Boutique Outdoor Waterfront Venue
Holds ceremonies and receptions
The Anchorage is a boutique waterfront outdoor Wedding Venue located on the gorgeous Eastern Shore in Trappe, MD. Our stunning waterfront pavilion includes lofty beamed ceilings with hand-cut timber materials set on an expansive, landscaped lawn to set the stage for an elegant haven combining nature's beauty with timeless sophistication.
At sunset, the Choptank River provides an unforgettable backdrop for your wedding day with soft hues reflecting on the water - an experience that turns your wedding day into pure magic. Enjoy exclusive access to The Anchorage 1800's luxurious rooms that offer an intimate escape for wedding guests. You and your wedding party can also enjoy a rustic retreat in an authentically charming barn, after getting ready in an exquisite party suite that offers space to celebrate, relax, and prepare before the ceremony begins.
The Anchorage is a family-run business providing a dedicated team who will treat each couple like family. They will create a seamless and unique experience from start to finish. Our attention to detail and authentic hospitality will help establish a memorable experience.
Woman-owned Business
2+ years in business
Speaks English
Small team (2-10 members)
Amenities + details
Amenities
Ceremony Area
Covered Outdoors Space
Dressing Room
Handicap Accessible
Liability Insurance
On-Site Accommodations
Outdoor Event Space
Reception Area
Wireless Internet
Ceremony Types
Civil Union
Commitment Ceremony
Elopement
Interfaith Ceremony
Non-Religious Ceremony
Religious Ceremony
Second Wedding
Vow Renewal Ceremony
Settings
Backyard
Barn
Beach
Waterfront
Estate
Garden
Historic Venue
Trees
Venue Service Offerings
Rentals & Equipment
Any questions?
Reviews
5.0
out of 5.02 reviews
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Review photos
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Erin B
Highlighted review.
5.0
9/23/2025
We had our wedding in July 2023 at the Anchorage B&B. We couldn’t recommend it enough. Woody and Michelle were so welcoming and accommodating. From the beginning planning stages un...
til we left, they were attentive, helpful and just overall amazing. They made sure our wedding was flawless and we could not be more thankful for them! The breakfast each day was incredible (especially the blueberry pancakes). Each room was extremely clean and set up so nicely for our guests. Our room specifically had beautiful fresh cut flowers upon arrival which was a very nice touch! The space was BEAUTIFUL - picture perfect. They now have a pavilion that has been build specifically for weddings - it was not finished yet during our stay, so i can only imagine how much it has enhanced the experience of other weddings they've had there! There was so much to do during our stay. We will absolutely be back! We can't thank Woody and Michelle enough for their amazing amazing amazing hospitality. They made our wedding weekend absolutely perfect. 10/5 stars!!!!
Any questions?
Daniel N
5.0
9/23/2025
The Anchorage was amazing! My wife and I got married here last June, and to say everything was perfect would be an understatement. It's hard to put into words explaining how great ...
Woody and Michelle were helping us make our special day go exactly as planned.
The property is beautiful, spacious, and well kept. The waterfront view was the perfect backdrop for our ceremony (Woody even went out of his way to make an aisle of sand for us to walk down). The cigar shack was awesome and the barn was also set up for me and my groomsmen to get ready and hang out until the big moment (they especially enjoyed the darts, ring and hook, and bar with a kegerator). My family and I were very happy with the rooms which were spotless, comfortable, and included refrigerators/kitchenettes. My wife was very happy with her space to get ready, especially with Michelle doing everything she could ensuring the girls had what they needed and making sure everyone was stress free!
Woody and Michelle were more than accommodating. Breakfast was always delicious (the smoothies and Woodys Waffles were my favorites). They were also life savers dealing with our vendors dropping stuff off (at times earlier than expected), even using their golf cart to help move stuff down to the beach to help set up. The golf cart also came in handy taxing people up and down the hill when needed!
I HIGHLY recommend this venue! Woody and Michelle are two of the most kind, accommodating (and hilarious) people I've ever met, and I can't begin to thank them enough for everything they did to make sure our special day went off without a hitch. We fully intend on coming back to enjoy their beautiful BnB again!
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The Anchorage 1800
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