"We got to the hotel at 4:00pm. No place to park so I went in to check in and find the valet. I asked the gentleman at the desk about valet and he said he had nothing to do with valet. They are busy and I need to wait out front. I said okay. I asked if he knew where the restaurant I booked was and at first not a clue and then he pulls out a list of restaurants and says it’s on the list. I ask where is it? His response it’s on the list. Okay. He obviously did not understand English so I thought I’ll ask the valet. I went to the valet and he told me we are not in the main building and he has no time to help us. He wasn’t sure if he could valet the car. I was confused and then he said leave the car and you can take your luggage to the building you are staying in. Well it ended up being about 5 blocks away on cobblestone sidewalks up hill. Okay so much for customer service. I realized they were not going to take care of us in any way. No customer service! I can’t believe I paid that much money and it was a room the size of a shoe box with no service. "
"The location of the hotel is a little far from the city center and the beach. The satisfaction is that the parking is free, the room is clean, the front desk service is very good, the restaurant breakfast service is slightly worse, the waiter is serious..."
"Overall, the surrounding environment is also good, dining and shopping are convenient. But the room is not big, saying that the standard room is allowed to sleep 4 people, but a bed is about 1.3m. It is still difficult to sleep two people. Two people can live in one room, 3-4 people, and they are crowded. Our family of three traveled, and one room slept all night, feeling too crowded, and made up a room the next day, everyone can rest better."
"Pros- Hotel is clean, new and has nice lounge area by bar with comfortable seating and big screen TV over fireplace. Shower has great water pressure and plenty of hot water.
Cons- checking process was terribly slow for us and many others. There was only one person working at check in time and line was long and slow. Room was fairly tight, fridge was smaller than usual hotel mini-fridge, bathroom did not have a vent.
Breakfast was average- sausage and scrambled eggs all 3 days , yogurt with plenty of toppers (seeds, raisins, nuts etc), hard boiled eggs and store bought style bagels (not fresh) and no pastries. Coffee was NOT available shortly after breakfast was over. Most hotels have coffee available all day."
With a stay at Flag House Inn, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and Annapolis City Dock. This bed & breakfast is 0.5 mi (0.7 km) from Maryland State House and 1.5 mi (2.4 km) from Navy-Marine Corps Memorial Stadium.
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and concierge services.
A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.
Featured amenities include complimentary newspapers in the lobby and refrigerator in a common area. Self parking (subject to charges) is available onsite.
Make yourself at home in one of the 5 individually decorated guestrooms, featuring free minibar items and espresso makers. Your memory foam bed comes with Frette Italian sheets. 55-inch LED televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers.
"Twin room, the room is too small, the whole room is two beds. The facilities are not very good, the refrigerator is regularly ringing at night, the heating is very noisy, the bathroom is small enough to be difficult to get down!"
"In addition to the front desk calling at 8 o'clock to say that my card has a problem, saying that it can't be used, after explanation, it has been corrected, it seems that the front desk idea is not very clear. The rest is OK!"
When you stay at 134 Prince - Luxury Boutique Hotel in Annapolis, you'll be in the historical district, within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay. This hotel is 19.5 mi (31.4 km) from Chesapeake Bay Bridge and 0.1 mi (0.1 km) from Annapolis City Dock.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this hotel include wedding services and a communal living room.
A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.
Featured amenities include a business center, express check-in, and express check-out. Self parking (subject to charges) is available onsite.
Make yourself at home in one of the 5 guestrooms featuring free minibar items and Smart televisions. Your memory foam bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Very Good
18 reviews
8.6/10
1 night
From DKK 1,371
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Trip.com's insights for hotels in Annapolis
Plan smarter with Trip.com’s data-backed insights on travel seasons so that you can book your Annapolis hotel at the right time!
Which month offers the lowest hotel rates in Annapolis?
February is the most affordable month to book a hotel in Annapolis, with average nightly rates around DKK 1,270. Prices peak in November, when rates reach about DKK 2,357 per night.
(Based on Trip.com data from May 26, 2025 to May 26, 2026.)
