Sunset behind a frozen Madison, WI

4 Star Hotels in Madison, Connecticut

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Madison 4 Star Hotels

Our top choices for Madison 4-star hotels

Breakfast and brunch served

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
Downtown New Haven
8.6 out of 10, Excellent, (1,025 reviews)
"Very nice place, conveniently situated to Yale."
United States
Donald
The price is €164
includes taxes & fees
9 Jul - 10 Jul
Omni New Haven Hotel at Yale
Exterior

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
Long Wharf
9.4 out of 10, Exceptional, (994 reviews)
"The unique architecture and design of the rooms was gorgeous The location was not great , but we were able to walk a few blocks to the Italian section of the city and enjoy some excellent pizza!"
United States
Anne
The price is €145
includes taxes & fees
1 Jul - 2 Jul
Hotel Marcel New Haven, Tapestry Collection By Hilton
Pub

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (995 reviews)
"Beautiful, boutique style hotel! Great cafe inside. Definitely worth the stay!"
United States
Cecil
The price is €182
includes taxes & fees
1 Jul - 2 Jul
Graduate by Hilton New Haven
2 restaurants; breakfast and dinner served

The Blake Hotel

The Blake Hotel
4.0 star property
Downtown New Haven
9.4 out of 10, Exceptional, (1,005 reviews)
"Great location, spacious and tasteful rooms, lovely great room in reception area. Highly recommend!"
United States
Janis
The price is €210
includes taxes & fees
5 Jul - 6 Jul
The Blake Hotel
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (654 reviews)
"Love being on the water"
United States
Gina
The price is €461
includes taxes & fees
10 Jun - 11 Jun
Sound View Greenport
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (87 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is €642
includes taxes & fees
30 Jun - 1 Jul
The Pridwin Hotel
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (371 reviews)
"Exceptionally clean and wonderful staff"
United States
Bevin
The price is €452
includes taxes & fees
21 Jun - 22 Jun
Madison Beach Hotel
Breakfast and dinner served

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (514 reviews)
"It could use an upgrade for the Breakfast menu."
United States
EUGENE
The price is €278
includes taxes & fees
10 Jun - 11 Jun
Copper Beech Inn
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (153 reviews)
"Lovely lodging"
United States
Timothy
The price is €590
includes taxes & fees
15 Jun - 16 Jun
Silver Sands Motel & Beach Bungalows
Rooftop terrace

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing
4.0 star property
The Hill
9.2 out of 10, Wonderful, (31 reviews)
"Great stay with many amenities to enjoy within the building! "
United States
James
Hyatus Luxury Residences City Crossing
Front of property

The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast
4.0 star property
Cutchogue
10.0 out of 10, Exceptional, (13 reviews)
"very comfortable stay. "
United States
Valentine
The Farmhouse Bed and Breakfast
Miss Anna James Room

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.2 out of 10, Wonderful, (26 reviews)
"The fireplace was lovely and the room was cozy and attractive. The bathroom was spacious and clean, however we weren’t able to locate any extra t.p. I would advise people that the staircase going up to the rooms is quite steep. We were able to manage ok, but anyone with difficulty with stairs would have a challenge. The breakfast voucher for breakfast was great and we enjoyed a lovely meal. We also had a wonderful time at The Kate at a Blues concert. Overall, very satisfied with our overnight...
United States
pamela
James Pharmacy Bed & Breakfast
Exterior

Jay's Ranch

Jay's Ranch
4.0 star property
Hamden
7.6 out of 10, Good, (47 reviews)
"I only stayed for one night , but the house is spotless and I was served a nice breakfast too. I also enjoyed the room. wish I could have stayed longer! "
United States
Daniela
The price is €100
includes taxes & fees
10 Jun - 11 Jun
Jay's Ranch
Apartment (3 Bedrooms) | Interior

Modern Middletown Retreat, Minutes to Downtown!

Modern Middletown Retreat, Minutes to Downtown!
4.0 star property
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location and layout for our group."
United States
David
Modern Middletown Retreat, Minutes to Downtown!
House, Multiple Beds (Wine Country Contemporary) | Interior

Wine Country Contemporary

Wine Country Contemporary
4.0 star property
Mattituck
Wine Country Contemporary
House, Multiple Beds (Mattituck Marvel) | Living room

Mattituck Marvel

Mattituck Marvel
4.0 star property
Mattituck
Mattituck Marvel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Madison

Stroll the soft sand of Hammonasset Beach State Park where locals gather to swim and watch spectacular sunsets. Explore the charming town centre with its independent bookshops, seafood restaurants, and seasonal farmers' markets just steps from Long Island Sound.

See all hotels in Madison
A Connecticut home in autumn surrounded by colorful foliage.

Top Madison Hotel Reviews

Madison Beach Hotel

Madison Beach Hotel

10/10 Excellent
"This was our second stay at the Madison. We loved this property and may return at some future date. Our experience with staff members were short of the standard set during our first visit. Check in was lengthy. The desk attendant was off eating dinner. The valet parking attendant filling in (unable or trained to help) called him back to the front desk. He hurriedly checked us in and issued 2 key cards; neither worked upon reaching our room. So we returned to the front desk. He was once again recalled from dinner a second time to rectify that key card issue. Also, we booked a dinner reservation the Sunday night preceding our departure Monday. Our appetizer and entrée arrived at virtually the same time. The waitress did apologize, but we wasted our appetizer so as to eat our entrée before it grew cold. A manager never surfaced to address regret for that happening. Lastly, we checked out at about 6 am Monday morning. The desk attendant said "you want your keys?" We learned valet service would begin at 7am. We paid for complete parking assistance. Superb property, but staff excellence was off the expected mark this time."
Dennis 3-night trip
Posted 1 hour ago
Madison Beach Hotel

Frequently asked questions

What are the best 4-star hotels in Madison?
Relax in 4-star hotel comfort at Madison Beach Hotel. Ranked highly by many Expedia guests, it comes with a beach view and a terrace. Also take a look at Copper Beech Inn. A deep soaking bathtub and beauty services help make this getaway another sought-after choice in Madison.
How much does it cost to stay in a 4-star hotel in Madison?
To find a 4-star hotel in Madison that matches your budget, use Expedia's sort and search filters. Take a look at the availability during your holiday dates and use our pricing filter to set your limit. You can also sort your results by the most economical option first.

  • Search for the lowest price from €100

What's the difference between 5-star and 4-star hotels in Madison?
If you choose to stay at a 4-star hotel in Madison, you'll typically find plenty of conveniences to make sure you're relaxed, such as a restaurant, gym and pool. You can look forward to high-quality service and deluxe accommodation. Go for a 5-star hotel and you'll get a few extra perks — think on-site spas, 24-hour front desk and nightly turndown services. You're likely to get extra amenities and first-rate services at a 5-star retreat, but both are superb options for luxury travellers.