Historic Inns of Annapolis

What Historic Inns of Annapolis does

Historic Inns of Annapolis is a privately held collection of three boutique historic hotels operating in downtown Annapolis, Maryland. The portfolio comprises the Maryland Inn (44 rooms, est. 1772, pet-friendly, on-site Drummers Lot Pub), the Governor Calvert House (51 rooms, the primary check-in location directly across from the Maryland State House), and the Robert Johnson House (29 rooms of colonial-era architecture with 19th-century antiques), totaling 124 rooms and 9 suites. The business sells overnight accommodations at quote-based nightly rates with seasonal and segment discounts for AAA, senior, military, government, and first-responder guests, and levies a $30+ tax per-night historic preservation fee plus a $45+ tax per-night valet parking charge.

Beyond rooms, the company monetizes 10,000+ sq ft of meeting and event space across seven indoor and outdoor venues — most notably the 2,413 sq ft Governor's Hall (capacity 400) and the 990 sq ft Duke of Gloucester ballroom (capacity 150) — through corporate meetings, conventions, weddings, and social events. Revenue is generated via venue rental, in-house catering with Chesapeake Bay-inspired menus executed by an executive chef team, and ancillary parking and wedding-package services. Distribution is direct-to-consumer through the official website, toll-free and local phone reservations, a 24-hour front desk, a dedicated wedding specialist team, and a corporate sales group handling Request-for-Proposal bookings.

The company is operated under the management umbrella of Remington Hotels, evidenced by Remington-branded digital assets, a Remington-domain wedding-specialist contact, and a careers page hosted at remingtonhotels.com. Customer segments include leisure travelers seeking historic charm and waterfront access, corporate and business-event groups, wedding couples, government and military personnel, and university affiliates (US Naval Academy and St. John's College) served through the formal Academy Club loyalty program and the pet-friendly Historic Hounds package. The portfolio is a Historic Hotels of America member and has received multiple Historic Hotels of America awards of excellence as well as TripAdvisor and wedding-industry recognition.

Name

Historic Inns of Annapolis

Legal name

Historic Inns of Annapolis

Website

https://historicinnsofannapolis.com

Company type

Private

Operating status

Operating

Short description

Historic Inns of Annapolis operates a private collection of three historic boutique hotels (124 rooms, 9 suites) in downtown Annapolis, Maryland, serving leisure travelers, corporate event groups, wedding couples, government and military guests, and Naval Academy and St. John's College affiliates with on-site catering, event venues, and dining.

Ownership category

akta.pro rank

Product category

Boutique Historic Hotels & Event Venues

NAICS

Hotels (except Casino Hotels) and Motels (72111), Hotels (except Casino Hotels) and Motels (721110), Accommodation (721)

SIC

Hotels, Rooming Houses, Camps & Other Lodging Places (7000), Hotels & Motels (7011)

akta.pro primary industry

Historic Inns & Heritage B&Bs (THAGAHAC)

Keywords

• Historic boutique hotels
• Wedding venues
• Meeting event spaces
• Annapolis accommodations
• In-house catering

Headquarters

HQ city

Annapolis

HQ country

United States

HQ region

North America

Offices3 records

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Infrastructure, Supply Chain, Marketing or Sales

Revenue model

1. Guest Room Accommodations: Overnight stays across 124 rooms and 9 suites at three historic inn properties. Room revenue forms the primary revenue stream with nightly rates based on room type, seasonality, and availability.
2. Meeting & Event Spaces: Over 10,000 sq ft of indoor and outdoor event space rented for corporate meetings, conventions, weddings, and social events. Revenue from venue rental fees and associated services.
3. Catering & Banquet Services: In-house catering for events including Chesapeake Bay-inspired cuisine, plated dinners, buffets, and receptions. Custom menus created by executive chef team.
4. Food & Beverage Operations: On-site Drummers Lot Pub operating Wednesday-Sunday evenings. Revenue from food, beverages, and bar sales.
5. Parking Services: Valet parking services at $45+ tax per night with unlimited ins/outs. Additional revenue from parking fees.
6. Wedding Packages & Services: Comprehensive wedding services including venue rental, catering, planning, and decorative services. Revenue from package bookings and per-service charges.

Pricing tiers

Go-to-market motion1 record

Distribution channels5 records

Marketing channels8 records

Core offering

Historic Inns of Annapolis operates three historic boutique hotels (Maryland Inn, Governor Calvert House, Robert Johnson House) totaling 124 rooms and 9 suites in downtown Annapolis, providing overnight accommodations, meeting and event venues spanning over 10,000 square feet, in-house catering and Chesapeake Bay-inspired dining, full-service wedding planning, and on-site F&B at Drummers Lot Pub.

Product overview

Historic Inns of Annapolis is a boutique hotel company comprising three historic properties—Maryland Inn (44 rooms), Governor Calvert House (51 rooms, primary check-in), and Robert Johnson House (29 rooms)—totaling 124 rooms across the Annapolis Historic District. The portfolio includes 7 indoor and outdoor event venues spanning over 10,000 sq ft, including the 2,413 sq ft Governor's Hall ballroom and the 990 sq ft Duke of Gloucester. Dining is centered on Drummer's Lot Pub. The company offers wedding services with Chesapeake Bay-inspired catering, meeting and event planning, and special packages including the pet-friendly Historic Hounds Package and university-affiliated Academy Club membership program.

