Chesapeake Beach Travel Guide

Tourist Guide

A harbor with boats docked, a pier, and a row of houses along the water.
A coastal town with a marina, residential buildings, and a clear sky.
A sunset over a calm lake with a dock and houses on the shore.
Two people in a red canoe on a body of water with a sunset and a bridge in the background.
A wooden pier extending into a foggy body of water.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
The price is £112 per night from 9 Nov to 10 Nov
£112
9 Nov - 10 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants and a marina. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,004 reviews)
"Great local getaway on the water."

Reviewed on 7 Oct 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is £74 per night from 11 Oct to 12 Oct
£74
11 Oct - 12 Oct
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very good! (1,001 reviews)
"When booking using the word "Inn" at St. Michaels, I assumed the property would have more of a warm bed and breakfast feel. It was actually a motor lodge/motel feel. The staff was amazing."

Reviewed on 8 Oct 2026

St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
The price is £78 per night from 28 Oct to 29 Oct
£78
28 Oct - 29 Oct
includes taxes & fees
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Sonesta ES Suites Annapolis
See all 783 properties in Chesapeake Beach
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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

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

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
9.6/10 Exceptional! (19 reviews)
"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."

Reviewed on 3 Aug 2026

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffee maker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7.4/10 Good! (10 reviews)
"Kate and her husband were amazing. They helped us every step of the way. Even met us there to help learn our way around the boat. Definitely going again"

Reviewed on 2 Sept 2026

Floating 2 bed 2 bath condo stunning views of the bay
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 MD
Stay at this beach cottage in Benedict. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Main Beach and Long Point are located nearby.
9.2/10 Wonderful! (15 reviews)
"Very cute..but very tiny and super dated. Duplex. Not entire house to self. ..through a door is other people....noise Porch, yard firepit and views great! Steps to house steep. No handrails. Careful. No access to beach....all grown up grass weeds trees.. No deck/dock as described on property.pic ..."

Reviewed on 23 Aug 2026

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
See all properties in Chesapeake Beach
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.

Stay near popular Chesapeake Beach attractions

A coastal residential area with houses along the beach and a lighthouse in the distance.

Breezy Point Beach

8.4/10 (61 reviews)
Why not spend a care-free afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area or simply enjoy its restaurants.
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