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Check availability on Fairfield Luxury Hotels

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Fairfield luxury hotels

Studio Suite, 1 King Bed, Kitchenette | Premium bedding, desk, laptop workspace, iron/ironing board

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,442 reviews)
"Great room, clean, spacious. Would definitely stay here again. "
United States
George
The Circle Hotel Fairfield
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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Find out more about Fairfield

Fairfieldand its attractions for luxury travelers

Fairfield, Connecticut, offers a sophisticated blend of natural beauty and refined culture, making it an alluring choice for luxury travellers. Begin your adventure at the stunning Penfield Beach, where you can unwind on pristine shores or embark on a sailing excursion along the picturesque coastline. For art enthusiasts, the Fairfield Museum and History Center provides an intriguing glimpse into the local heritage, showcasing fascinating exhibits that celebrate the town's storied past. Food lovers will delight in dining at The Boathouse at Saugatuck, where fresh, locally-sourced seafood is served with breathtaking views of the river, creating an unforgettable culinary experience. If you're seeking a touch of nature, the scenic trails at the nearby Great Marsh Park offer tranquil walks, perfect for family outings or romantic strolls. After a day of exploration, retreat to one of the luxurious hotels in the downtown area, where attentive service and upscale amenities ensure a pampered stay. The nearby both vibrant dining options and serene parks makes this area ideal for families looking to balance relaxation with adventure.

Top Fairfield Hotel Reviews

Motel 6 Milford, CT

Motel 6 Milford, CT

10/10 Excellent
"Yes it was all good for me!"
Lester 7-night trip
Posted 15 hours ago
Motel 6 Milford, CT

Frequently asked questions

Which area of Fairfield is best to stay in for luxury hotels?
The best area to stay in Fairfield for luxury hotels is along the Post Road (US-1), particularly around the town centre.

This area is the main thoroughfare of Fairfield, offering a mix of upscale shops, fine dining, and cultural attractions. Hotels here are conveniently located near the Fairfield University Art Museum and the Regina A. Quick Centre for the Arts. It's a very walkable district with easy access to commuter rail services, making day trips to New York City straightforward.

Couples looking for a refined getaway will find this area particularly appealing. You're close to high-end restaurants for special evenings out and can enjoy a leisurely stroll through the well-maintained streets.
How much does a luxury hotel in Fairfield cost?
Luxury hotel prices in Fairfield vary, but you can find a great deal on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
What luxury activities and experiences are there in Fairfield?
The best area to stay in Fairfield for luxury activities and experiences is along the coastline, particularly near Southport Harbor and the Country Club of Fairfield.

This area is known for its beautiful waterfront properties and exclusive feel. The streets here are generally tree-lined and quiet, with large, well-maintained homes and views of the Long Island Sound. It's a very picturesque part of Fairfield, offering a serene backdrop for a high-end trip.

Couples looking for a refined getaway will find this area particularly appealing. You can enjoy strolls along the beaches, such as Southport Beach, or visit the Pequot Library for cultural events. Dining options nearby tend to be more upscale, providing a ideal setting for a romantic evening.

For those interested in outdoor pursuits, the proximity to the Country Club of Fairfield means easy access to golf (though membership or guest access is typically required), and the harbor offers opportunities for sailing or yachting.
How can I save on a luxury hotel in Fairfield with Expedia?
There are plenty of ways to save on a luxury hotel in Fairfield. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Fairfield hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Fairfield for you.

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