Fairfield Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Tim Rousseau
  • Plan, book, travel with confidence

  • Better together

    Save up to Rp173.195 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Things to do in and around Fairfield

Fairfield, Connecticut, offers a delightful mix of city-themed and outdoor activities, making it ideal for a culturally enriching vacation. Visitors can explore educational sites, enjoy recreational areas, and indulge in shopping. For adventure seekers, a trip to divamanchester promises thrilling experiences. With its charming atmosphere, Fairfield is perfect for those looking to combine relaxation with engaging pursuits.

Shopping

The Westport Farmers Market, located 8.0km from Fairfield, offers a delightful atmosphere with local produce and artisan goods. Caldor Shopping Center, just 12.9km away, is perfect for family shopping. If you're up for a drive, Milford Plaza Shopping Center, 20.9km away, boasts a vibrant mix of entertainment and retail.

Recreation

The Hartford HealthCare Amphitheater, situated 6.4km from Fairfield, hosts invigorating sports events. Seaside Park, also 6.4km away, provides a serene environment for relaxation and wellness. Enjoy live performances at Levitt Pavilion, located 8.0km from Fairfield, perfect for entertainment and a vibrant atmosphere.

Adventure

The Adventure Park at Discovery Museum offers exhilarating zipline and ropes courses amidst nature, perfect for thrill-seekers. Wolfe Park Tennis Center invites you to engage in energetic tennis matches, while Waterski Connecticut provides an exciting water sports experience, ideal for those seeking adventure on the water.

Nightlife

Experience the vibrant nightlife in Fairfield by catching a show at the Fairfield Theater Company for a dose of culture and romance. For a family-friendly outing, visit the Rolnick Observatory for stargazing fun, or enjoy a film at the Maritime IMAX cinema, perfect for entertainment and a romantic evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Fairfield

Fairfield offers a delightful blend of city and outdoor experiences, making it an ideal destination for culture enthusiasts and families alike. Visitors can enjoy the beautiful beaches, explore lush urban parks, and immerse themselves in the vibrant atmosphere of modern colleges and universities. With a range of attractions to discover, Fairfield promises an enriching vacation filled with cultural exploration and outdoor adventures.

  • Sacred Heart University: Experience the vibrant atmosphere of this modern university, where city vibes meet academic excellence. Take a stroll through its beautiful campus and enjoy the blend of contemporary architecture and lush green spaces.
  • Jennings Beach: Relax on the sandy shores of Jennings Beach, a perfect spot for sunbathing, picnicking, or enjoying water activities. The beach vibes create a serene environment for families and friends to unwind and connect with nature.
  • Total Mortgage Arena: Just 6.4km away, this entertainment hub hosts concerts, sports events, and family shows. With a lively atmosphere, it’s an ideal destination for those seeking an exciting night out or a memorable family experience.

Booking tips and Expedia advantages for Fairfield

Fairfield, Connecticut, provides various budget-friendly options for visitors. Enjoy free attractions such as Jennings Beach and Sacred Heart University, and consider visiting between January and March for lower accommodation rates. Mondays are typically the cheapest days to stay, whereas Saturdays are pricier. Utilise public transport options like buses to save on travel costs. To find the best hotel deals, use Expedia’s search tool to filter by budget and preferences, and consider bundling your hotel, flights, and activities for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Fairfield are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Fairfield is Monday. The most expensive day to stay in Fairfield is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and other preferences. You can arrange your search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your Fairfield hotel reservation with your flights and activities through an Expedia package.

Fairfield Beach Holiday

There's nothing like a Fairfield holiday to give yourself a little boost. The soothing melody of rolling surf and the smell of clean ocean air are sure to rejuvenate your mind, body and soul. To be close to the city centre on your trip to Fairfield, base yourself around Jennings Beach (2 kilometres away). If you're intending to hang around a while, consider securing one of our Fairfield packages. Not only will you save some money, you'll also have other stunning beaches around you to explore, like South Pine Creek Beach and Sasco Hill Beach. Now that's a win-win!

Things You Should Know About Fairfield

  • If ocean breezes and strolls along the shore are your idea of a dream holiday, why not opt for one of our Fairfield beach hotels? Staying by the water is the perfect cure for life's daily stresses.
  • Alternatively, browse our range of private holiday homes. They're a hit with travellers planning a stay in Fairfield. Consider Best Western Plus Fairfield Hotel and The Circle Hotel Fairfield.
  • Fairfield has a population of roughly 59,100 people. Why not get out and have a conversation with one or two of them? It's an excellent way to get some inside intel on the place! Also look up our Fairfield things to do page.
  • After you've made some great savings by booking a Fairfield holiday package, you can splurge on unforgettable travel experiences. Sacred Heart University, Fairfield University and Jennings Beach are a few attractions that should be on your must-see list.

Top hotels in Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Fully refundable
8.8/10 Excellent! (1,418 reviews)
Easy check in process

Reviewed on 30 Oct 2025

The Circle Hotel Fairfield
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3 out of 5
4180 Black Rock Turnpike, Fairfield, CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
Clean and friendly staff

Reviewed on 11 Oct 2025

Hotel Hi-Ho - Contactless Check-In
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 out of 5
100 Kings Highway Cutoff, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is Rp2.494.484 per night from 4 Nov to 5 Nov
Rp2.494.484
Rp2.868.681 total
4 Nov - 5 Nov
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Check in was easy, breakfast was nice. Parking was free and easy and safe.

Reviewed on 30 Oct 2025

Best Western Plus Fairfield Hotel
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.