Find hotels near 14 Fleet Street, Annapolis from $90

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Compare 802 hotels close to 14 Fleet Street with room rates, reviews, and availability. Most hotels are fully refundable.

134 Prince - Luxury Boutique Hotel

2.5 star property
< 0.1 mi from 14 Fleet Street
9.8 out of 10, Exceptional, (30)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
$206 nightly
The price is $235
Dec 8 - Dec 9
Total with taxes and fees
134 Prince - Luxury Boutique Hotel

Graduate by Hilton Annapolis

4.0 star property
0.6 mi from 14 Fleet Street
9.4 out of 10, Exceptional, (1000)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
$127 nightly
The price is $144
Dec 21 - Dec 22
Total with taxes and fees
Graduate by Hilton Annapolis

Flag House Inn

3.5 star property
Historic District, 0.1 mi from 14 Fleet Street
9.4 out of 10, Exceptional, (83)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
$183 nightly
The price is $208
Dec 7 - Dec 8
Total with taxes and fees
Flag House Inn

Historic Inns of Annapolis

3.5 star property
Historic District, 0.1 mi from 14 Fleet Street
9.0 out of 10, Wonderful, (1890)
"Excellent hotel Really nice staff Love the valet guys "
United States
ben
$144 nightly
The price is $164
Jan 1 - Jan 2, 2026
Total with taxes and fees
Historic Inns of Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
1 mi from 14 Fleet Street
9.0 out of 10, Wonderful, (162)
"Beautiful and very modern, breakfast was great"
United States
Dominic
$118 nightly
The price is $135
Dec 10 - Dec 11
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis

Residence Inn By Marriott Annapolis

3.0 star property
1 mi from 14 Fleet Street
9.0 out of 10, Wonderful, (54)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
$127 nightly
The price is $145
Dec 14 - Dec 15
Total with taxes and fees
Residence Inn By Marriott Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District, 0.2 mi from 14 Fleet Street
8.8 out of 10, Excellent, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
$178 nightly
The price is $203
Dec 14 - Dec 15
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection

Hilton Garden Inn Annapolis Downtown

3.0 star property
0.7 mi from 14 Fleet Street
8.6 out of 10, Excellent, (1015)
"Great value for stay with breakfast included "
United States
Aisling
$79 nightly
The price is $90
Dec 28 - Dec 29
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

The Westin Annapolis

4.0 star property
0.9 mi from 14 Fleet Street
8.6 out of 10, Excellent, (1000)
"Great environment"
United States
Salvador E
$154 nightly
The price is $176
Dec 14 - Dec 15
Total with taxes and fees
The Westin Annapolis

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District, 0.2 mi from 14 Fleet Street
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
$357 nightly
The price is $408
Dec 8 - Dec 9
Total with taxes and fees
86 State Circle - Luxury Boutique Hotel

1313 West Luxury Boutique Hotel

2.0 star property
Homewood, 1.4 mi from 14 Fleet Street
$264 nightly
The price is $302
Dec 10 - Dec 11
Total with taxes and fees
1313 West Luxury Boutique Hotel

TownePlace Suites by Marriott Annapolis

3.0 star property
3.4 mi from 14 Fleet Street
9.4 out of 10, Exceptional, (46)
"Pet friendly."
United States
Sam
$93 nightly
The price is $106
Dec 29 - Dec 30
Total with taxes and fees
TownePlace Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
3.3 mi from 14 Fleet Street
9.0 out of 10, Wonderful, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
$101 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
SpringHill Suites by Marriott Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
3.7 mi from 14 Fleet Street
9.0 out of 10, Wonderful, (1000)
"Clean room, friendly staff"
United States
Jodi
$83 nightly
The price is $95
Dec 28 - Dec 29
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD

Crowne Plaza Annapolis by IHG

3.5 star property
3.1 mi from 14 Fleet Street
8.8 out of 10, Excellent, (1001)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
$97 nightly
The price is $111
Dec 15 - Dec 16
Total with taxes and fees
Crowne Plaza Annapolis by IHG

Candlewood Suites Annapolis by IHG

2.5 star property
3.2 mi from 14 Fleet Street
8.8 out of 10, Excellent, (176)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
$84 nightly
The price is $96
Dec 19 - Dec 20
Total with taxes and fees
Candlewood Suites Annapolis by IHG

Sonesta ES Suites Annapolis

3.0 star property
3.4 mi from 14 Fleet Street
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
$83 nightly
The price is $95
Dec 28 - Dec 29
Total with taxes and fees
Sonesta ES Suites Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
3.1 mi from 14 Fleet Street
8.6 out of 10, Excellent, (1005)
"Great place!"
United States
Tawnya
$83 nightly
The price is $94
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis

Courtyard by Marriott Annapolis

3.0 star property
3.5 mi from 14 Fleet Street
8.6 out of 10, Excellent, (1001)
"Wonderful stay. "
United States
Angela
$97 nightly
The price is $111
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
2.9 mi from 14 Fleet Street
8.2 out of 10, Very Good, (1000)
"Clean room and friendly staff! "
United States
Silvia
$80 nightly
The price is $91
Dec 20 - Dec 21
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
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.

