Curated Luxury pet friendly hotel deals in Eastern Maryland

Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront – a 4-minute drive from Bay Country Shop and 5 minutes from Eastern Shore Hospital Center. This beach resort is 2.1 mi (3.4 km) from Meredith House and 2.2 mi (3.5 km) from Dorchester County Historical Society.

A stay at Inn at Perry Cabin places you in the heart of St. Michaels, within a 15-minute walk of Perry Cabin Park and Saint Michaels Town Hall. This family-friendly hotel is 12.9 mi (20.7 km) from Chesapeake Bay and 0.6 mi (0.9 km) from Muskrat Park.

With a stay at Annapolis Waterfront Hotel, Autograph Collection, you'll be centrally located in Annapolis, within a 10-minute walk of William Paca House and Maryland State House. This hotel is 0.5 mi (0.9 km) from Thurgood Marshall Memorial and 0.6 mi (0.9 km) from Hammond-Harwood House.

When you stay at The Westin Annapolis in Annapolis, you'll be in the historical district, within a 5-minute drive of U.S. Naval Academy and Annapolis City Dock. This spa hotel is 0.2 mi (0.3 km) from People's Brewer Hill Cemetery and 0.4 mi (0.6 km) from Ballet Theater of Maryland.

Located in Irvington, The Tides Inn is on the waterfront – a 1-minute drive from Steamboat Era Museum and 5 minutes from Historic Christ Church. This beach hotel is 2.8 mi (4.5 km) from Compass Entertainment Complex and 3 mi (4.8 km) from Golden Eagle Golf Club.

When you stay at DoubleTree by Hilton Hotel Annapolis in Annapolis, you'll be in the business district – a 5-minute drive from U.S. Naval Academy and 6 minutes from Annapolis City Dock. This hotel is 0.7 mi (1.2 km) from The Kunta Kinte Alex Haley Memorial and 0.9 mi (1.4 km) from Annapolis Mall Shopping Center.

Boasting an on-site spa, restaurant and outdoor swimming pool, this resort is located in Saint Michaels. WiFi access and car service are available.

Select rooms feature a balcony with river views. The private bathrooms are equipped with toiletries.

Meeting facilities and luggage storage available at St Michaels Harbor Inn. There is a 24-hour front desk. An array of activities can be enjoyed on site or in the surroundings, including cycling, fishing and kayaking.

Chesapeake Bay Maritime Museum is in walking distance from the resort. The property offers on-site parking.

With a stay at Graduate by Hilton Annapolis, you'll be centrally located in Annapolis, within a 5-minute drive of Annapolis City Dock and U.S. Naval Academy. This hotel is 0.1 mi (0.1 km) from Annapolis Civil Rights Plaque and 0.1 mi (0.1 km) from Asbury United Methodist Church.

Situated in Tilghman Island, 38 km from Academy of the Arts, Tilghman Island Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. With a terrace, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Guests can have a drink at the bar.

At the hotel, all rooms include a wardrobe. Rooms are equipped with a safety deposit box, while some rooms include a balcony and others also boast pool views. The rooms in Tilghman Island Inn are fitted with a flat-screen TV and free toiletries.

At the accommodation you will find a restaurant serving American cuisine. Vegetarian and gluten-free options can also be requested.

Guests at Tilghman Island Inn will be able to enjoy activities in and around Tilghman Island, like fishing.

Salisbury-Ocean City Wicomico Regional Airport is 122 km from the property.

Offering a restaurant and a private beach area, Lowes Wharf Marina Inn is located in Sherwood. Free WiFi access is available.

Each room here will provide you with air conditioning and a seating area. There is also a refrigerator. Featuring a bath or shower, private bathroom also comes with a hairdryer and free toiletries. You can enjoy sea view from the room. Extras include bed linen.

At Lowes Wharf Marina Inn you will find a bar. Other facilities offered at the property include a games room. The property offers free parking.

Lowes Wharf Restaurant is open seasonally from April through November.

Baltimore - Washington International Airport is 54 km away.

Where a bayside cool retreat awaits: a rebirth of an 1898 original boarding house where watermen ran the docks and crabs were piled high on picnic tables. The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear in an irreverent manner. This waterfront hotel makes you feel right at home with its welcoming vibe and great offerings: Tickler’s Crab Shack & Restaurant, Bar Mumbo, a private marina with 25 boat slips, charter fishing trips, and plenty of fun-filled activities. Wylder Hotel Tilghman Island is an awesome location for overnight guests, locals, as well as private gatherings and celebrations.

A short drive from Baltimore, Washington D.C. and Philadelphia, Tilghman Island is a relaxed, yet exciting Eastern Shore escape. Drive through St. Michael’s, past the farmland, corn stalks and pumpkin patches, and over the drawbridge across Knapp’s Narrow, and you’ll be on our 3-mile stretch of salty paradise. From charter fishing, to sailing and kayaking, Tilghman Island life is built around the Chesapeake Bay and its bounty of pleasures. Crack your blue crab in the glow of our super-sized sunset, wash it down with a cold one and give yourself a high five from us here at Tilghman Island.

Located in Deale, 33 km from Annapolis Harbor, Anchored Inn at Hidden Harbor provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a bar. This 4-star hotel offers a concierge service and free WiFi. Certain rooms at the property include a terrace with a river view.

Guest rooms at the hotel come with air conditioning, a seating area, a flat-screen TV with satellite channels, a safety deposit box and a private bathroom with a shower, free toiletries and a hairdryer. All rooms have a desk.

Anchored Inn at Hidden Harbor offers a barbecue.

Addison Road-Seat Pleasant is 39 km from the accommodation, while Supreme Court is 45 km away. Baltimore - Washington International Airport is 53 km from the property.

Quality Inn Warsaw is located in Warsaw. Free WiFi access is available.

Each room here will provide you with a TV and air conditioning. Complete with a microwave, the dining area also has a refrigerator and a coffee machine. Featuring a bath or shower, private bathrooms also come with a hairdryer. Extras include a desk and bed linen.

At Quality Inn Warsaw you will find a 24-hour front desk. Other facilities offered at the property include meeting facilities, dry cleaning and laundry facilities. The property offers free parking.

Richmond International Airport is 70 km away.