The Best Hotels for First Time Visitors in Annapolis

Where to Stay on Your First Trip to Annapolis

If it's your first trip to Annapolis, Maryland for the activities and sightseeing, then you're in for a treat. But the biggest question is often where to stay for a first time visitor to Annapolis. With so many amazing hotels to choose from, it can be tough to make a decision to make the most of your first trip here. That's where we come in! In this comprehensive guide, we'll help you find the best hotels for first-timers in Annapolis. After analyzing all of the hotels based on price, location, amenities, ratings, and more, we have come up with our list of the best hotels in Annapolis for first time visitors. We'll cover everything you need to know about these hotels, including the amenities, location, prices and ratings. So, whether you're traveling solo, with family, or as a couple on a romantic getaway, you'll find the perfect hotel if you've never visited Annapolis beofre. So check out these terrific hotels, many of which have sparkling swimming pools, delicious restaurants, and top-notch amenities, along with the perfect balance of comfort, location, and affordability. So, let's get to it and discover the best hotels in Annapolis for your first trip!

(Prices are listed in U.S. Dollars.)

Graduate Annapolis

4-star Hotel with prices starting at $122 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Family-Friendly

Located at 126 West Street, Graduate Annapolis has great rooms from $122 (before taxes). It offers a restaurant, a fitness center, a bar, parking, and laundry services. It has a terrific 9.00 rating out of 10 from previous guests who have stayed here. Only 0.3 miles from the city center, first time visitors will especially love golf, pet-friendly rooms, bicycle rental, a multi-lingual staff, and air-conditioning at this relaxing hotel. Unwinding at the restaurant after sightseeing is a nice way to end the day. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Parking
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Bicycle rental
  • Coffee shop
  • Refrigerator


Historic Inns of Annapolis

3-star Hotel with prices starting at $173 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Annapolis
  • Great Value: the price is lower than average for first time trip hotels.
  • High Quality: guest ratings are higher than average.
  • Family-Friendly

A great place to stay is Historic Inns of Annapolis which has nice rooms starting at $173. Offering a restaurant, a fitness center, a bar, parking, and laundry services, it also has a great guest rating of 8.70 out of 10 from many previous guests. It's located at 58 State Circle. This convenient hotel is also nice because it offers pet-friendly rooms, laundry facilities, bicycle rental, family rooms, and a multi-lingual staff which visitors will enjoy. Also, it's just 0.1 miles from the city center. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Parking
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Bicycle rental
  • Family rooms
  • Refrigerator
  • Luxury


Hilton Garden Inn Annapolis Downtown

3-star Hotel with prices starting at $148 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 3-star hotels.
  • Family-Friendly

We found Hilton Garden Inn Annapolis Downtown to be a great place to stay, and the price starts at $148. We loved that is has room service, a restaurant, a fitness center, a bar, and parking, and it also has a terrific guest rating of 8.30 out of 10 from previous guests. It's located at 174 West Street. You'll also find laundry services, pet-friendly rooms, city views, kids meals, and laundry facilities which travelers will love. And this fun hotel is just 0.4 miles from the center of town. We love the convenience of room service, and it's really nice here. It's a great value, too, because it's less than the average price for first time trip hotels.

First Time Trip Hotel Amenities
  • Room service
  • Parking
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Bicycle rental
  • Family rooms
  • Microwave
  • Refrigerator


Courtyard by Marriott Annapolis

3-star Hotel with prices starting at $113 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 3-star hotels.

With terrific rooms from $113, Courtyard by Marriott Annapolis, at 2559 Riva Road provides a restaurant, a fitness center, a bar, parking, and laundry services. Its terrific guest rating is 8.20 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers an indoor pool, laundry facilities, bicycle rental, family rooms, and a multi-lingual staff. It's located just 3.3 miles from the city center, too. Having an indoor pool means that you can swim and have fun any time of the year. It's a great value, as the price is less than the average for first time trip hotels.

First Time Trip Hotel Amenities
  • Parking
  • Indoor pool
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Bicycle rental
  • Family rooms
  • Coffee shop
  • Refrigerator


Hampton Inn & Suites Annapolis

2-star Hotel with prices starting at $112 (before taxes) - See All Prices
Perfect for Your First Visit to Annapolis
  • Great Value: the price is lower than average for 2-star hotels.

Hampton Inn & Suites Annapolis has a great guest rating of 8.10 out of 10, and offers an outdoor pool, a restaurant, a fitness center, a kid-friendly buffet, and breakfast. The great rooms here start at $112 before taxes and depending on the season. It can be found at 124 Womack Drive. Furthermore, it also offers rooms with kitchens, rooms with kitchenettes, laundry services, a free breakfast, and pet-friendly rooms, which is nice for first time visitors. Just 3 miles from the city center, this fantastic hotel is a terrific choice. We find the kitchenette here to be a great way to get a good breakfast and save time and money. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Breakfast included
  • Kitchen
  • Free breakfast
More Great Amenities
  • Restaurant
  • Fitness center
  • Kid-friendly buffet
  • Kitchenette
  • Laundry service
  • Pets allowed
  • Game room
  • Free parking
  • Microwave
  • Refrigerator


Annapolis Waterfront Hotel Autograph Collection

4-star Hotel with prices starting at $277 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.

