A harbor with boats docked, a pier, and a row of houses along the water.

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Check availability on Chesapeake Beach Beach Hotels

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chesapeake Beach beach hotels

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
¥21,233
¥23,569 total
includes taxes & fees
Oct 22 - Oct 23
Rod 'N' Reel Resort

2. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
  • Waterfront beach home with kayaking and fishing nearby—a tranquil retreat where seashore adventures await.
¥22,739
¥71,341 total
includes taxes & fees
Oct 12 - Oct 13
Family Beach House: Spacious Deck, Grill & Views

3. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Stroll to sandy shores from this serene Maryland escape, where a seasonal pool, relaxing hot tub, and complimentary bicycles await.
¥48,697
¥55,515 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Tacaro Estate

4. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
¥18,791
¥21,422 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Annapolis

5. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
  • Waterfront cottage escape with direct beach access, onsite kayaking, and abundant nature adventures.
¥24,202
¥42,094 total
includes taxes & fees
Oct 8 - Oct 9
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

6. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
Annapolis
¥14,686
¥17,522 total
includes taxes & fees
Nov 1 - Nov 2
Candlewood Suites Annapolis by IHG

7. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
  • Step into coastal bliss at this Annapolis vacation home, just an 8-minute drive from the beach with loungers and towels provided.
¥34,879
¥80,516 total
includes taxes & fees
Oct 20 - Oct 21
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

8. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
¥35,846
¥94,690 total
includes taxes & fees
Oct 28 - Oct 29
Renovated Bungalow | Walk to Beach | Dog-Friendly

9. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
¥45,478
¥121,152 total
includes taxes & fees
Nov 2 - Nov 3
Family Home on Mayo Peninsula | Deck | Sleeps 10

10. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
¥33,003
¥91,269 total
includes taxes & fees
Nov 2 - Nov 3
Annapolis Retreat - 7 mins from downtown Annapolis!
View all properties

Choose what matters most at beach hotels in Chesapeake Beach

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Chesapeake Beach Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The views were fantastic."
Kathleen K 6-night trip
Posted 14 hours ago
Rod 'N' Reel Resort
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were a welcome retreat in the early evening so we could sit and take in the views. We strolled the grounds via the walking paths and enjoyed the lush gardens and plantings. All in all, an amazing getaway."
Christina 2-night trip
Posted 8 days ago
Inn at Perry Cabin

Frequently asked questions

What is Chesapeake Beach like for travelers who love the beach?
Known for its beaches and spas, Chesapeake Beach offers a lot for the traveler planning a beach getaway.
When's the best time for a beach vacation in Chesapeake Beach?
Plan your trip to the beach with a look at the seasons in Chesapeake Beach: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What is there to see and do around Chesapeake Beach?
After arriving and settling in at your hotel, you might want to venture out and explore everything Chesapeake Beach has to offer. If you can't wait to check out the beaches, head to Breezy Point Beach or Brownies Beach for a relaxing day by the water. Discover the area's restaurants and spas, and make time for local attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. For even more to see and do, pay a visit to Rod n Reel Charter Fishing or Northern Chesapeake Bay.
What's the best way to get to my beach hotel in Chesapeake Beach?
Here's some information to help you get to and around your beach accommodation in Chesapeake Beach more easily: To get to Chesapeake Beach, book a flight to Easton, MD (ESN-Easton - Newnam), the closest major airport, which is located 26.5 mi (42.7 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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