Hotels With Pool in Annapolis - Flexible Booking Options

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Our top choices for Annapolis hotels with a pool

Room, 1 King Bed, Non Smoking, Fireplace | Hypo-allergenic bedding available, desk, blackout drapes

1. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.

$91 nightly

$104 total

Aug 30 - Aug 31

Total with taxes and fees

Pillowtop beds, in-room safe, desk, laptop workspace

2. SpringHill Suites by Marriott Annapolis

Annapolis

Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.

$109 nightly

$124 total

Aug 30 - Aug 31

Total with taxes and fees

3. Crowne Plaza Annapolis by IHG

Annapolis

Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.

$114 nightly

$130 total

Sep 7 - Sep 8

Total with taxes and fees

4. The Westin Annapolis

Annapolis

Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.

$169 nightly

$193 total

Aug 9 - Aug 10

Total with taxes and fees

5. Courtyard by Marriott Annapolis

Annapolis

Splash into an aquatic haven at this Annapolis hotel, where an indoor pool and hot tub create the perfect year-round retreat.

$100 nightly

$114 total

Aug 24 - Aug 25

Total with taxes and fees

Premium bedding, pillowtop beds, in-room safe, desk

6. Hampton Inn & Suites Annapolis

Annapolis

Dive into poolside bliss at this hotel where summer sunshine meets relaxation.

$98 nightly

$111 total

Aug 18 - Aug 19

Total with taxes and fees

Egyptian cotton sheets, premium bedding, pillowtop beds, desk

7. Sonesta ES Suites Annapolis

Edgewater

Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.

$97 nightly

$111 total

Sep 1 - Sep 2

Total with taxes and fees

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Suite, 1 Bedroom, Jetted Tub (1 King Bed) | Bathroom | Free toiletries, hair dryer, towels, soap

8. Hilton Garden Inn Annapolis

Annapolis

Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.

$98 nightly

$111 total

Aug 25 - Aug 26

Total with taxes and fees

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Choose what matters most at hotels with a pool in Annapolis

Breakfast included

Hot tub

Water park

Spa

4 stars

Hotels with pools and free breakfast in Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

$91 nightly

$104 total

Aug 30 - Aug 31

Total with taxes and fees

Crowne Plaza Annapolis by IHG

Annapolis

$114 nightly

$130 total

Sep 7 - Sep 8

Total with taxes and fees

Daily cooked-to-order breakfast for a fee

Hilton Garden Inn Annapolis

Annapolis

$98 nightly

$111 total

Aug 25 - Aug 26

Total with taxes and fees

Hampton Inn & Suites Annapolis

Annapolis

$98 nightly

$111 total

Aug 18 - Aug 19

Total with taxes and fees

Sonesta ES Suites Annapolis

Edgewater

$97 nightly

$111 total

Sep 1 - Sep 2

Total with taxes and fees

SpringHill Suites by Marriott Annapolis

Annapolis

$109 nightly

$124 total

Aug 30 - Aug 31

Total with taxes and fees

Courtyard by Marriott Annapolis

Annapolis

$100 nightly

$114 total

Aug 24 - Aug 25

Total with taxes and fees

The Westin Annapolis

Annapolis

$169 nightly

$193 total

Aug 9 - Aug 10

Total with taxes and fees

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 Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"It was a great stay but I was charged for something and never explained. Have no idea what it was. Never asked for any extras or purchased anything from the front desk yet paid an extra 40$ smh check your receipts!"

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"friendly and polite staff. hotel was clean and quiet. parking was adequate. the one negative is that about half of the outlets in the room didn't actually work, so had to mess around finding which ones would charge devices."

Courtyard by Marriott Annapolis

10/10 Excellent

"I don’t really have anything except just know when breakfast time is so you can plan ahead."

The Westin Annapolis

10/10 Excellent

"Nice clean hotel rooms very nice comfortable bed, loved the pillows close to everything Miss Shirley’s restaurant was very good food"

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Nice stay. No complaints."

Hampton Inn & Suites Annapolis

10/10 Excellent

"Very convenient"

Village Inn Annapolis MD

8/10 Good

"Old school motel, you get what you pay for. People were nice."

Frequently asked questions

What are the best hotels in Annapolis with outdoor pools?

The SpringHill Suites by Marriott Annapolis is a fantastic option for travellers seeking a refreshing outdoor pool experience. With a stellar review rating of 9.0, guests consistently praise the excellent and friendly staff, along with the comfortable and clean rooms. Families will appreciate the complimentary self-serve breakfast, ensuring a great start to the day before heading out for adventures.Another excellent choice is the Hampton Inn & Suites Annapolis, which offers an inviting outdoor pool and boasts a review score of 8.2. Travellers love the helpful staff and find the rooms to be nice and clean. Plus, the convenient buffet breakfast is a hit among families looking to fuel up for their day.The Hilton Garden Inn Annapolis, also rated 8.2, features a well-maintained outdoor pool and a friendly setting. Guests highlight the friendly staff and the clean, quiet rooms, making it a comfortable retreat after a day of exploring.Lastly, the Best Western Annapolis, with a review rating of 7.8, provides a casual and comfortable stay, complete with an outdoor pool. Families appreciate the good breakfast options and the helpful staff, ensuring a pleasant experience for all.

How much does a hotel with outdoor pool in Annapolis cost?

Enjoy staying in a hotel in Annapolis with an outdoor pool. You can find a great deal from $104 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

Is it cheaper to book flights and a Annapolis hotel with a pool as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Annapolis for you.

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Check availability on Annapolis Hotels with a Pool

Our top choices for Annapolis hotels with a pool

1. Country Inn & Suites by Radisson, Annapolis, MD