The great guest rating of Annapolis Waterfront Hotel Autograph Collection is 8.80 out of 10. This place has room service, a restaurant, a fitness center, a bar, and parking. Prices for the terrific rooms are from $277, and it's located at 80 Compromise Street. We also love the laundry services, pet-friendly rooms, city views, laundry facilities, and a beauty salon which are great for visitors. And since it's just 0.4 miles from the center of the town, the location is great, too.

First Time Trip Hotel Amenities
  • Room service
  • Parking
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Microwave
  • Breakfast in the room


Crowne Plaza Annapolis

3-star Hotel with prices starting at $135 (before taxes) - See All Prices
Perfect for Your First Time in Annapolis
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Heated pool

A cool place is Crowne Plaza Annapolis because it has great rooms that start at $135. It has a restaurant, a fitness center, a bar, a kid-friendly buffet, and laundry services, it also earned a great guest rating of 8.70 out of 10 from people who have stayed here before. It's found at 173 Jennifer Road. Only 2.8 miles from the city center, travelers will especially love city views, a hot tub, an indoor pool, free parking, and laundry facilities at this convenient hotel. It's always nice having a heated pool to relax in. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Indoor pool
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kid-friendly buffet
  • Laundry service
  • Hot tub
  • Free parking
  • Heated pool
  • Refrigerator


The Westin Annapolis

4-star Hotel with prices starting at $191 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 4-star hotels.

The Westin Annapolis offers room service, a restaurant, a fitness center, a bar, and parking which we really like. The terrific rooms here start at $191 (before taxes). It's located at 100 Westgate Circle and has earned a guest rating of 8.40/10. This fun hotel is also nice because it offers laundry services, golf, pet-friendly rooms, a spa and wellness center, and a spa which new visitors will enjoy. Also, it's just 0.7 miles from the city center.

First Time Trip Hotel Amenities
  • Room service
  • Parking
  • Spa
  • Indoor pool
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Bicycle rental
  • Coffee shop


DoubleTree by Hilton Annapolis

3-star Hotel with prices starting at $143 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Annapolis
  • Great Value: the price is lower than average for 3-star hotels.
  • Family-Friendly
  • Pool

Located at 210 Holiday Court, DoubleTree by Hilton Annapolis has great rooms from $143 (before taxes). It offers a pool, room service, a restaurant, a fitness center, and a bar. It has a terrific 8.20 rating out of 10 from previous guests who have stayed here. You'll also find pet-friendly rooms, free parking, family rooms, a multi-lingual staff, and air-conditioning which first time visitors will love. And this amazing hotel is just 3 miles from the center of town. It's a great value, as the price is less than the average for first time trip hotels.

First Time Trip Hotel Amenities
  • Pool
  • Room service
  • Family-Friendly
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Pets allowed
  • Free parking
  • Family rooms
  • Coffee shop
  • Microwave
  • Refrigerator


Hilton Garden Inn Annapolis

3-star Hotel with prices starting at $111 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 3-star hotels.

A great place to stay is Hilton Garden Inn Annapolis which has nice rooms starting at $111. Offering an outdoor pool, room service, a restaurant, a fitness center, and a bar, it also has a great guest rating of 8.00 out of 10 from many previous guests. It's located at 305 Harry S. Truman Parkway. Visitors will really like this fantastic hotel which also offers laundry services, pet-friendly rooms, free parking, laundry facilities, and family rooms. It's located just 3.3 miles from the city center, too. Make sure to set aside some time for swimming in the pool, too. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator


Also, take a look at the First Time Trip hotels in nearby destinations: Washington, Baltimore, Arlington, and Alexandria.

For more terrific hotel ideas in Annapolis, make sure you also see Best Pet-Friendly Hotels in Annapolis, Best Hotels for a Weekend Getaway in Annapolis, Best Hotels for One Week in Annapolis, Best Hotels for One Night in Annapolis, Best Romantic Hotels for Couples in Annapolis, or Best Business Hotels in Annapolis.


How much do hotels for first-time visitors cost in Annapolis?

Annapolis Average First Time Trip Hotel Price
$186

After analyzing 17 first time trip hotels in Annapolis, Maryland, we found the average first time trip hotel price to be a remarkably economical $186. Naturally, this destination has many fantastic first time trip accommodation options with a variety of prices. The price will vary by the hotel's amenities, available dates, and the general location. If you're interested in more information about hotels here, see our guide to hotel prices in Annapolis.

The average prices of our suggested first time trip hotels by star rating:

  • 4-star hotels: $289
  • 3-star hotels: $157
  • 2-star hotels: $140


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