Search Chalets in Fairfield from CA $145

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Fairfield chalets

A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.

1. Delamar Westport

Delamar Westport
4.0 star property
Westport
9.6 out of 10, Exceptional, (210 reviews)
"Loved the design and the hotel"
United States
Lisa
The price is CA $297
CA $370 total
includes taxes & fees
Nov 19 - Nov 20
Delamar Westport
A white building with a balcony, a weather vane, and a brick facade.

2. The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
8.8 out of 10, Excellent, (1,485 reviews)
"Breakfast was really nice. Very comfortable stay."
United States
alan
The price is CA $201
CA $245 total
includes taxes & fees
Nov 30 - Dec 1
The Circle Hotel Fairfield
A hotel with a prominent 'Best Western Plus' sign, a parking lot with several cars, and a landscaped entrance area.

3. Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel
2.5 star property
Grasmere
8.0 out of 10, Very good, (1,000 reviews)
"This property is immaculate! I highly recommend this location."
United States
Jacquelyn
The price is CA $224
CA $258 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Fairfield Hotel
A two-story building with a classic architectural style, featuring a prominent entrance with a black door and a sign above that reads "DEIAMAR SOUTHPORT".

4. Delamar Southport

Delamar Southport
4.0 star property
Southport
9.6 out of 10, Exceptional, (528 reviews)
"Breakfast in the morning was a terrific addition to an already pleasant stay."
United States
allyson
The price is CA $348
CA $457 total
includes taxes & fees
Dec 8 - Dec 9
Delamar Southport
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

5. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (118 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $244
CA $367 total
includes taxes & fees
Dec 8 - Dec 9
DUNE Fairfield Beach
A hotel with a prominent red sign, a white tower, and a balcony with a railing.

6. Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In
3.0 star property
Greenfield Hill
8.0 out of 10, Very good, (1,002 reviews)
"Great place/location. Liquor store and restaurant on site are wonderful. Tesla chargers were broken, only minor issue"
United States
Zack
The price is CA $201
CA $245 total
includes taxes & fees
Dec 7 - Dec 8
Hotel Hi-Ho - Contactless Check-In
A white house with a blue door, numbered 227, surrounded by greenery.

7. Cozy Cottage with Fire Pit

Cozy Cottage with Fire Pit
4.0 star property
Fairfield
10.0 out of 10, Exceptional, (1 review)
The price is CA $238
CA $588 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cottage with Fire Pit
A two-story house with a front porch, a brick pathway leading to the entrance, and a small garden with flowers.

8. Fairfiedl Retreat

Fairfiedl Retreat
4.0 star property
Fairfield
10.0 out of 10, Exceptional, (1 review)
"Well maintained, adorable, and clean! We will definitely be staying there again."
United States
Courtney
The price is CA $238
CA $589 total
includes taxes & fees
Nov 9 - Nov 10
Fairfiedl Retreat
A two-story house with a front porch, a wooden fence, and a well-maintained lawn.

9. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is CA $854
CA $1,297 total
includes taxes & fees
Nov 8 - Nov 9
4 Mi to Beach & Dtwn! Charming Fairfield Home
A wooden deck with a white sofa, overlooking a residential area with houses and a view of the sea.

10. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is CA $1,302
CA $1,858 total
includes taxes & fees
Nov 24 - Nov 25
Stareway to Heaven in Fairfield
A hotel with a central entrance, multiple parking spaces, and a well-lit driveway.

11. Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,491 reviews)
"Great place to stay!!"
United States
Bonnie
The price is CA $167
CA $192 total
includes taxes & fees
Nov 15 - Nov 16
Norwalk Inn & Conference Center
A table with a drink and a tray of colorful items on a deck with a view of the sea.

12. The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.2 out of 10, Wonderful, (229 reviews)
"We loved it and will be back! Lovely place to stay and being by the water is an added bonus!"
United States
Kimberly
The price is CA $213
CA $245 total
includes taxes & fees
Dec 7 - Dec 8
The Surfside Hotel
A wooden interior with a reception desk, framed botanical prints, and a sign reading "The Water."

13. The Watershed

The Watershed
3.5 star property
Cranbury
9.2 out of 10, Wonderful, (1,004 reviews)
"Room was so clean and bed was fabulous!! Staff is y friendly and the complimentary breakfast was outstanding!!"
United States
Debbie
The price is CA $234
CA $269 total
includes taxes & fees
Nov 8 - Nov 9
The Watershed
A residential property with a grassy yard, a pathway leading to the house, and a wooden fence.

14. Home & Away Hotel-Style

Home & Away Hotel-Style
2.0 star property
West Norwalk
8.0 out of 10, Very good, (3 reviews)
"Newly renovated, nice place"
United States
Bianca
The price is CA $213
CA $245 total
includes taxes & fees
Nov 10 - Nov 11
Home & Away Hotel-Style
A building entrance with a brick facade, glass doors, and a paved walkway.

15. Quality Suites Stratford

Quality Suites Stratford
2.5 star property
Stratford
8.2 out of 10, Very good, (1,002 reviews)
"The beds were so comfortable. The breakfast was great. I would recommend the Quality Inn for travelers they will be pleased."
United States
Suzan
The price is CA $146
CA $167 total
includes taxes & fees
Dec 6 - Dec 7
Quality Suites Stratford
A hotel room with two beds, a large mirror, exercise ball, and a window with blinds.

16. EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG
3.5 star property
Cranbury
8.4 out of 10, Very good, (1,203 reviews)
"Great hotel"
United States
Falan
The price is CA $182
CA $210 total
includes taxes & fees
Dec 7 - Dec 8
EVEN Hotel Norwalk by IHG
A hotel with a central entrance, multiple windows, and a clear sky.

17. Springhill Suites Milford

Springhill Suites Milford
3.0 star property
Milford
8.6 out of 10, Excellent, (1,000 reviews)
"Clean, quiet, well maintained, friendly staff"
United States
Cynthia
The price is CA $150
CA $173 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites Milford
A brick building with large windows and a sign that reads "Residence Inn by Marriott".

18. Residence Inn by Marriott Norwalk

Residence Inn by Marriott Norwalk
3.0 star property
South Norwalk
9.0 out of 10, Wonderful, (435 reviews)
"Breakfast was good. Lots of choices - not just coffee and carbs."
United States
Michael
The price is CA $237
CA $273 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Norwalk
A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.

19. Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
3.0 star property
Cranbury
8.8 out of 10, Excellent, (1,000 reviews)
"The staff here was excellent."
United States
Gregory
The price is CA $213
CA $245 total
includes taxes & fees
Nov 19 - Nov 20
Courtyard by Marriott Norwalk
A hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.

20. Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk
3.0 star property
Cranbury
8.2 out of 10, Very good, (1,006 reviews)
"Clean rooms, friendly staff"
United States
Winston C
The price is CA $201
CA $232 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Norwalk
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.
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Learn more about Fairfield

Stroll along Jennings Beach at sunset when local joggers have it mostly to themselves. History buffs should visit the Fairfield Museum, then grab lunch at one of the charming cafés downtown.

See all hotels in Fairfield
A marina with multiple sailboats docked at sunset.

Top reviews in Fairfield

A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.
Delamar Westport

Delamar Westport

Delamar Westport
Westport

10/10 Excellent

Great stay!!! Would go back 100%
Canada
Ava
Reviewed April 29, 2026
Delamar Westport

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