Beachfront Hotels Chesapeake Bay
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Check availability on Oceanfront Hotels in Chesapeake Bay
Oceanfront Hotels in Chesapeake Bay

Best Western Plus Holiday Sands Inn & Suites
1330 E Ocean View Ave, Norfolk, VA
The price is NZ$188 per night
NZ$188
19 May - 20 May
includes taxes & fees
Book a stay at this beach hotel in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Norfolk Beaches and Ocean View Beach are located nearby.
Pool
Breakfast included
Free cancellation
Reserve now, pay when you stay

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is NZ$1,023 per night
NZ$1,023
15 May - 16 May
includes taxes & fees
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Perry Cabin Park and Higgins Yacht Yard and Marina are located nearby.
Pool
Hot tub

Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St, Annapolis, MD
The price is NZ$415 per night
NZ$415
26 May - 27 May
includes taxes & fees
Stay at this 4-star eco-certified hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ego Alley and Susan Campbell Park are located nearby.
Pet-friendly
Free WiFi
Free cancellation
Reserve now, pay when you stay

Comfort Suites Chincoteague Island Bayfront Resort
4195 Main St, Chincoteague, VA
The price is NZ$247 per night
NZ$247
18 May - 19 May
includes taxes & fees
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark are located nearby.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
The price is NZ$540 per night
NZ$540
3 June - 4 June
includes taxes & fees
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bay Country Shop and Ruark Boatworks are located nearby.
On private beach
Pool
Free cancellation
Reserve now, pay when you stay

Hilton Garden Inn Kent Island Marina
3206 Main St, Grasonville, MD
The price is NZ$270 per night
NZ$270
26 May - 27 May
includes taxes & fees
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Chesapeake Bay Environmental Center and Queenstown Harbor Golf Links are located nearby.
Pool
Pet-friendly

Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road, Princess Anne, MD
The price is NZ$150 per night
NZ$150
13 May - 14 May
includes taxes & fees
Stay at this motel in Princess Anne. Enjoy free WiFi, premium TV channels, and housekeeping. Popular attractions Manokin Park and Hytche athletic Center are located nearby.
Pet-friendly
Free WiFi
Free cancellation
Reserve now, pay when you stay

Anchor Inn
3791 South Main Street, Chincoteague, VA
The price is NZ$201 per night
NZ$201
15 May - 16 May
includes taxes & fees
Book a stay at this business-friendly hotel in Chincoteague. Enjoy free WiFi, an outdoor pool, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark are located nearby.
Pool
Free WiFi
Free cancellation
Reserve now, pay when you stay

Inn at Huntingfield Creek
4928 Eastern Neck Rd, Rock Hall, MD
The price is NZ$377 per night
NZ$377
19 May - 20 May
includes taxes & fees
Stay at this 3.5-star spa B&B in Rock Hall. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Rock Hall Harbor and The Mainstay are located nearby.
Pool
Spa

Knapps Narrows Marina & Inn
6176 Tilghman Island Road, Tilghman, MD
The price is NZ$223 per night
NZ$223
13 May - 14 May
includes taxes & fees
Stay at this 3-star hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Knapp's Narrows Marina & Inn and Back Creek Community Park are located nearby.
Pool
Breakfast included
Free cancellation
Reserve now, pay when you stay

Lowes Wharf Marina Inn
21651 Lowes Wharf Rd, Sherwood, MD
Stay at this 3-star beach inn in Sherwood. Enjoy free WiFi, free parking, and a marina. Popular attractions Goat Island and Wittman Park are located nearby.
Pet-friendly
Parking included

Mariners Motel
5681 South Hawthorne Avenue, Rock Hall, MD
The price is NZ$292 per night
NZ$292
15 May - 16 May
includes taxes & fees
Stay at this motel in Rock Hall. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Rock Hall Harbor and Waterman’s Museum are located nearby.
Pool
Pet-friendly
Free cancellation
Reserve now, pay when you stay
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.
Oceanfront Hotels in Chesapeake Bay
Search for hotels in Chesapeake Bay on Wotif. You can easily find your hotels in Chesapeake Bay using one of the methods below:
- View our selection of featured hotels in Chesapeake Bay
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- Use the filters to see hotels in a specific area of Chesapeake Bay, select a specific theme, brand, or hotel class from basic (property class 1) to luxury hotels (property class 5) in Chesapeake Bay
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Chesapeake Bay hotels essential information
Accommodation | 14,369 hotels |
---|---|
Lowest Price | NZ$150 |
Highest Price | NZ$1,023 |
Popular hotels | Best Western Plus Holiday Sands Inn & Suites, Inn at Perry Cabin, Annapolis Waterfront Hotel, Autograph Collection, Comfort Suites Chincoteague Island Bayfront Resort, Hyatt Regency Chesapeake Bay, Hilton Garden Inn Kent Island Marina, Americas Best Value Inn Princess Anne, Anchor Inn, Inn at Huntingfield Creek, Knapps Narrows Marina & Inn, Lowes Wharf Marina Inn, Mariners Motel |
New reviews! Best hotels in Chesapeake Bay

Wotif Verified Review
5 / 5
Great location that wasnt horribly expensive. The national mall and all of the Smithsonian museums are well within walking distance.
A verified traveller stayed at Holiday Inn Washington Capitol - Natl Mall by IHG
Posted 18 hours ago
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