0
DKK 1,000
DKK 2,000
DKK 3,000
DKK 1,896
May
DKK 1,669
Jun
DKK 2,069
Jul
DKK 1,350
Aug
DKK 1,738
Sep
DKK 1,633
Oct
DKK 2,357
Nov
DKK 1,341
Dec
DKK 1,271
Jan
DKK 1,270
Feb
DKK 1,681
Mar
DKK 1,414
Apr
What is the cheapest day of the week for hotels in Annapolis?
Hotel rates in Annapolis are typically lowest on Sunday, with average nightly rates around DKK 1,359. Friday tends to be the most expensive, averaging DKK 1,777 per night.
(Based on Trip.com data from May 26, 2025 to May 26, 2026.)
0
DKK 500
DKK 1,000
DKK 1,500
DKK 2,000
DKK 1,483
Mon
DKK 1,553
Tue
DKK 1,527
Wed
DKK 1,453
Thu
DKK 1,777
Fri
DKK 1,735
Sat
DKK 1,359
Sun
Explore accommodation types in Annapolis
Immerse yourself in the vibrant atmosphere of Annapolis with our handpicked accommodation options
Check out these top-booked hotels from the past 30 days!
9.1/10
106 reviews
Graduate by Hilton Annapolis
Hotel near Annapolis
Popular choice among guests booking hotels in Annapolis
Graduate by Hilton Annapolis immerses you in local history and Navy traditions with creative interiors and college nostalgia. Located in the Arts District, a short stroll from the U.S. Naval Academy and Chesapeake Bay, our hotel is the perfect base for exploring. Enjoy amenities like Malin + Goetz bath essentials, bike rentals, and pet-friendly accommodations.
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8.6/10
49 reviews
Residence Inn Annapolis
Hotel near Annapolis
Popular choice among guests booking hotels in Annapolis
Discover extended-stay comfort and modern convenience at the Residence Inn Annapolis, Maryland your premier choice for extended stays. Residence Inn combines with Fairfield Inn to offer a Dual-Branded hotel in Annapolis, Maryland. By combining the expertise and distinct offerings of two brands, these hotels provide a unique experience for all types of travelers. Whether traveling for business or leisure, our spacious studio and one-bedroom suites are tailored to your routine. Enjoy fully equipped kitchens, free breakfast, 24/7 fitness center, and free Wi-Fi. Explore Annapolis's top attractions like the historic waterfront, U.S. Naval Academy, Navy-Marine Corps Memorial Stadium, and bustling downtown. For business travelers, we're in close proximity to Anne Arundel Medical Center, Maryland State House, and Baltimore Gas and Electric Company. Whether you seek relaxation or productivity, Residence Inn Annapolis is your haven.
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9.1/10
0 reviews
86 State Circle - Luxury Boutique Hotel
Hotel near Annapolis
Popular choice among guests booking hotels in Annapolis
With a stay at 86 State Circle - Luxury Boutique Hotel, you'll be centrally located in Annapolis, a 1-minute drive from U.S. Naval Academy and 12 minutes from Chesapeake Bay Bridge. This hotel is 4.7 mi (7.5 km) from Chesapeake Bay and 0.1 mi (0.1 km) from St. John's College.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services.
A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.
Featured amenities include express check-out, dry cleaning/laundry services, and a 24-hour front desk.
Treat yourself to a stay in one of the 9 individually decorated guestrooms, featuring heated floors. Your memory foam bed comes with Frette Italian sheets. Complimentary wireless internet access is available to keep you connected. Conveniences include safes and a turndown service, and housekeeping is provided daily.
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10/10
4 reviews
1313 West Luxury Boutique Hotel
Hotel near Annapolis
Popular choice among guests booking hotels in Annapolis
With a stay at 1313 West Luxury Boutique Hotel in Annapolis (Homewood), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge. This hotel is 0.5 mi (0.8 km) from People's Brewer Hill Cemetery and 0.8 mi (1.3 km) from Maryland Hall for Creative Arts.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This hotel also features concierge services and a communal living room.
Cooked-to-order breakfasts are served on weekends from 8:00 AM to 9:00 AM for a fee.
Featured amenities include express check-in, express check-out, and dry cleaning/laundry services. Free self parking is available onsite.
