The Homestead Madison Exterior photoThe Homestead Madison Exterior photoThe Homestead Madison Interior photo
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From330US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

391 Boston Post Road, Madison, Connecticut, United States, 06443
-
Near East Wharf Beach Park
Perfect
9.5
9.9
/10
5.0
4.9
/5

Location

The Homestead is located in the scenic town of Madison, surrounded by picturesque landscapes and outdoor recreational opportunities. The hotel is conveniently positioned near the access points to local hiking and biking trails. Guests can enjoy close proximity to Lake Monona, offering waterfront activities and exploration.

Rooms

The Homestead offers a variety of spacious accommodations, including family suites and deluxe rooms. Each room is equipped with a kitchenette, allowing for convenient meal preparation during stays. Guests will appreciate the in-room amenities such as flat-screen TVs and comfortable bedding.

Dining

The on-site restaurant at The Homestead specializes in locally sourced dishes, providing a taste of the region. Guests can start their day with breakfast options that include freshly prepared meals. Room service is also available for guests who prefer dining in their accommodations.

Family-Friendly Amenities

The hotel offers amenities tailored for families, including a dedicated kid's play area and outdoor games. Children will enjoy craft activities and seasonal events organized by the hotel staff. A children's menu is available at the restaurant to cater to younger guests.

Wellness

Guests at The Homestead can unwind in the indoor swimming pool, designed for relaxation and fun. A fitness center is available, equipped with modern exercise equipment to support active lifestyles. The hotel also offers seasonal outdoor activities, encouraging guests to stay engaged with nature.

Highlights

Location: close proximity to Lake Monona

Rooms: family suites with kitchenettes

Dining: on-site restaurant with local dishes

Family-Friendly: dedicated kid's play area

Must-do experiences

  • Stroll through Olbrich Botanical Gardens for serene views.
  • Savor a bratwurst at the famous Madison Farmers' Market on Saturdays.
  • Explore the Chazen Museum of Art for diverse local exhibitions.
  • Catch a show at the historic Orpheum Theater for a great night out.
  • Visit the quirky House on the Rock for breathtaking architecture.
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Select your room type

The Homestead offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
1st Floor Private Entrance King Guestroom Bathtub
2 persons
315 sq. feet 
1 King-size bed
Shower
Heating
Family Suite
2 persons
455 sq. feet 
1 King-size bed
Shower
Heating
1st Floor King Guestroom
2 persons
220 sq. feet 
1 King-size bed
Shower
Heating
King Room
2 persons
220 sq. feet 
1 King-size bed
Shower
Heating
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Facilities

The Homestead offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.6/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Free 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

Dining

  • Snack bar
  • 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
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The Homestead Location

391 Boston Post Road, Madison, Connecticut, United States, 06443
Map view
391 Boston Post Road, Madison, Connecticut, United States, 06443
Nearby
853 Boston Post Rd
Allis-Bushnell House and Museum
3800 ft
13 Surf Club Rd
Surf Club Beach
2500 ft
Madison
Madison Green Historic District
3400 ft
Surf Club
2400 ft
West Wharf
3900 ft
Restaurants
M & J Beach Grille and Seafood
2200 ft
87 Surf Club Rd
Explore Madison
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Surf Club
Surf Club
10 minutes' walk
A scenic beach spot with picnic areas and a swimming lagoon, ideal for family outings and relaxation.
Madison Green Historic District
Madison Green Historic District
17 minutes' walk
Features colonial-era architecture and vibrant green spaces, perfect for leisurely strolls and community events.
Deacon John Grave House Museum
Deacon John Grave House Museum
19 minutes' walk
A charming museum showcasing early colonial life, with guided tours available for a deeper insight into history.
West Wharf Beach
15 minutes' walk
A beautiful beach offering picturesque views, ideal for sunsets and casual beach walks.
Hammonasset Beach State Park
Hammonasset Beach State Park
15 minutes' drive
A large park featuring hiking, biking, and extensive beach access, perfect for outdoor enthusiasts.
Yoga on the Beach
10 minutes' walk
Relaxing beach yoga sessions offer guests a chance to unwind and rejuvenate by the sea.
Biking at Bauer Park
10 minutes' drive
Explore trails with bike rentals available, suitable for both beginners and experienced riders.
M & J Beach Grille and Seafood
M & J Beach Grille and Seafood
10 minutes' walk
Casual seafood eatery known for fresh catches and waterfront views, perfect for relaxed family dining.
Anna Mia's
20 minutes' walk
Cozy Italian restaurant offering authentic dishes, famous for its pasta and family-friendly atmosphere.
Madison Art Cinemas
5 minutes' drive
A charming cinema showcasing indie films and classics; ideal for a cozy movie night.
The Madison Beach Hotel
15 minutes' walk
Hosts live music events in a relaxed setting; perfect for unwinding with friends after a day of exploring.
American Legion
15 minutes' walk
A local spot often featuring community events; great for mingling and experiencing local culture.
Getting around
City Centre
Madison15 min  ·  4000 ft
Airports
Tweed-New Haven (HVN)40 min  ·  16.5 mi
Hartford-Brainard (HFD)92 min  ·  37.9 mi
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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 for free.
Breakfast
The hotel The Homestead serves a full breakfast 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 70 verified reviews
9.8/10
Perfect
97%
Recommend
Cleanliness
9.6/10
Comfort
9.6/10
Facilities
9.6/10
Free Wi-Fi
10.0/10
Location
9.6/10
Staff
9.6/10
Value for money
9.3/10
Guest reviews
based on 95 reviews
9.5/10
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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FAQs
About The Homestead
What time is check-in and check-out at The Homestead?
Check-in is at 15:00 and check-out is at 11:00.
How far is The Homestead from Tweed-New Haven Airport?
The hotel is 25 km from Tweed-New Haven Airport.
What kind of breakfast options does The Homestead provide?
The hotel offers a buffet breakfast featuring local specialties, warm dishes, and fresh pastries.
Is parking available at The Homestead?
Yes, free private parking is available on-site without the need for reservation.
What amenities are included in the rooms at The Homestead?
Rooms feature air conditioning, a flat-screen satellite TV, premium bedding, and a private bathroom with free toiletries and a hairdryer.
What outdoor activities can be enjoyed near The Homestead?
Nearby activities include cycling, hiking, fishing, and visiting local attractions like Bishops Orchard and Winery.
What facilities are available at The Homestead?
The hotel features a garden, terrace, picnic area, snack bar, and an outdoor fireplace.
Is there free Wi-Fi at The Homestead?
Yes, free Wi-Fi is available for all guests.
What are some nearby attractions to The Homestead?
Nearby attractions include Thimble Islands (21 km), Yale University (30 km), and City Hall (28 km).
Are there any common areas for guests at The Homestead?
Yes, guests can relax in the shared lounge area or enjoy the outdoor fire pit.

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Check-in
19Apr2026Select date
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Rooms and Guests2 Guests, 1 Room