The Homestead Madison

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Raw space venue

The venue will provide just the space. You’ll bring in your own caterer and vendors.

Full wedding (ceremony and reception) pricing

Starting at $5,000 for off-peak dates, and $7,000 for peak dates

Guest capacity

Up to 24 seated guests


About this venue

Nestled along Connecticut’s picturesque shoreline in the charming beach town of Madison, The Homestead is a boutique bed and breakfast offering a warm and inviting New England retreat just a few hours from New York City and Boston. Our 12 thoughtfully designed guest rooms blend modern comfort with unique character, each featuring a private bathroom and luxury amenities. Four of our rooms are pet-friendly, allowing guests to bring their furry companions along for the adventure. Relax in our welcoming common spaces, including a cozy living room with a fireplace, bright sunroom, and inviting dining room. Outside, enjoy expansive grounds, spacious patios, a large deck, and two fire pits perfect for gathering and unwinding. At The Homestead, we believe in genuine hospitality, providing personalized service while ensuring a peaceful and relaxing stay.


Our event spaces

The Homestead

Turn Your Wedding Into a Full Weekend Experience!

Turn your wedding into a full weekend experience with an exclusive whole-house buyout at The Homestead. Our charming boutique inn offers eleven unique guest rooms, inviting gathering spaces, cozy fire pits, and beautifully landscaped grounds for your closest family and friends to enjoy together. The Homestead provides a warm and intimate setting where your guests can relax, connect, and celebrate. Create unforgettable memories by making the entire inn your private home for the weekend.

Guest capacity

1-30 Seated

1-35 Standing

Square footage

9,000

Ideal for

Wedding ceremony, Welcome party, After party, Other

Guests often feel this space is

“Surprised and delighted”

Included in this room:

- Complimentary breakfast - 2 outdoor firepits, 3 outdoor gathering spaces - Mini fridges - Complimentary beverages and snacks available 24/7 - Pet friendly rooms - Complimentary Wi-Fi UNIQUE FEATURES: - Cruiser bikes - Luxury bath amenities with spa inspired showers and bidets - Indoor and outdoor games including shuffleboard, disc golf, and more - Complimentary beach passes and beach gear - Victrola record players - Luxury Bedding

Room cost

Starting at $7,000 per night for whole house buyout

The Homestead

Turn Your Wedding Into a Full Weekend Experience!

Turn your wedding into a full weekend experience with an exclusive whole-house buyout at The Homestead. Our charming boutique inn offers eleven unique guest rooms, inviting gathering spaces, cozy fire pits, and beautifully landscaped grounds for your closest family and friends to enjoy together. The Homestead provides a warm and intimate setting where your guests can relax, connect, and celebrate. Create unforgettable memories by making the entire inn your private home for the weekend.

Guest capacity

1-30 Seated

1-35 Standing

Square footage

9,000

Ideal for

Wedding ceremony, Welcome party, After party, Other

Guests often feel this space is

“Surprised and delighted”

Included in this room:

- Complimentary breakfast - 2 outdoor firepits, 3 outdoor gathering spaces - Mini fridges - Complimentary beverages and snacks available 24/7 - Pet friendly rooms - Complimentary Wi-Fi UNIQUE FEATURES: - Cruiser bikes - Luxury bath amenities with spa inspired showers and bidets - Indoor and outdoor games including shuffleboard, disc golf, and more - Complimentary beach passes and beach gear - Victrola record players - Luxury Bedding

Room cost

Starting at $7,000 per night for whole house buyout


Available services that can be provided by The Homestead Madison

Services & amenities

  • On-site accommodations
  • Pet friendly
  • Wifi

Accommodations

  • Bedroom suites
  • Double bed rooms
  • Room blocks offered
  • Single king rooms

Reviews

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May, June, July, August, September, October, and November
January, February, March, April, and December
Yes, we offer self-parking.
Cancellation policy for whole house bookings are 30 days in advance. Cancellations prior to 30 days, you will receive a full refund. Cancellations within 30 days, you forfeit 50% of the deposit for the whole house.
Not unless you reserve the entire house. Reservations for a block of guest rooms give you access to those rooms only. If there are other guests who are not in your room block, they are also welcome to use our common areas, as are you.
A staff member is available during regular office hours. Overnight, we provide an emergency number for issues that may arise, such as plumbing problems, power outages, or property damage. We do our best to ensure that most of your anticipated needs are addressed before your arrival and during office hours.
We reserve the right to charge for any damage to the property during your stay. For the protection of all guests, all public areas are monitored by security cameras. We ask you to please do your best to leave the house as you found it.