Make yourself at home in one of the 7 air-conditioned rooms featuring heated floors and Smart televisions. Your memory foam bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Conveniences include minibars and coffee/tea makers, and housekeeping is provided on request.
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Handpicked budget hotels in Annapolis
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Annapolis affordable stays selected for value, comfort and location.
10/10
19 reviews
Secluded Cozy Cottage in Historic Downtown
Hotel near Annapolis
Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe
Enjoy having Historic Annapolis Towncenter in your backyard
Jack & Jill bath separates queen bedrooms
Hardwood floors adorn common areas
Gourmet kitchen w/ extensive granite countertops, breakfast bar & amenities
Dining table & chairs, extra-large comfy couch nestled between 2 chaise lounge chairs, 55" Roku tv, full daybed, electric FP, towels, linens, pvt laundry, and more! The space Pvt entrance leads through a brick terrace to your hidden cottage retreat. Personal keypad entry.
Open floor plan & cathedral ceilings provide an abundance of natural light & space. Guest access Guests have exclusive cottage access and shared access to the back patio amenities including a complimentary BBQ. Other things to note Friendly, well trained Dogs are welcome: $50 weekly pet fee/per dog.
Offsite parking … There are several public garages within a 5min walk
If you’re visiting during a weekend or federal holiday, Calvert Garage is an easy walk & parking’s FREE! :) Complimentary parking is available after 6pm Fri through 6am Monday and during federal holidays.
(DIRECTIONS TO CALVERT GARAGE) -From 50 E take exit 24 towards Historic Annapolis/70S/Rowe Blvd, (1.3mi) -Turn left on Calvert Street (last light before the State House) -Turn left on St. John's Street. - Garage is on the left.
St. John's Street also offers 9hr free Street parking. All street parking is free 10pm-8am.
(WALKING DIRECTIONS TO CORNHILL FROM ST JOHNS ST) -Walk toward the State House -Cross College Avenue onto North St (cedar shake home on L.) -N. Street leads to State Circle. -Take a left on the circle. -Walk past Marland Ave (boutique shops) Harry Browns restaurant (EXCELLENT!) & The Historic Maryland Inn. -Turn left on Cornhill Street. -53 is the 3rd house down on the Right.
It’s roughly a 10-minute walk.
Many Guests have also found Gotts garage to be easy & affordable. $15-$20/day
City Authorities recommend Park Place Garage (discounted through the Noah Hillman Garage rebuild). Easy walk or take the shuttle. Running every 8-10 minutes.
There’s also a free on-demand service for those arriving or departing after shuttle hours. M-S 7a-11p / Sun 8a-8p
See the attached map to help.
You’re welcome to quickly drop your bags before parking. Cornhill’s a fairly narrow one-way street. If there is no place to pull over, please be sure a driver remains with the vehicle so you don't block traffic.
Let me know if you have any questions and/or if there's anything I can do to make your stay better.
Look forward to hosting you. JenniferAbout pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No open flame candles, NONE. Instead, flameless, battery-operated candles are provided".*PLEASE do not scratch the floors
*If furniture is moved, PLEASE return to its original location.,*NO confetti or glitter. Extra cleaning fee charged..About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 20,Quiet hours 10p & 8a are strictly enforced..
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9.8/10
0 reviews
Historic Annapolis Home 1.5 blocks from center of town.
Hotel near Annapolis
Historic home 1.5 blocks from center of town. Easy walk to the shops, food, harbor, Naval Academy and historic attractions. Full kitchen with gas range if you decide not to partake in the plentiful dining options around town. Outside deck with BBQ a great space for entertaining. Verizon Fios Wi-Fi and central AC. Two bedrooms with full baths plus a queen sleeper sofa. Fits up to 6 guests comfortably. Water front park one block away. Perfect for siting and having your morning coffeeAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment that sleeps 3-4 adults comfortably and has its own separate lower-level entrance. This lovely and private single-family home is situated on a quiet, dead-end street adjacent to a wooded wildlife preserve. We provide free, unlimited parking, just on the edge of town near the Annapolis Arts District and close to the United States Naval Academy's Stadium.
