Title: Book the Best BOUTIQUE Hotels in Madison in 2026 | Expedia.ca

[Madison Travel Guide](https://expedia.ca/Madison.dx8791)[Hotels in Madison](https://expedia.ca/Madison-Hotels.d8791.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d8791.Travel-Guide-VacationRentals)[Flights to Madison](https://expedia.ca/Cheap-Flights-To-Madison.d8791.Travel-Guide-Flights)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d8791.Car-Rental-Guide)[Madison Vacation Packages](https://expedia.ca/Madison.d8791.Destination-Travel-Guides)

![A Connecticut home in autumn surrounded by colorful foliage.](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Boutique Hotels in Madison, CT 

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check availability on Madison Boutique Hotels

Tonight

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-09&endDate=2025-12-10&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-10&endDate=2025-12-11&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8791&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Madison boutique hotels

![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

Greenport

9.2/10

Wonderful

(290)

"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susie

[](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-24&endDate=2025-12-25&regionId=8791&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true)

## Top Madison Hotel Reviews

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

"Excellent property "

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

## Frequently asked questions

### What's there to see and do in Madison?

### What kind of weather should I plan for when I travel to Madison?

### What's the best way to get to my boutique hotel in Madison?

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental
- More ways to book

- [4 Star Hotels in Guilford ](https://www.expedia.ca/4Star-Guilford-Hotels.s40-0-d183062.Travel-Guide-Filter-Hotels)
- [Hotels near Chamard Vineyards ](https://www.expedia.ca/Chamard-Vineyards-Hotels.0-l6309929-0.Travel-Guide-Filter-Hotels)
- [B&B in Chester ](https://www.expedia.ca/Chester-Bed-And-Breakfast.d183058-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Chester ](https://www.expedia.ca/Chester-Chalets.d183058-aaChalets.Travel-Guide-Accommodation)
- [Country Houses in Chester ](https://www.expedia.ca/Chester-Country-House.d183058-aaCountryHouse.Travel-Guide-Accommodation)
- [Guest Houses in Chester ](https://www.expedia.ca/Chester-Guest-Houses.d183058-aaGuestHouses.Travel-Guide-Accommodation)
- [Chester Hotels ](https://www.expedia.ca/Chester-Hotels.d183058.Travel-Guide-Hotels)
- [Inns in Chester ](https://www.expedia.ca/Chester-Inns.d183058-aaInns.Travel-Guide-Accommodation)
- [Lodges in Chester ](https://www.expedia.ca/Chester-Lodges.d183058-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Clinton ](https://www.expedia.ca/Clinton-Apart-Hotels.d90508-aaApartHotels.Travel-Guide-Accommodation)
- [Chalets in Clinton ](https://www.expedia.ca/Clinton-Chalets.d90508-aaChalets.Travel-Guide-Accommodation)
- [Country Houses in Clinton ](https://www.expedia.ca/Clinton-Country-House.d90508-aaCountryHouse.Travel-Guide-Accommodation)
- [Hotels near Clinton Crossing Premium Outlets ](https://www.expedia.ca/Clinton-Crossing-Premium-Outlets-Hotels.0-l6276899-0.Travel-Guide-Filter-Hotels)
- [Guest Houses in Clinton ](https://www.expedia.ca/Clinton-Guest-Houses.d90508-aaGuestHouses.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Clinton ](https://www.expedia.ca/Clinton-Hotels-Beach-Hotel.0-0-d90508-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Clinton ](https://www.expedia.ca/Clinton-Hotels-Cheap-Hotels.0-0-d90508-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Clinton ](https://www.expedia.ca/Clinton-Hotels-Hotels-With-Kitchenettes.0-0-d90508-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Clinton ](https://www.expedia.ca/Clinton-Hotels-Oceanfront-Hotels.0-0-d90508-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Clinton Hotels ](https://www.expedia.ca/Clinton-Hotels.d90508.Travel-Guide-Hotels)
- [Lodges in Clinton ](https://www.expedia.ca/Clinton-Lodges.d90508-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Clinton ](https://www.expedia.ca/Clinton-Resort-Hotels.d90508-aaResortHotels.Travel-Guide-Accommodation)
- [Farmstay in Deep River ](https://www.expedia.ca/Deep-River-Agritourism.d6004513-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Deep River ](https://www.expedia.ca/Deep-River-Bed-And-Breakfast.d6004513-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Deep River ](https://www.expedia.ca/Deep-River-Cabins.d6004513-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Deep River ](https://www.expedia.ca/Deep-River-Chalets.d6004513-aaChalets.Travel-Guide-Accommodation)
- [Country Houses in Deep River ](https://www.expedia.ca/Deep-River-Country-House.d6004513-aaCountryHouse.Travel-Guide-Accommodation)
- [Guest Houses in Deep River ](https://www.expedia.ca/Deep-River-Guest-Houses.d6004513-aaGuestHouses.Travel-Guide-Accommodation)
- [Adults Only Resorts & in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Adults-Only-Resorts.0-0-d6004513-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Best Western Hotels in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Best-Western.0-0-d6004513--bBestWestern.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Boutique-Hotel.0-0-d6004513-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Cheap-Hotels.0-0-d6004513-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hilton Hotels in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Hilton-Hotels.0-0-d6004513--bHiltonHotels.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Hotel-With-Pool.0-0-d6004513-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Hotels-With-Free-Breakfast.0-0-d6004513-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Hotels-With-Kitchenettes.0-0-d6004513-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Hotels-With-Smoking-Rooms.0-0-d6004513-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Deep River ](https://www.expedia.ca/Deep-River-Hotels-Spa-Hotel.0-0-d6004513-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Deep River Hotels ](https://www.expedia.ca/Deep-River-Hotels.d6004513.Travel-Guide-Hotels)
- [Motels in Deep River ](https://www.expedia.ca/Deep-River-Motels.d6004513-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Deep River ](https://www.expedia.ca/Deep-River-Resort-Hotels.d6004513-aaResortHotels.Travel-Guide-Accommodation)
