Maryland's Best Dog-Friendly Lodging For Summer - Updated 2024

Small dogs only or all sizes (from USD 695)

The Inn At Perry Cabin, Saint Michaels

For the luxury traveler bringing their pet along, the Inn At Perry Cabin is tops. All pet-friendly rooms are on the first floor for easy access to pet-walking areas on the grounds. For a one-time fee of 150 USD, you can bring one or two pets along, up to 25 pounds/11.3 kilos. Perks include dog bowls, dog bed, and pet sitting while you are dining. Pets are not allowed in the food service areas. The town of Saint Michaels is one of the most dog-friendly places in all of Maryland. You’ll find several shops and restaurants that welcome dogs. Check out Ava’s Winebar where their dog-friendly patio has a doggie menu!

Savage River Lodge, Frostburg

If hiking mountain trails and staying in a modern cabin is what you want, the Savage River Lodge has it. Their pet policy is one of the better choices in the list as they have no size limit, charge only 30 USD per night, and will take up to six pets per cabin. They provide pet bowls, sheets to cover the couch, and delicious treats. Other pup amenities include a dog washing station, shampoo, and towels in case your dog gets dirty on a long hike. Enjoy sitting around the bonfire area with takeout dinner from the restaurant with your pup at your side. Miles of trails offer deep-woods hiking in the cool highland forest for happy hiker dogs.

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Historic towns (from USD 169)

The Inn At Osprey Point, Rock Hall

Another Eastern Shore place to enjoy during summer is the tiny town of Rock Hall. For such a small town this place packs in plenty of activities. The Inn At Osprey Point has an annex close to the water where the Quarterdeck room allows pets. Up to two pets can stay here for an extra 25 USD each. Amenities include two padded armchairs where dogs are allowed. A convenient mudroom entrance is handy for cleaning off your dog before entering the room. The Osprey Point Restaurant welcomes pets on their back porch. The food is excellent, and breakfast is included in your room rate.

The Hotel Annapolis/ The Graduate, Annapolis

In the heart of Annapolis is a hotel that welcomes dogs. Annapolis is famous for sailing and the Naval Academy. Although the name is currently the Hotel Annapolis, a change will take place this summer to The Graduate as-well-as significant renovations. The second floor is the only level allowing pets. At the end of the hall is a door leading to a convenient dog walking area where Fido can find relief. The hotel doesn’t charge fees for pets, has no size limit, and welcomes dogs at the on-site restaurant (Baroak) patio. As hot summer days give way to cooler evening temperatures, the patio is perfect for dining alfresco with your dog.

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In the city (from USD 79)

The Ivy Hotel, Baltimore

Another luxury choice is possibly the most elegant hotel in Baltimore. The Ivy Hotel welcomes pets 25 pounds/ 11.3 kilos and under in rooms 1-8. An additional 50 USD per pet, per night, is charged, but the fee includes a dog bed, personalized dog bowl, treats, leashes, and waste bags. Just up the street is the Washington Monument with grassy areas to walk your pet. The Ivy’s complimentary town car can take you and your dog to a nearby pet-friendly restaurant. Consider La Cuchara, Duck Duck Goose, or other pet-friendly restaurants the staff can suggest.

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Mainstay Suites, Frederick

For the no-frills crowd, find this recently renovated hotel in Frederick. These spacious rooms are great for staying with your pet. What I liked best about the Mainstay Suites was the great grassy areas just outside the hotel for walking a dog. And they don’t charge any pet fees or have size restrictions. Just a few minutes walk from the hotel, you’ll find around twenty good to excellent restaurants, some of which welcome pets in outdoor dining areas. Be sure and walk downtown Frederick and nearby Baker Park in cool mornings and evenings in this dog-friendly town.

Homewood Suites by Hilton Columbia, Columbia

Reserve a large room at this modern suites-style hotel and pay only 15 USD per day, per pet to bring your furry family member. They allow up to two pets per room, have no size restriction, and provide treats too. Drive over to Lake Kittamaqundi for a hiking trail that is mostly shaded by tall trees. While at the lake, try lunch or dinner at Clyde’s on their pet-friendly patio overlooking the lake.

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On the water (from USD 179)

Hyatt Regency Chesapeake Bay Golf Resort and Spa, Cambridge

This resort and hotel welcomes dogs on their first or second floors. Located on the shores of the Choptank River, enjoy walking with your dog in the cool mornings and evenings. The 150 USD fee is reasonable if you are staying for several nights. This one-time fee covers up to six nights and without a size limit. Up to two pets per room are allowed, and their Blue Point Provisions Restaurant welcomes dogs at dinner only on a spacious outdoor wood deck.

Whitehaven Hotel, Whitehaven

This historic hotel on the banks of the Wicomico River has been welcoming guests since 1810. One deluxe room welcomes dogs, and the fee is only 10 USD. What’s special about staying here with your dog are the quiet country roads to walk along. It’s also fun to hang out on the hotel’s front porch watching the river flow by and the opsrey hunt. There are two beaches nearby you should ask the staff for where to take your dog for swimming and wading. Less than ten-minutes drive takes you to Boonies Restaurant where dogs are allowed on their outdoor dining area.

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Admiral Fell Inn, Baltimore

This historic building in Fells Point welcomes up to two pets with a 75 pound/ 34 kilo limit per pet. If you have larger pets, the manager says this is negotiable. They have hosted dogs, cats, parrots, a snake, and two sugar gliders – a possum-like critter. Two pet relief areas to walk your pet are within one block from the hotel. Attached to the hotel is Duck Duck Goose, an excellent restaurant that welcomes dogs in their outdoor courtyard.

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