146 Hotels and Inns near Chester, MD

Baltimore, MD  
Capacity: 2500
Fast Response
$20 per person
Game is 10,000 square feet of AWESOME. Located next to M&T Stadium and The Horseshoe Casino. We offer free parking, great food, drinks, games and something for everyone. Our amenities are listed below and we feature a free shuttle to the stadiums and for groups. We are a great place for corporate ev
Baltimore, MD  
Capacity: 450
$20-$74.90 per person
Do something different for your next event with Spirit of Baltimore! An Inner Harbor cruise becomes the perfect venue for corporate or social gatherings, weddings, birthdays, anniversaries, or simply entertaining guests. Offering dining, entertainment and sightseeing all in one place, Spirit turns y
Annapolis, MD  
Capacity: 120
$84.95 per person
The Galway and Kilkenny rooms at the O’Callaghan Annapolis Hotel in Maryland can accommodate up to 150 people for meetings or 120 for private dining and can be subdivided for smaller meetings, events or weddings in Annapolis. Our intimate facilities allow for personal attention to every detail of yo
Poised between the 18th century splendor of historic Annapolis and picturesque views of the Chesapeake Bay stands the Annapolis Marriott Waterfront, welcoming guests to discover one of America's favorite colonial towns
Conveniently located in the center of Maryland's famous capital city, our hotels are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Host your business gatherings, nuptials, or social events at our inspiring boutique ho
Annapolis, MD  
Capacity: 60
$21.95-$40 per person
We are happy to welcome you to The Lounge at Stan and Joe's! For those of you who don't know, this was always a part of the dream and vision for Stan and Joe from the very beginning. The Lounge offers a different vibe than our Saloon. We are happy to offer Annapolitans a quiet, slightly upscale, lou
Contemporary 6-story Atrium Hotel & Conference Center (1992), located near US Naval Academy, Capitol & historic sites.
Friendliness, humor, hospitality, fine Irish food and drink: all these combine to create The Irish Pub experience. There is nothing to equal the ambiance of an Irish pub, nothing to match its casual and attractive sociability. The Irish have always known that. Irish pubs allow people to relax and b
Annapolis, MD  
Capacity: 760
Fast Response
Only hotel to receive consecutively Couple's Choice Award in Annapolis for 2013, 2014, 2015 & 2016 "Westin Annapolis Weddings and Receptions" The Westin Annapolis offers the perfect blend of upscale appeal and outstanding service in a unique destination. Listening to your needs and
Annapolis, MD  
Capacity: 150
Fast Response
$15-$105 per event
The Club At South River offers unique spaces set amidst a lush scenic backdrop and is a welcome escape from the ordinary. The Clubhouse features a distinctly different rustic-style Great Room with majestic chandeliers, grand staircase, stone fireplace & bar which is equipped with modern touches such
St. Michaels Harbour Inn, Marina & Spa is a full-service resort located on the harbor in picturesque St. Michaels, featuring spacious waterfront suites and a 50-slip transient marina offering all the modern facilities of our luxurious resort. For your wedding, rehearsal dinner, family reunion, o
We have a social hall that seats 176 and a picnic grove that seats over 500. Our hall has a bar that comes with a bar tender. We have a kitchen that clients can rent or they can have us cater the events for them. The hall has a stage for bands or D.J.'S. Our picnic grove is located behind the build
Annapolis, MD  
Capacity: 40
$32-$60 per person
We welcome Stoney River Annapolis, MD. No matter whatever is the occasion, we can help you make the most of it in a setting that is both intimate and inviting. Whether you’re organizing a work function, a social event or a family get together, we can help you make it a success from start to finish.
Over 12,000 square feet of flexible meeting space Two Elegant Ballrooms Full service catering prepared by Award Winning Chef Charles McKnew All Inclusive Wedding Reception Packages available 219 guest rooms Complimentary Shuttle Service within 5 mile radius of hotel On-Site Ports of Call Rest
Two-story Motor Hotel situated 3 1/2 miles from the Naval Academy & historic area.
Annapolis, MD  
Capacity: 50
Our goal is to make sure that your next event or occasion is spectacular and memorable. You choose the type of event or occasion, whether it's a small intimate setting or large business/corporate event and allow us to do the planning, therefore you can relax and enjoy the special occasion. Located
Welcoming lobby with fireplace & high ceiling; brick building with 5 floors; very comfortable ambience.
Two story Motor Inn, modern accommodations with a colonial ambience; located on Route 33; one mile from historic town and shops.
Let one of our functional Baywood meeting rooms reflect that you mean business. Both rooms are equipped with food service areas that allow your attendees to food and beverage without disruption of your meeting; comfortable chairs and skirted tables with linen; complimentary pens, notepads and ice wa
Are you looking for a place to have a party, family reunion, wedding, or have something special planned? We have 10 rooms with spectacular views of the Chesapeake Bay. Along with kayak and bicycle rentals, we have an inside and outside bar, and restaurant. Guaranteed to have a good time!
Crownsville, MD  
Capacity: 150
BRAND NEW WATERFRONT VENUE! Meet in Style, Stay in Luxury! $500 off for the first 10 bookings!
Easton, MD  
Capacity: 325
Tidewater Inn is a charming and elegant Maryland Eastern Shore hotel with roots that trace back to 1712. A romantic hideaway nestled in historic downtown Easton, Maryland, surrounded by boutiques, art galleries, gourmet restaurants and the famed Avalon Theatre. The Inn features 98 well appointed bo
The Quality Inn Easton offers 3 meeting rooms - Talbot, Cambridge and Mallard Board Room. The Talbot room can accommodate up to 70 people and the Cambridge room can accommodate up to 40 people. Whether planning a bridal shower, baby shower, graduation social, family reunion, or other event, we loo
Experience Eastern shore hospitality at its best with a warm welcome by the friendly staff at the Holiday Inn Express Easton. Then, kick off your shoes and relax in on of our 73 well appointed guestrooms. Every morning awaken to fresh brewed coffee, cold juice, pastries, cereals, bagels and fresh f
Chestertown, MD  
Capacity: 22
Plan your next event at our elegant 1860 plantation bed and breakfast surrounded by beautiful gardens. Brampton is perfect for intimate celebrations, including vow renewals, anniversaries, elopements and small weddings for up to 20 guests.