Top 14 Fleet Street Hotel Reviews

Hotels near other 14 Fleet Street attractions

Frequently asked questions

What are the top-rated hotels near 14 Fleet Street?
Discovering top-rated hotels near 14 Fleet Street can elevate your stay in Annapolis, Maryland, whether you're seeking family-friendly hotels or luxurious options with captivating views.

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

West Annapolis Hidden Gem is an inviting retreat located just 1.8 miles from 14 Fleet Street. With a perfect review rating of 10, this charming hotel offers a cozy atmosphere equipped with a full kitchen, including a refrigerator, oven, and dishwasher, ensuring travelers feel right at home. The delightful outdoor space features a patio where travelers can unwind, plus nearby parks for recreation. This hotel is particularly appealing to travelers looking for a comfortable stay with a secured yard and ample amenities for a relaxed getaway.

86 State Circle - Luxury Boutique Hotel

Just a short 4-minute walk from 14 Fleet Street, 86 State Circle is a luxury boutique hotel that enjoys a flawless review rating of 10. Guests are treated to exceptional service with amenities such as valet parking and complimentary toiletries. The hotel is situated in a historical district, offering a unique ambiance that enhances the romantic getaway experience. Early check-in and champagne service add to the allure, making it a great choice for travelers seeking a memorable stay.

Great Entertaining Spot for any Occasion!

Located 4.8 miles from 14 Fleet Street, Great Entertaining Spot for any Occasion! boasts a stellar review rating of 10 and a 4-star rating. This hotel is perfect for gatherings, featuring a spacious kitchen island and a dining area, allowing travelers to enjoy meals together. With amenities such as a water view and a lovely garden, visitors can savor the beauty of Annapolis while relaxing. The outdoor area is equipped with a patio, making it an ideal spot for entertaining or simply soaking in the serene surroundings.
What hotels are within walking distance to 14 Fleet Street?
Discover a selection of top-rated hotels within walking distance to 14 Fleet Street, perfect for a convenient and enjoyable stay in Annapolis.

86 State Circle - Luxury Boutique Hotel

86 State Circle offers an exceptional experience with a perfect review rating of 10, located just a 4-minute walk from 14 Fleet Street. This luxury boutique hotel features a romantic atmosphere, complimentary toiletries, and dedicated concierge services. Guests will appreciate the late check-out option and the covered valet parking, making it an ideal choice for those seeking comfort and convenience.

134 Prince - Luxury Boutique Hotel

Just 2 minutes away from 14 Fleet Street, 134 Prince boasts an impressive review rating of 9.6. This luxury boutique hotel is designed for a delightful stay, featuring a private hot tub, complimentary daily breakfast, and a relaxing garden. Guests can enjoy the convenience of valet parking and early check-in, while the stocked minibar and designer toiletries add a touch of elegance to their stay.

Flag House Inn

Flag House Inn, rated 9.6 and 3.5 stars, is located a mere 3 minutes from 14 Fleet Street. This charming inn offers a terrace for unwinding, along with free daily breakfast and premium bedding for a restful night. Guests will enjoy amenities like valet parking and contactless check-in, ensuring a seamless experience while exploring historic Annapolis.
How much is a hotel near 14 Fleet Street?
Staying near 14 Fleet Street is a treat, with plenty of hotels from $90 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near 14 Fleet Street?
For families seeking top-rated, family-friendly hotels near 14 Fleet Street, Annapolis offers great options that ensure a comfortable stay with ample amenities.

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

This charming hotel is located just 1.8 miles from 14 Fleet Street and is perfect for families. With a perfect travelers' rating of 10, it features a secured yard and an outdoor play area for children, ensuring a fun and safe environment. Guests can enjoy a fully equipped kitchen, a patio, and family-friendly amenities like toys and books for kids, making it a delightful home away from home.

Great Entertaining Spot for any Occassion!

Situated 4.8 miles from 14 Fleet Street, this 4-star hotel holds a stellar travelers' rating of 10. It caters to families with features like a playground and outdoor play area. The kitchen is well-appointed, including a dishwasher and microwave, and there's a spacious patio for family gatherings. This hotel provides ample opportunity for entertainment, ensuring a memorable stay for travelers of all ages.

Hampton Inn & Suites Annapolis

Located 4.7 miles from 14 Fleet Street, this hotel boasts a solid review rating of 8.2. It is designed with families in mind, offering free cribs, rollaway beds, and an arcade game room to keep the kids entertained. Guests can enjoy a complimentary buffet breakfast and the convenience of a kitchenette in their rooms, making it a practical choice for family stays.
Which hotels near 14 Fleet Street offer the best views?
Explore top-rated hotels near 14 Fleet Street that offer stunning views for an unforgettable stay in Annapolis.

Great Entertaining Spot for any Occassion!