- [Hotels with Early Check-in in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Early-Check-In.0-0-d208-thotelwithearlycheckin.Hotel-Filter-Destinations)
- [Hotels with a Pool in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Pool.0-0-d208-tHotelwithPool.Hotel-Filter-Destinations)
- [Hotels with Balconies in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Balconies.0-0-d208-tHotelswithBalconies.Hotel-Filter-Destinations)
- [Hotels with Childcare in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Childcare.0-0-d208-tHotelswithChildcare.Hotel-Filter-Destinations)
- [Hotels with Free Breakfast in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Free-Breakfast.0-0-d208-tHotelswithFreeBreakfast.Hotel-Filter-Destinations)
- [Hotels with Tennis Courts in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Tennis-Courts.0-0-d208-tHotelswithTennisCourts.Hotel-Filter-Destinations)
- [Hotels with Waterslides in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Waterslides.0-0-d208-tHotelswithWaterslides.Hotel-Filter-Destinations)
- [Hotel Wedding Venues Hotels in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Wedding-Hotels.0-0-d208-tWeddingHotels.Hotel-Filter-Destinations)
- [Winery Hotels in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Winery-Hotel.0-0-d208-tWineryHotel.Hotel-Filter-Destinations)
- [B&B in Guilford ](https://www.expedia.ca/Guilford-Bed-And-Breakfast.d183062-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Guilford ](https://www.expedia.ca/Guilford-Hotels-Beach-Hotel.0-0-d183062-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Guilford ](https://www.expedia.ca/Guilford-Hotels-Cheap-Hotels.0-0-d183062-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Free Parking in Guilford ](https://www.expedia.ca/Guilford-Hotels-Hotels-With-Free-Parking.0-0-d183062-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Guilford ](https://www.expedia.ca/Guilford-Hotels-Hotels-With-Kitchenettes.0-0-d183062-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Guilford ](https://www.expedia.ca/Guilford-Hotels-Luxury-Hotel.0-0-d183062-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Guilford ](https://www.expedia.ca/Guilford-Hotels-Pet-Friendly-Hotel.0-0-d183062-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Guilford ](https://www.expedia.ca/Guilford-Hotels-Spa-Hotel.0-0-d183062-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Guilford Hotels ](https://www.expedia.ca/Guilford-Hotels.d183062.Travel-Guide-Hotels)
- [Motels in Guilford ](https://www.expedia.ca/Guilford-Motels.d183062-aaMotels.Travel-Guide-Accommodation)
- [Townhomes in Guilford ](https://www.expedia.ca/Guilford-Townhomes.d183062-aaTownhomes.Travel-Guide-Accommodation)
- [Hotels near Hammonasset Beach State Park ](https://www.expedia.ca/Hammonasset-Beach-State-Park-Hotels.0-l553248621557934267-0.Travel-Guide-Filter-Hotels)
- [Ivoryton Hotels ](https://www.expedia.ca/Ivoryton-Hotels.d183063.Travel-Guide-Hotels)
- [Inns in Ivoryton ](https://www.expedia.ca/Ivoryton-Inns.d183063-aaInns.Travel-Guide-Accommodation)
- [B&B in Killingworth ](https://www.expedia.ca/Killingworth-Bed-And-Breakfast.d180682-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Killingworth Hotels ](https://www.expedia.ca/Killingworth-Hotels.d180682.Travel-Guide-Hotels)
- [Adults Only Resorts & in Madison Center ](https://www.expedia.ca/Madison-Center-Madison-Hotels-Adults-Only-Resorts.0-n553248635976477635-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Madison Center ](https://www.expedia.ca/Madison-Center-Madison-Hotels-Beach-Hotel.0-n553248635976477635-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Madison Center ](https://www.expedia.ca/Madison-Center-Madison-Hotels-Hotel-With-Pool.0-n553248635976477635-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Madison Center ](https://www.expedia.ca/Madison-Center-Madison-Hotels-Spa-Hotel.0-n553248635976477635-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Madison Center ](https://www.expedia.ca/Madison-Center-Madison-Hotels-Wedding-Hotels.0-n553248635976477635-0-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Madison Center Hotels ](https://www.expedia.ca/Madison-Center-Madison-Hotels.0-n553248635976477635-0.Travel-Guide-Filter-Hotels)
- [Saybrook Manor Hotels ](https://www.expedia.ca/Saybrook-Manor-Old-Saybrook-Hotels.0-n6341876-0.Travel-Guide-Filter-Hotels)
- [Aparthotels in Westbrook ](https://www.expedia.ca/Westbrook-Apart-Hotels.d173488-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Westbrook ](https://www.expedia.ca/Westbrook-Bed-And-Breakfast.d173488-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Independent Hotels in Westbrook Center ](https://www.expedia.ca/Westbrook-Center-Westbrook-Hotels-Independent.0-n553248635976482182-0--bIndependent.Travel-Guide-Filter-Hotels)
- [Westbrook Center Hotels ](https://www.expedia.ca/Westbrook-Center-Westbrook-Hotels.0-n553248635976482182-0.Travel-Guide-Filter-Hotels)
- [Country Houses in Westbrook ](https://www.expedia.ca/Westbrook-Country-House.d173488-aaCountryHouse.Travel-Guide-Accommodation)
- [Guest Houses in Westbrook ](https://www.expedia.ca/Westbrook-Guest-Houses.d173488-aaGuestHouses.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Westbrook ](https://www.expedia.ca/Westbrook-Hotels-Beach-Hotel.0-0-d173488-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Westbrook ](https://www.expedia.ca/Westbrook-Hotels-Cheap-Hotels.0-0-d173488-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Westbrook ](https://www.expedia.ca/Westbrook-Hotels-Historic-Hotel.0-0-d173488-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Early Check-in in Westbrook ](https://www.expedia.ca/Westbrook-Hotels-Hotel-With-Early-Check-In.0-0-d173488-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Westbrook ](https://www.expedia.ca/Westbrook-Hotels-LGBT-Friendly-Hotel.0-0-d173488-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Westbrook ](https://www.expedia.ca/Westbrook-Hotels-Luxury-Hotel.0-0-d173488-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Westbrook Hotels ](https://www.expedia.ca/Westbrook-Hotels.d173488.Travel-Guide-Hotels)
- [Inns in Westbrook ](https://www.expedia.ca/Westbrook-Inns.d173488-aaInns.Travel-Guide-Accommodation)
- [Resorts in Westbrook ](https://www.expedia.ca/Westbrook-Resort-Hotels.d173488-aaResortHotels.Travel-Guide-Accommodation)