Differentiator

Problem solved

Functional benefit

Brands

• Academy Club: University affiliate membership program offering priority reservations, welcome gifts, exclusive bar offers, and room upgrades after stays.
• Historic Hounds Package

Products and services

• Maryland Inn An 18th-century historic guesthouse at 16 Church Circle featuring 44 rooms with granite countertop bathrooms, complimentary Wi-Fi, and on-site access to Drummers Lot Pub; the only pet-friendly property among the Historic Inns of Annapolis.
• Governor Calvert House The primary check-in location for all three Historic Inns properties at 58 State Circle, offering 51 rooms with period-style furnishings, complimentary Wi-Fi, and direct location across from the Maryland State House.
• Robert Johnson House A colonial-era property at 23 State Circle comprising three artfully restored houses with 29 rooms furnished with 19th-century antiques and decor.
• Governor's Hall Ballroom A 2,413 sq ft ballroom at Governor Calvert House with chandeliers and French doors opening to a terrace; partitions into West Chamber (882 sq ft), Calvert Chamber (882 sq ft), and East Chamber (651 sq ft), accommodating up to 400 guests for receptions.
• Duke of Gloucester Ballroom A 990 sq ft Victorian-style ballroom at Maryland Inn with large windows, fireplaces, grand chandeliers, and crown molding, accommodating up to 150 guests.
• Drummers Lot Pub An on-site pub at Maryland Inn (16 Church Circle) offering casual dining in a cozy atmosphere, open Wednesday through Sunday, 5 PM to 12 AM.
• Wedding Services Comprehensive wedding planning service offering elegant venues, full-service catering with Chesapeake Bay-inspired cuisine, event decor, audiovisual equipment, bridal suites, rehearsal dinners, and access to a network of preferred vendors (photographers, florists, officiants, entertainment).
• Meeting & Event Catering In-house catering for corporate meetings, conventions, weddings, and social events, featuring Chesapeake Bay-inspired cuisine, plated dinners, buffets, receptions, and custom menus designed by the executive chef team.
• Academy Club Membership Program University affiliate membership program offering priority reservations for Commissioning Week, welcome gift, $50 Drummers Lot Pub certificate, complimentary room upgrades after 12 nights, and guaranteed premium upgrades after 18 nights.
• Historic Hounds Pet-Friendly Package Pet-friendly package at Maryland Inn allowing up to two dogs per room (50 lb max each) with $150 non-refundable pet fee plus $20/day cleaning; leverages walkable downtown location for guests traveling with pets.

Named customers2 records

Segments5 records

Ideal customer profiles5 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

One partnership is on record.

• Remington HotelscoreOthersThe properties are managed by Remington Hotels, a hotel management company. Remington provides operational management, digital presence (website powered by Milestone Inc.), and corporate oversight for the Historic Inns of Annapolis properties.

Scale indicators7 records

Recent moves6 records

Expansion highlights5 records

Others

• Remington Hotels: Third-party hotel management company that operates the Historic Inns of Annapolis (per website source code and careers page). Sister and managed properties within Remington's portfolio share operational standards, technology platforms, and distribution reach.

Direct peers

• Graduate Annapolis: Boutique lifestyle hotel located in Annapolis, targeting similar leisure and university-affiliated demand (including Naval Academy visitors). Comparable room count and pricing tier, but competes with a modern, design-forward brand proposition rather than a heritage positioning.
• Hotel Monaco Baltimore (Kimpton): Historic boutique hotel in nearby Baltimore offering similar upscale accommodations, event space, and Chesapeake Bay–area leisure demand. Comparable boutique positioning and meeting/event capabilities within the same regional market.
• Westin Annapolis: Modern full-service hotel operating in the same downtown Annapolis market. Directly competes for the same leisure, corporate, and group business but offers contemporary amenities, brand loyalty (Marriott Bonvoy), and scaled meeting space rather than historic character.
• Annapolis Waterfront Hotel (formerly Loews Annapolis): Full-service waterfront hotel in downtown Annapolis directly competing for corporate meetings, weddings, and leisure stays. Overlaps on meeting space, catering, and group booking capabilities.
• The Lord Baltimore Hotel: Iconic historic hotel in downtown Baltimore, Maryland. Comparable heritage-driven boutique positioning, group/wedding event focus, and urban Mid-Atlantic setting; appeals to overlapping leisure and corporate clientele.

Broad incumbents

• The Brown Palace Hotel (Denver): Historic landmark hotel operating since 1892 with comparable heritage-driven boutique positioning, on-site F&B operations, and group/wedding event focus. Useful benchmark for revenue mix and pricing power of long-tenure historic hotels.
• The Willard InterContinental Washington: Landmark luxury historic hotel in Washington, D.C. Competes for premium leisure, government, and group demand from the same regional feeder markets (Maryland, mid-Atlantic) while offering far larger scale and broader luxury amenities.
• The Mayflower Hotel, Autograph Collection (Washington, D.C.): Iconic historic Washington, D.C. hotel with comparable heritage positioning, large-scale event/ballroom capacity, and Mid-Atlantic government and leisure demand. Functions as a larger-format historic-hotel benchmark with overlapping corporate-event capabilities.
• Omni William Penn Hotel (Pittsburgh): Historic grand hotel comparable in heritage positioning, ballroom capacity, group/wedding business, and urban Mid-Atlantic-style setting. Provides a benchmark for historic hotels leveraging event space as a core revenue driver.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat3 records

Key risks5 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/HistoricInnsofAnnapolis
• Instagraminstagram.com/historicinnsofannapolis

Revenue estimate

Valuation estimate

Number of profiles

Profiles2 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Historic Inns of Annapolis