Explore Historic Annapolis, the Chesapeake Bay, the United States Naval Academy, Washington, DC and the Eastern Shore during your stay. Numerous restaurants are located within walking distance and there's fare to satisfy any preference, including: Seafood, Mediterranean, Italian, American, Local, Thai, Asian Fusion, Small Plates, and more. Shuttle service is available from the nearby Westin Hotel to take you to the heart of downtown in just minutes to enjoy more restaurants, shopping, live music, the historic district, and our famous waterfront.
Your Accommodations: Designed with a mid-century vibe, this 750 square-foot guest apartment is sparkling clean and fully furnished with a well-stocked kitchen, dining/workspace, living room, smart TV, full-size sleeper sofa for an extra guest or two, a pretty bath, comfortable bed linens, and a private patio. This is truly a private oasis that will help make your stay in Annapolis comfortable and memorable.
Your Host: We live in the main house and maintain a quiet presence that ensures privacy during your visit. Extended stays are encouraged!
Children: The apartment is not child-proofed, and the furnishings are more adult-friendly. However, families have stayed here with infants, toddlers, and young children quite easily, and they've especially enjoyed having access to the back yard and woods! Reach out to inquire about how we can meet your family's needs.
Number of Guests: The maximum number of guests that can be accommodated is 4. The apartment most easily fits up to 3 adults or 2 adults and 1 to 2 children. Four adults have stayed comfortably using the full-size sleeper sofa. Plus, we provide an organic latex mattress topper and nice bed linens to enhance your comfort.
Getting here: Not driving? BWI International Airport, Washington Reagan National Airport, Dulles International Airport and Amtrak all provide convenient ways to reach Annapolis. Once here, expand your horizons beyond Annapolis to visit Washington, DC, which is easily accessible via the Metro system's New Carrollton Station - a 25-minute drive from the apartment and Baltimore's waterfront - only a 30-minute drive.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 3-17.Please contact us if you have very young children..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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9.6/10
0 reviews
Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!
Hotel near Annapolis
Welcome to your dream stay nestled in the heart of Historic Downtown Annapolis! Located just 45 feet from downtown Annapolis's City Dock and 150 feet from the main entrance of the U.S. Naval Academy! This stunning 4-bedroom (5 bed), 3-bath home offers the perfect blend of southern charm, luxury, and an unbeatable location for walking to everything! Whether you're visiting for a Naval Academy event, a weekend getaway, nautical event, or a family gathering, this property is your can't-pass-up home base! Inside, enjoy a spacious layout designed for comfort and togetherness. Each of the three full bathrooms features a custom walk-in shower, and each of the four bedrooms is uniquely styled for relaxation after a day of exploring this beautiful town.
When you're not enjoying the walkable beauty of Annapolis, retreat to the private back patio, where string lights twinkle above cozy seating under the pergola and a propane grill invites you to fire up a home cooked meal under the stars!
Sleeps 8 | 3 Full Baths | Historic District
Key Amenities:
- Prime location: 45 feet from downtown, 150 feet from USNA Gate
- 4 private bedrooms (5 beds) with comfortable bedding and foam mattresses
- 3 full bathrooms with custom walk-in showers
- Fully equipped kitchen with modern appliances
- High-speed Wi-Fi & smart TVs
- Charming back patio with string lights, outdoor seating, and propane grill
- Central air conditioning & heating
- Washer/dryer in-unit
- Coffee station (fully stocked) to jumpstart your mornings
- Multiple parking garages under 1 mile from the property (pay to park street parking also available with a 2-hour maximum time limit)
Whether you're here for history, celebration, or relaxation, this property offers a five-star experience with an authentic Annapolis backdrop creating the perfect getaway you've been looking for!About pets:Pets allowed: limit 2 total.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.
