Annapolis Chesapeake Bay Bridge Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Chesapeake Bay Bridge hotels

1. Graduate by Hilton Annapolis

8.8 km from Chesapeake Bay Bridge

MARIANNA

HK$1,386 total

includes taxes & fees

16 Aug - 17 Aug

2. DoubleTree by Hilton Hotel Annapolis

12.6 km from Chesapeake Bay Bridge

Lena

HK$916 total

includes taxes & fees

16 Aug - 17 Aug

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

13.4 km from Chesapeake Bay Bridge

Jing

HK$851 total

includes taxes & fees

23 Aug - 24 Aug

4. Crowne Plaza Annapolis by IHG

12.3 km from Chesapeake Bay Bridge

Douglas and Lori

HK$1,055 total

includes taxes & fees

9 Aug - 10 Aug

5. Historic Inns of Annapolis

Historic District, 8.1 km from Chesapeake Bay Bridge

Monica

HK$1,306 total

includes taxes & fees

2 Aug - 3 Aug

6. Hilton Garden Inn Annapolis Downtown

9 km from Chesapeake Bay Bridge

Ava

HK$1,101 total

includes taxes & fees

16 Aug - 17 Aug

7. TownePlace Suites by Marriott Annapolis

13.3 km from Chesapeake Bay Bridge

Jamila

HK$983 total

includes taxes & fees

6 Aug - 7 Aug

8. Candlewood Suites Annapolis by IHG

12.9 km from Chesapeake Bay Bridge

Javier

HK$960 total

includes taxes & fees

23 Aug - 24 Aug

9. Sonesta ES Suites Annapolis

13.3 km from Chesapeake Bay Bridge

Daniela

HK$831 total

includes taxes & fees

25 Aug - 26 Aug

10. Fairfield Inn & Suites By Marriott Annapolis

9.3 km from Chesapeake Bay Bridge

Eileen

HK$1,207 total

includes taxes & fees

4 Aug - 5 Aug

11. Residence Inn By Marriott Annapolis

9.4 km from Chesapeake Bay Bridge

Caitlin

HK$1,359 total

includes taxes & fees

17 Aug - 18 Aug

12. The Westin Annapolis

9.4 km from Chesapeake Bay Bridge

Jessica

HK$1,511 total

includes taxes & fees

16 Aug - 17 Aug

Premium bedding, down duvets, pillow-top beds, in-room safe

13. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 7.9 km from Chesapeake Bay Bridge

Salvatore

HK$1,796 total

includes taxes & fees

30 Aug - 31 Aug

14. Hilton Garden Inn Annapolis

13.5 km from Chesapeake Bay Bridge

Glenn

HK$872 total

includes taxes & fees

26 Aug - 27 Aug

15. Courtyard by Marriott Annapolis

13.4 km from Chesapeake Bay Bridge

Margaret

HK$939 total

includes taxes & fees

30 Aug - 31 Aug

16. Holiday Inn Express Annapolis East-Kent Island by IHG

14.8 km from Chesapeake Bay Bridge

Thomas R.

HK$1,106 total

includes taxes & fees

30 Aug - 31 Aug

17. SpringHill Suites by Marriott Annapolis

13.2 km from Chesapeake Bay Bridge

Thomas

HK$1,064 total

includes taxes & fees

23 Aug - 24 Aug

18. Hampton Inn & Suites Annapolis

13 km from Chesapeake Bay Bridge

James

HK$872 total

includes taxes & fees

25 Aug - 26 Aug

In-room safe, iron/ironing board, free WiFi, bed sheets

19. Quality Inn Grasonville near Kent Island

17.9 km from Chesapeake Bay Bridge

Jonathan

HK$891 total

includes taxes & fees

25 Aug - 26 Aug

20. Flag House Inn

Historic District, 7.8 km from Chesapeake Bay Bridge

Tyler

HK$2,031 total

includes taxes & fees

5 Aug - 6 Aug

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Compare popular hotels close to Chesapeake Bay Bridge

Property	Property class	Guest rating
Graduate by Hilton Annapolis	4.0 star property	9.4 Exceptional 1,010 reviews	View
DoubleTree by Hilton Hotel Annapolis	4.0 star property	8.8 Excellent 1,062 reviews	View
Country Inn & Suites by Radisson, Annapolis, MD	3.0 star property	9.0 Wonderful 1,061 reviews	View
Crowne Plaza Annapolis by IHG	3.5 star property	8.8 Excellent 1,000 reviews	View
Historic Inns of Annapolis	3.5 star property	9.0 Wonderful 1,901 reviews	View

Top Chesapeake Bay Bridge Hotel Reviews

Historic Inns of Annapolis

8/10 Good

"Great place but a little too secluded from service if needed."

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10/10 Excellent

"We had a wonderful stay as a group of 10. Such a lovely, well cared for, and well appointed home and an incredible property to enjoy! Beauty and comfort all around. Erin was excellent to work with in the lead up to and during our visit. Thank you so much for having us!"

Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

10/10 Excellent

"We really enjoyed our stay here! The place was very clean and spacious. The neighborhood that it’s in is very nice and safe. The location was nice as it was close to Annapolis and wasn’t a far drive to DC or Baltimore. It was perfect for our family and we would definitely recommend staying here."

Waterfront Oasis of Annapolis Star

10/10 Excellent

"The unit is above the garage with your own separate entrance and at the bottom of the entrance is the pool that is yours to use. It’s a small pool, but does have a deep end and is excellent for soaking after a long day of touring the Annapolis area.The hosts were great hosts. They were easily reachable via texts and quick to text back. Reach out to them for any dining options in the area. It’s about 3 miles from Annapolis downtown near Ego Alley where a lot of the restaurants are but secluded enough to feel that you’re not in a city when it’s time to relax.There is a new bar (Armada) on the docks on Ego Alley that we visited our last evening, it is paired with a Mexican cantina and the place was very busy."

Annapolis Spa Retreat, Sauna, Jacuzzi, King Bed Couples Quiet Loft Apt. Getaway

8/10 Good

"Enjoyed a relaxing stay overall because of nice amenities like the sauna, jacuzzi, and flat screen, but there were a few things that we were disappointed by. The property listing said that the kitchenette included utensils, plates, bowls, and dual hot plate. We arrived with food to cook on the hot plate but were not able to make any of it since we weren't told that there was no hot plate, knives, cutting board, bowls, etc. until we contacted the host. The sauna and bedding were clean, but some of the dishes were still dirty and an ant trap was spilled on the kitchen counter. We hoped for things to be a little more thoroughly cleaned and accurate to the listing for the price, but the host seemed nice and garage entrance was very convenient."

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA games.

10/10 Excellent

"We stayed at the Firefly Cottage for my 40th Birthday, and we had such an amazing experience.We have used Vrbo for stays all around the country, but this stay stood out. The hosts were absolutely amazing and made our trip feel extra special, especially for my birthday. The hospitality they showed was top notch. From before our stay, to during our stay and even when we checked out, they were so kind and generous and it's something I know I won't ever forget.The cottage was outfitted with amazing amenities and is in such a great location. There is a shopping center with everything you could need, just down the street. Downtown Annapolis is only 15 minutes away as well. It's such a great spot for a getaway!We look forward to being back!"

Other attractions near Chesapeake Bay Bridge

A park with a walking path, picnic tables, and a large tree. In the background, there is a bridge over a body of water.

Sandy Point State Park

8.6/10 (221 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

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Frequently asked questions

What's the area like around Chesapeake Bay Bridge?

Chesapeake Bay Bridge is located in a welcoming area of Annapolis known for its array of dining options and interesting historical sites. You'll find 165 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay close to Chesapeake Bay Bridge?

Located 3.8 mi (6.2 km) from Chesapeake Bay Bridge, Village Inn Annapolis MD is one of the top choices for your stay based on our traveller data. Another good option is Historic Inns of Annapolis, located 5 mi (8.1 km) away.

How many hotels should I expect to find close to Chesapeake Bay Bridge?

Expedia has 165 hotels and other accommodation options a few miles from Chesapeake Bay Bridge.

If I need to cancel the hotel reservation for my stay near Chesapeake Bay Bridge, will I receive a refund?

Yes! Most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of your booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals near Chesapeake Bay Bridge.

What can I see and do near Chesapeake Bay Bridge?

You'll want to browse the exhibits at Annapolis Maritime Museum and Hammond-Harwood House. Explore notable local landmarks like William Paca House, John Smith House and Kunta Kinte Plaque & Alex Haley Memorial. At Sandy Point Beach, Northern Chesapeake Bay and Jonas Green State Park, you can surround yourself with nature.

Annapolis Chesapeake Bay Bridge Hotels

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Our top choices for Chesapeake Bay Bridge hotels

1. Graduate by Hilton Annapolis

2. DoubleTree by Hilton Hotel Annapolis

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

4. Crowne Plaza Annapolis by IHG

5. Historic Inns of Annapolis

6. Hilton Garden Inn Annapolis Downtown

7. TownePlace Suites by Marriott Annapolis

8. Candlewood Suites Annapolis by IHG

9. Sonesta ES Suites Annapolis

10. Fairfield Inn & Suites By Marriott Annapolis

11. Residence Inn By Marriott Annapolis

12. The Westin Annapolis

13. Annapolis Waterfront Hotel, Autograph Collection

14. Hilton Garden Inn Annapolis

15. Courtyard by Marriott Annapolis

16. Holiday Inn Express Annapolis East-Kent Island by IHG

17. SpringHill Suites by Marriott Annapolis

18. Hampton Inn & Suites Annapolis

19. Quality Inn Grasonville near Kent Island

20. Flag House Inn

Compare popular hotels close to Chesapeake Bay Bridge

Top Chesapeake Bay Bridge Hotel Reviews

Historic Inns of Annapolis

Other attractions near Chesapeake Bay Bridge

Sandy Point State Park

Frequently asked questions