrier (0.26 km).

• Nightly rates: CAD 145 to CAD 770

3. Fairfield Inn & Suites Chesapeake

• Offers Dry cleaning, Fax/copying service, and Business center.

• Rated 8.9/10 based on 102 reviews.

• Just a 0.51 km walk from Therapeutic Spa of Hampton Roads.

• Price range: CAD 194-CAD 475.

All prices shown are for October 5-October 11, as listed on Trip.com.

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Top Hotels with Pools in Chesapeake

Seek out top Chesapeake hotels with proistine Pools.

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Delta Hotels Chesapeake Norfolk

Hotels in Chesapeake

Featured facilities: Pool, Bar, Gym

Very Good

100 reviews

8.5/10

1 night

From CAD 146

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99+

Sleep Inn & Suites Chesapeake - Portsmouth

Hotels in Chesapeake

Featured facilities: Pool, Spa, Gym

94 reviews

6.8/10

1 night

From CAD 109

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99+

Hyatt Place Chesapeake Greenbrier

Hotels in Chesapeake

Featured facilities: Pool, Bar, Gym

Very Good

103 reviews

8.2/10

Check availability

Comfort Suites Chesapeake - Norfolk

Hotels in Chesapeake

Featured facilities: Pool, Gym

Very Good

99 reviews

8.8/10

1 night

From CAD 142

Check availability

99+

Staybridge Suites CHESAPEAKE - VIRGINIA BEACH by IHG

Hotels in Chesapeake

Featured facilities: Pool, Gym

Very Good

114 reviews

8.9/10

1 night

From CAD 183

Check availability

99+

Comfort Inn & Suites Chesapeake - Portsmouth

Hotels in Chesapeake

Featured facilities: Pool, Spa, Gym

99 reviews

5.9/10

1 night

From CAD 102

Check availability

99+

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hotels in Chesapeake

Featured facilities: Pool, Gym

Very Good

98 reviews

8.0/10

1 night

From CAD 160

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Homewood Suites by Hilton Chesapeake-Greenbrier

Hotels in Chesapeake

Featured facilities: Pool, Gym

Good

94 reviews

7.8/10

1 night

From CAD 202

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Holiday Inn Express & Suites CHESAPEAKE by IHG

Hotels in Chesapeake

Featured facilities: Pool, Gym

101 reviews

7.4/10

1 night

From CAD 118

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Nyakio Suite

Hotels in Chesapeake

Featured facilities: Pool

1 night

8.1/10

Very Good

Posted on May 25, 2026

Guest User

Staff in the breakfast area was super grest,. Rooms that were reserved for me via the hotel staff were given away before we arrived, even though I called to verify our arriva timel when we were on our way. not happy!

Price per night from:CAD 140

SpringHill Suites Chesapeake Greenbrier

8.1/10

Very Good

Posted on Dec 8, 2023

Larrio Gray

The stay was great the people was great the food was great and it was very clean I will be staying there more often thanks so much

Price per night from:CAD 159

Wingate by Wyndham Chesapeake

7.9/10

Good

Posted on Mar 16, 2025

Guest User

I love it there every room I had got my clean checking in was quick and easy and front desk staff was friendly ..

Price per night from:CAD 128

Frequently Asked Questions

What are the best hotels with Swimming Pools in Chesapeake?

If you are visiting Chesapeake for business or tourism, Comfort Suites Chesapeake - Norfolk (from CAD 138) , Delta Hotels Chesapeake Norfolk (from CAD 145) and Fairfield Inn & Suites Chesapeake (from CAD 194) are popular choices.

How much is a hotel with Swimming Pools in Chesapeake?

For hotels with Swimming Pools in Chesapeake, the average price on weekdays is CAD 237, and on weekends (Friday–Saturday) is CAD 274.

What available deals for hotels with Swimming Pools in Chesapeake?

Trip.com always provides various promotions and discounts for both new and loyal users. You can check the promotions page to figure out what promotions are available for your stay.