The Homestead Madison Exterior photoThe Homestead Madison Exterior photoThe Homestead Madison Interior photo

THE HOMESTEAD, Madison

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up to 10% less
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Check rooms and rates
From$330 /night
Check-in
17Sept
Check-out
18Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

391 Boston Post Road, Madison, 06443
-
Near Surf Club Beach
Perfect
9.7
9.9
/10
5.0
5.0
/5

The Homestead - A historical, family-friendly, and pet-friendly hotel with free Wi-Fi, private parking, and complimentary bike rentals

Set in Madison, The Homestead is a historical, family-friendly, and pet-friendly hotel offering free Wi-Fi, private parking, and an electric vehicle charging station. Guest rooms are family-sized with private bathrooms, air conditioning, work desks, and free WiFi; some include record players and towel warmers. A buffet breakfast is served daily at The Homestead, featuring local specialties, warm dishes, fresh pastries, fruits, and juice. Onsite leisure includes free bicycle rentals, outdoor fire pits, a garden, sun terrace, and access to a private beach area with sun loungers and umbrellas. The hotel is 5 km from Hammonasset Beach State Park and within easy reach of attractions like Bishops Orchard and Winery, Chamard Vineyards, and Thimble Islands. Tweed-New Haven Airport is 25 km away, and downtown Madison with shops and restaurants is a short drive. Complimentary services include a concierge and luggage storage, and the property features a shared lounge and TV area. Safety features include smoke detectors, fire extinguishers, and a safety deposit box, and the hotel is non-smoking throughout. The Homestead also provides outdoor furniture, a picnic area, and a terrace for guest enjoyment.

Pros

Personalized welcome gifts and pre-arrival music preference calls.

Unique vintage decor and community events throughout the year.

Board games, puzzles, and a popcorn machine available in common areas.

Heated toilet seats and towel warmers in bathrooms.

Cons

Some rooms near the entrance may hear noise from other guests.

Breakfast items are sourced from local purveyors and warmed each morning rather than prepared on-site.

Must-do experiences

  • Stroll around the iconic Wisconsin State Capitol for stunning architecture.
  • Sample a slice of Kringle at the O&H Danish Bakery for a sweet treat.
  • Visit the Chazen Museum of Art for diverse and captivating exhibits.
  • Check out the Dane County Farmers' Market on Saturdays for local goodies.
  • Explore Olbrich Botanical Gardens for beautiful landscapes and serenity.

Select your room type

Find detailed information on rooms, amenities, and exclusive deals for your ideal beach holiday
  • King Room
    2 persons
    20 sq. feet
    1 King-size bed
    Air conditioning
    Heating
  • 1st Floor Private Entrance King Guestroom
    2 persons
    24 sq. feet
    1 King-size bed
    Air conditioning
    Heating
  • 1st Floor Private Entrance King Guestroom Bathtub
    2 persons
    29 sq. feet
    1 King-size bed
    Air conditioning
    Bathtub
Show all rooms

Prices and availability

View real-time room availability and secure the best rate for your travel dates
September 2026 - September 2027
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Check-in/ Check-out

Facilities

Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included
Facilities: Perfect
9.7/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Safe deposit box
  • VIP check-in/ -out
  • Concierge desk
  • Pets allowed
  • Luggage storage
  • Allergy-free rooms
  • Fireplace
  • Smoke detectors
  • Electric vehicle charging station
  • Fire extinguishers
  • Key access

Sports & Fitness

  • Cycling

Guest Parking

  • Private parking is possible on site for free.

Dining

  • Snack bar
  • Outdoor dining area
  • Picnic area/ Tables

Business

  • Fax/Photocopying

Children

  • Board games

Spa & Leisure

  • Beach umbrellas
  • Sun loungers
  • Sun terrace
  • Garden area
  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Dressing area
  • Patio
  • Terrace
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show more

Location

391 Boston Post Road, Madison, 06443
Explore Madison
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Madison Green Historic District
Madison Green Historic District
17 minutes' walk
Historic district featuring a charming green space, perfect for leisurely strolls and community events throughout the year.
Deacon John Grave House Museum
Deacon John Grave House Museum
19 minutes' walk
Preserved colonial house showcasing the area's rich history with guided tours highlighting its unique architecture.
Surf Club Beach
10 minutes' walk
Family-friendly beach offering sandy shores and recreation opportunities, ideal for a relaxing day in the sun.
Meigs Point Nature Center
10 minutes' drive
Nature center with hiking trails and guided programs, great for families or anyone looking to connect with nature.
The Shoreline Greenway Trail
The Shoreline Greenway Trail
15 minutes' walk
Scenic trail perfect for jogging, biking, or leisurely walks amidst beautiful landscapes, suitable for all levels.
M & J Beach Grille and Seafood
10 minutes' walk
Casual seafood eatery known for fresh catches and outdoor seating with a laid-back, beachy vibe.
Cate's Sew Modern
Cate's Sew Modern
15 minutes' walk
Charming café offering diverse dishes and delightful baked goods, with vegetarian and gluten-free options available.
Madison Art Cinemas
20 minutes' walk
Boutique cinema featuring independent films and classics in a cozy setting, great for a casual movie night.
American Legion
15 minutes' walk
Local venue hosting live music and community events in a friendly atmosphere, perfect for enjoying local talents.
How to get around?
  • City Centre
    Madison 15 min  ·  4000 ft
  • Airports
    Tweed-New Haven (HVN) 40 min  ·  16.5 mi
    Hartford-Brainard (HFD) 92 min  ·  37.9 mi
Want to get the best booking rate?
Access special rates for early reservations and start planning your dream beach holiday
Check Rates
Property information and rules
Check-in
from 15:00-20:00
Check-out
until 11 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Pets
Pets are allowed on request.
Number of rooms:
11

Reviews and Ratings

Feedback about The Homestead from previous guests about their experience.
Review score
Based on 229 verified reviews
9.9 /10
Perfect
99 %
Recommend
Breakfast
8.5/10
Cleanliness
9.8/10
Comfort
9.8/10
Facilities
9.7/10
Free Wi-Fi
10.0/10
Location
9.7/10
Paid Wi-Fi
10.0/10
Staff
9.8/10
Value for money
9.3/10
Pros
Attentive staff service
Quality breakfast options
Unique vintage decor
Superb cleanliness
Spacious rooms
Cons
Pillow comfort issues
Limited dining options
Inconsistent amenity availability
Guest reviews
based on 98 reviews
9.7/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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