Great Entertaining Spot for any Occasion is a charming 4-star hotel located 4.8 miles from 14 Fleet Street, rated an impressive 10 by travelers. This home away from home offers stunning water views and a delightful patio perfect for relaxation. The fully equipped kitchen and outdoor play area cater to travelers looking for convenience and enjoyment during their stay in Annapolis.

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection is a luxurious 4-star hotel located just a 5-minute walk from 14 Fleet Street, with a remarkable review rating of 8.8. Guests can enjoy breathtaking waterfront views from their furnished balconies and take advantage of the rooftop terrace. With amenities such as a 24-hour fitness center, on-site sailing, and boat tours nearby, this hotel promises an engaging experience in Annapolis.
What are the best affordable hotels near 14 Fleet Street?
If you're looking for the best affordable hotels near 14 Fleet Street, you have some excellent options that combine comfort and convenience.

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Just 1.8 miles from 14 Fleet Street, West Annapolis Hidden Gem caters perfectly to families with children, featuring an outdoor play area and plenty of toys to keep them entertained. Guests will appreciate the convenience of in-room kitchens with ovens and dishwashers, as well as a cozy patio for relaxation. This hotel boasts an outstanding review rating of 10, ensuring a memorable stay.

86 State Circle - Luxury Boutique Hotel

Located a mere 4-minute walk from 14 Fleet Street, 86 State Circle is a luxurious boutique hotel that offers a romantic atmosphere with top amenities like complimentary toiletries and WiFi. Guests can enjoy the convenience of valet parking and early check-in services. Rated 10 by travelers, this hotel is ideal for those seeking a stylish and comfortable experience in the heart of Annapolis.

Calico Cottage Guest House

Calico Cottage Guest House is situated 2.4 miles from 14 Fleet Street and is perfect for families looking for a homey atmosphere. This traveler house features an outdoor play area, a kitchenette, and a secure yard for children to play freely. With a perfect review rating of 10, travelers can enjoy the charm of a garden setting along with convenient amenities like a microwave and refrigerator.
Are there any hotels with pools close to 14 Fleet Street?
For those seeking a refreshing stay near 14 Fleet Street, Annapolis, these hotels with pools offer both comfort and convenience.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson is a family-friendly 3-star hotel located just 4.5 miles from 14 Fleet Street. With a superb review rating of 9.0, this hotel features an inviting indoor pool accessible to all travelers, along with a hot tub for relaxation. Guests can also enjoy complimentary buffet breakfast and free parking, making it a practical choice for families. The hotel offers spacious rooms with kitchenettes, ensuring a comfortable stay.

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis is a contemporary 3-star hotel situated 4.7 miles from 14 Fleet Street, a strong 9.0 travelers' rating. This hotel features an indoor pool with sun loungers, ideal for families looking to unwind. Guests will appreciate the complimentary breakfast, express check-in, and a variety of family-friendly amenities, including a rooftop garden and 24-hour fitness facilities. Spacious suites come equipped with kitchenettes, perfect for a longer stay.

The Westin Annapolis

The Westin Annapolis, a luxurious 4-star hotel just 1.3 miles from 14 Fleet Street, is rated 8.6 by travelers. This upscale hotel features an accessible indoor pool and a full-service spa, providing an ideal escape for travelers seeking relaxation. The hotel also offers valet parking, a gourmet restaurant, and a fitness center open around the clock. With its elegant design and top amenities, it promises a sophisticated stay close to the heart of Annapolis.
What are the best pet-friendly hotels near 14 Fleet Street?
Finding the perfect pet-friendly stay near 14 Fleet Street is essential for a memorable experience in Annapolis. Whether you're looking for top-rated options or family-friendly hotels, here are some excellent choices for you and your furry friends.

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis is a delightful 4-star hotel just a 13-minute walk from 14 Fleet Street, an impressive travelers' rating of 9.4. This pet-friendly haven welcomes dogs and cats, offering amenities such as food and water bowls to ensure your pets feel right at home. Guests can also enjoy a variety of amenities including a 24-hour fitness center, complimentary parking options, and easy access to nearby kayaking and boat tours.

Hampton Inn & Suites Annapolis

Located 4.7 miles from 14 Fleet Street, Hampton Inn & Suites Annapolis is a comfortable spot for travelers with pets, featuring a welcoming atmosphere with a review rating of 8.2. This hotel allows pets in rooms and offers additional conveniences like a complimentary buffet breakfast and family-friendly amenities such as cribs and rollaway beds. Guests can also take advantage of the pool and fitness center, ensuring a relaxing stay for the whole family.

The Westin Annapolis

The Westin Annapolis, just 1.3 miles from 14 Fleet Street, is a luxurious 4-star hotel with a travelers' rating of 8.6. This pet-friendly hotel allows dogs and features a range of upscale amenities, including an indoor pool, a full-service spa, and on-site dining options. Guests will appreciate the 24-hour fitness facilities and the serene garden, making it a perfect retreat for both you and your furry companions.
Can I book a fully refundable hotel close to 14 Fleet Street?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "14 Fleet Street", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near 14 Fleet Street?
To look for discounts on hotels near 14 Fleet Street, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.