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9.6/10
7 reviews
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Hotel near Annapolis
Your family will be close to everything when you stay at this centrally-located place. Two blocks to Main Street, the Naval Academy, Downtown Annapolis and Historic Maryland Ave, this 1875 home has been fully renovated and updated for our guests. Boasting beautiful views of Historic Paca House and book ended by Spa Creek and St. John's College, the location is amazing. Kid friendly house with a quiet and secluded back patio for relaxing. Entire interior (baths, kitchen, flooring and furnishing) was just renovated this year. Hotel quality linens and towels ready for your next trip to Downtown Annapolis. About pets:Pets allowed: limit 1 total.Aske the owner before, with permission.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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9.6/10
0 reviews
Walk to the stadium! - Lighthouse on Glenwood
Hotel near Annapolis
Welcome to your Annapolis retreat! This fully renovated Homewood colonial is ideal for Commissioning Week, Navy games, the Boat Show, and more. Enjoy hardwood floors, a sunny master suite with walk-in closet, bunk room, finished basement, and a spacious private deck. Just minutes from downtown, Navy Stadium, and all that Annapolis has to offer—perfect for families or groups looking for comfort and convenience in a prime location.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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9.6/10
70 reviews
Annapolis Condominium in the heart of the historic center
Hotel near Annapolis
Don’t miss our unique two floor condominium in Historic Annapolis downtown with 3 bedrooms (one queen, two rooms with two singles per room), living room with 42' flatscreen tv, stereo, kitchen with stainless appliances and granite countertops, and two full bathrooms. Hardwood floors throughout. This unit requires guests to climb two flights of steps. You will be glad you did as it is an oasis in the heart of Historic Annapolis!
There is a large deck with city views of the historic Maryland State House.
The condo is one half block from Main Street, where coffee bars, restaurants, shops, entertainment and history awaits. The condo is within five blocks of the Naval Academy, City Dock and the harbor. Historic Annapolis is a great place to walk and enjoy the sites, the water and the entertainment, with live music, carriage rides and piano bars. There are local theatres, antique shops, boutique clothing shops and art shops all within a few blocks.
Keywords: Historic District - Downtown - Condominium - Two StoryAbout pets:No pets allowed.Small to medium trained pets with Pet Deposit..About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.Back deck with two flights stairs to fenced yard..About customRules:No grills on outside deck due to fire regulations..About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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10/10
4 reviews
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Hotel near Annapolis
The Corner House – Quaint and Cozy 2 Bedroom Suite with Parking The Corner House is a hidden gem located in the quaint President’s Hill neighborhood in historic Annapolis. New to the market, this suite is a cozy nook nestled on the third floor of this historic house. It is one block from West Street. This area of Annapolis is a vibrant and historically significant area that offers a mix of history, arts, culture, dining, and entertainment, making it a unique and lively part of the city.
Situated just a short walk from the heart of the West Street Arts District, The Corner House is a home away from home. Enter through a white picket fence and onto a covered front porch. This is where you can enjoy your morning coffee and your afternoon tea or glass of wine when you return from your ventures. Enjoy the artwork of local and east coast regional artists that is displayed in the foyer and throughout the home.
Known as “Cunningham’s Retreat”, this loft-style suite boasts both a nautical character and coastal charm. One of three suites in this tri-gabled opulent Hill Street home offers a tranquil and comfortable vacation experience. This beautifully designed and decorated haven has two bedrooms, one bathroom and a kitchen. Includes off street parking for one vehicle.
Moreover, guests will enjoy easy access to a vibrant scene with nearby restaurants, taverns, galleries, and music venues. This location is conveniently situated. It has easy walking equidistance to everything uptown and downtown Annapolis, such as Maryland State House, Governor’s Mansion, Market House, Ego Alley, St John’s College, US Naval Academy, Navy-Maine Corps Memorial Stadium, historic sites, waterfront locations, and parks.
West Street in historic downtown Annapolis holds significant cultural and historical importance. It is renowned for its thriving arts and culture scene. It’s home to numerous art galleries, studios, and performance venues, making it a focal point for visitors, artists, and art enthusiasts. While known for its artistic vibe, West Street also retains its historical charm with well-preserved architecture, including charming row houses and historic buildings. The street offers a diverse range of dining options, from trendy cafes to upscale restaurants. It’s also a hub for live music, with bars and venues hosting local musicians and bands. West Street features boutique and specialty shops making it a great destination for shopping for unique and artisanal items.
Throughout the year, West Street hosts various festivals and events, including art festivals, live music performances, and cultural celebrations fostering community and unity.
Guests will enjoy their quiet and serene visit at The Corner House. This is a legally licensed rental property. We strongly enforce our policies of no parties and no illicit drug use. This is a non-smoking property. Pets are not permitted. No children under the age of 12 years old. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
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