The Best Pet-Friendly Hotels in Annapolis, Maryland

Bring your dog along on a trip to Annapolis with a stay at these pet-friendly hotels
Bring your dog along on a trip to Annapolis with a stay at these pet-friendly hotels | © imageBROKER - Alamy Stock Photo
Jessi Quinn Alperin

No matter what your reason is for traveling, it’s always hard to leave your pet behind. They’d love the beautiful waterfront city of Annapolis, so why shouldn’t they get to experience it with you? From boat rides on Chesapeake Bay to ice cream on the pier, browsing cute shops to exploring the burgeoning local restaurant scene, the capital of Maryland delivers everything you need for a relaxing escape with your four-legged friend. Read on to discover the best pet-friendly hotels in Annapolis, all bookable with Culture Trip.

1. Graduate Annapolis


A sauna at Puradies with a view of the mountains
© Puradies / Expedia

Imagine if Yale went to sea and you’re some way towards envisioning this navy-campus-themed stay in the Arts District, inspired by the US Naval Academy just a few blocks away. Besides all the tartan armchairs, wood paneling and gold lettering, this one-of-a-kind hotel features its own dog park, so you can give your furry friend some exercise and socialization without leaving the property. Make use of the complimentary bike rentals to explore this quaint city in ecofriendly style. Once you’re worn out, enjoy dinner and a drink – or a boozy brunch on weekends – at the hotel’s rustic American restaurant.

2. DoubleTree by Hilton Hotel Annapolis

Chain Hotel

Courtesy of DoubleTree by Hilton Hotel Annapolis_Expedia
Courtesy of DoubleTree by Hilton Hotel Annapolis / Expedia

Rest easy in the spacious, comfortable rooms DoubleTree is known for. This hotel is a short ride away from downtown, and provides a complimentary shuttle to get you and your pooch anywhere you need to go in a 5mi (8km) radius. When you’re not out and about, you can enjoy a variety of local dishes at the on-site restaurant. Alternatively, take a plunge in the Olympic-sized, L-shaped pool, which is surrounded by lounge chairs and manicured bushes to make you feel like you’re in an aristocrat’s garden.

3. Annapolis Waterfront Hotel, Autograph Collection

Chain Hotel

Courtesy of Annapolis Waterfront Hotel, Autograph Collection _E
Courtesy of Annapolis Waterfront Hotel, Autograph Collection / Expedia

Wake up to serene views of the Annapolis Harbor at this waterfront hotel. Located just south of the historic downtown area, it’s still only a block or two from the shops and restaurants. All blue-and-white, the guest rooms give off an upscale beach vibe – even more so if you opt for one with a balcony. If you’re planning a longer stay, the Harbor suites have plenty of space for your pup to play in, with glass doors separating the large living rooms and bedrooms. Downstairs, you can dine at the hotel’s Caribbean dockside restaurant and watch the sunset over the marina.

4. The Westin Annapolis

Chain Hotel

Courtesy of The Westin Annapolis_Expedia
Courtesy of The Westin Annapolis / Expedia

With its grand frontage and junior and presidential suites, this luxurious, pet-friendly hotel will make you feel like a DC diplomat. Just a short walk from downtown and the Maryland State Assembly, the Westin is well positioned for exploring the city. If you skip lunch when you’re out, you can always grab a bite at the hotel’s casual American restaurant and lounge.

5. Historic Inns of Annapolis


Courtesy of Historic Inns of Annapolis _Expedia
Courtesy of Historic Inns of Annapolis / Expedia

It’s rare you get to stay in a restored Victorian hotel, and here you get to choose from not one but three refurbished properties that are part of the Historic Inns of Annapolis. Step into the lobby and go back in time with period-accurate furniture and vintage photos of the town. Don’t worry, you won’t have to live like a Victorian – rooms come with all your modern comforts, including a mini-fridge and, of course, wifi. Book the Historic Hounds package to stay with up to two of your furry friends.

6. Sonesta ES Suites Annapolis

Suite Hotel

Courtesy of Sonesta ES Suites Annapolis_Expedia
Courtesy of Sonesta ES Suites Annapolis / Expedia

This hotel is the perfect option for a long-term stay. Each of the suites comes with a fully equipped kitchen so you can make this your home away from home. In case you’re on a workation, there is also a desk in every room and a business center downstairs. Be sure to take some time off to wade in the outdoor pool, chat around the fire pit or meet other travelers at the designated dog station.

7. Country Inn and Suites by Radisson, Annapolis, MD

Chain Hotel

Courtesy of Country Inn & Suites by Radisson, Annapolis, MD__Ex
Courtesy of Country Inn and Suites by Radisson, Annapolis, MD / Expedia

Situated in a quiet neighborhood just outside of Annapolis, this hotel is an excellent spot if you’re seeking a getaway within easy reach of the city. With the hiking trails and reservoir of Waterworks Park on the doorstep, your dog will love the location, too. If you’re in town in late summer and early fall for the Maryland Renaissance Festival, this hotel is just 3mi (4.8km) from the festivities. Year-round, the heated indoor pool is an inviting place to chill.

8. Hilton Garden Inn Annapolis Downtown

Chain Hotel

Courtesy of Hilton Garden Inn Annapolis Downtown _Expedia
Courtesy of Hilton Garden Inn Annapolis Downtown / Expedia

Located on the main road that leads to the city center, this hotel is in the middle of the action. Take it easy at the sleek restaurant and bar downstairs or walk a few blocks for a night on the town. When your four-legged friend needs a stretch, the hiking trails of Quiet Waters Park are just 4mi (6.4km) away.

9. Hampton Inn and Suites Annapolis

Chain Hotel

Courtesy of Hampton Inn & Suites Annapolis _Expedia
Courtesy of Hampton Inn and Suites Annapolis / Expedia

In between Annapolis and Bowie, this hotel is another great choice for Renaissance Festival goers. Bring your pet with you and explore the local hiking trails, or head into downtown Annapolis for some time on the water. Don’t fancy venturing out? Pop downstairs to chill by the hotel’s outdoor pool. Whether you’re traveling for business or fun, the spacious suites with full kitchens and desks will make sure you and your pooch have a comfortable stay.

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