- [Flights to Chester ](https://www.expedia.ca/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)
- [Flights to Clinton ](https://www.expedia.ca/Cheap-Flights-To-Clinton.d90508.Travel-Guide-Flights)
- [Flights to Guilford ](https://www.expedia.ca/Cheap-Flights-To-Guilford.d183062.Travel-Guide-Flights)

- [Deep River Vacations ](https://www.expedia.ca/Deep-River.d6004513.Destination-Travel-Guides)

- [Car rentals near Adam Stanton House and General Store Museum ](https://www.expedia.ca/Car-Rentals-In-Adam-Stanton-House-And-General-Store-Museum.d553248621557934268.Car-Rental-Guide)
- [Car rental Deep River ](https://www.expedia.ca/Car-Rentals-In-Deep-River.d6004513.Car-Rental-Guide)
- [Car rental Guilford ](https://www.expedia.ca/Car-Rentals-In-Guilford.d183062.Car-Rental-Guide)
- [Car rental Westbrook ](https://www.expedia.ca/Car-Rentals-In-Westbrook.d173488.Car-Rental-Guide)
- [Luxury Car Rentals in Westbrook ](https://www.expedia.ca/Luxury-Car-Rentals-In-Westbrook.d173488-tLuxury.Car-Rental-Guide-Class)
- [National Car Rental Rental Cars in Westbrook ](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Westbrook.d173488-c42.Car-Rental-Guide-Suppliers)

- [Deep River Vacation Rentals ](https://www.expedia.ca/Deep-River-Vacation-Rentals.d6004513.Travel-Guide-VacationRentals)
- [Guilford Vacation Rentals ](https://www.expedia.ca/Guilford-Vacation-Rentals.d183062.Travel-Guide-VacationRentals)
- [Westbrook Vacation Rentals ](https://www.expedia.ca/Westbrook-Vacation-Rentals.d173488.Travel-Guide-VacationRentals)

- [Book Boutique Hotels in Madison on Expedia.com ](https://www.expedia.com/Madison-Hotels-Boutique-Hotel.0-0-d8791-tBoutiqueHotel.Travel-Guide-Filter-Hotels)