Fairfield Vacations from $1,314

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Your Fairfield Vacation

Renowned for its friendly locals and welcoming locals, Fairfield is the perfect getaway destination. Book one of our Fairfield vacation packages and enjoy all that this fascinating city has to offer. A trip to Fairfield is a wonderful opportunity to do some sightseeing. Be sure to look around big-name attractions such as Crane Beach, Bottom Bay Beach and Foul Bay Beach. Don't delay exploring this city any longer. Your perfect Fairfield vacation is just a few clicks away with Expedia.

The Latest Fairfield vacation packages

Price found within the past 48 hours. Click for updated prices.
The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Price was $2,598, price is now $1,314 per person
$1,314
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8/10 Very Good! (414 reviews)
I had read a lot of reviews about this property and was a little apprehensive. But rest assured staff were great, decor and rooms are a little older but that is caribbean style and what the islands were about. food was tasty and freshly made with some good choices, drinks were heavily pourer and some great cocktails. overall great experience, i had a car so i would suggest you rent one as it is needed. i will be back again at the end of the year

Reviewed on Aug 15, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was $6,321, price is now $2,739 per person
$2,739
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (178 reviews)
The room was really old and smelt of mold. It took more than 24 hours to sort it out. I was downgraded to a smaller and newer room, but had to pay extra. The rest of the staff by pool and resteraunts were really helpful and kind.

Reviewed on Aug 14, 2025

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was $4,718, price is now $2,141 per person
$2,141
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (35 reviews)
Oceanfront room decor was great! Wristband double as room key. Turndown service inconsistent & liquor in room could be tailored to guess preference. Beach should be clean more frequently. Needs entertainment. Snacks are readily available. Ice cream shop would've been nice.

Reviewed on Jul 30, 2025

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Price was $3,205, price is now $1,719 per person
$1,719
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (89 reviews)
Enjoyed our time. Staff was professional and courteous. Rated property a 3 as I felt it is a 3 Star resort. Beautiful beach with plenty of beach activities.

Reviewed on Aug 24, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,530, price is now $1,380 per person
$1,380
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.4/10 Very Good! (347 reviews)
Great Property, and Exceptional Staff. Loved it and will be back.

Reviewed on Aug 19, 2025

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Fairfield Hotel Deals

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
$453 nightly
The price is $508 total per night from Aug 26 to Aug 27
$508 total
Aug 26 - Aug 27
Total with taxes and fees
7.6/10 Good! (476 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on Aug 20, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
$287 nightly
The price is $323 total per night from Sep 22 to Sep 23
$323 total
Sep 22 - Sep 23
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Overall a great property. The amenities were really good and the overall experience was very good. I would have given them 5 stars but there were several cases with being miss charged at restaurants or strange issues with not getting what was ordered."

Reviewed on Aug 22, 2025

Hilton Barbados Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
$589 nightly
The price is $666 total per night from Aug 28 to Aug 29
$666 total
Aug 28 - Aug 29
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Great time and hospitality"

Reviewed on Aug 21, 2025

Sugar Bay Barbados - All Inclusive
See all 3,449 properties in 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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Frequently asked questions

How much does a Fairfield vacation package cost?
Offering great value package deals from $1,314 on Expedia, you'll be thrilled with how little a vacation to Fairfield costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Fairfield?
If you're hoping to snag a cheap Fairfield vacation package, consider visiting in May, August and December. You'll typically find better prices on flights and accommodations during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Fairfield?
Usually, a handful of days is enough to tick off the main attractions during your Fairfield vacation. But if you want to have some time to relax or take day tours, think about extending your itinerary.
How to find the best Fairfield package deals?
Begin your search for a Fairfield package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Fairfield package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Fairfield escape underway.
Is it cheaper to book a Fairfield vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Fairfield vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Fairfield?
If you're considering an impromptu Fairfield getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Fairfield?

  1. Pick your dates: What you plan to do in Fairfield and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Fairfield.
  3. Use our trip planning tool to discover Fairfield: Research every part of your trip to Fairfield with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Set the duration of your trip: Start by listing all the activities and attractions you want to experience in Fairfield. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Fairfield vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Fairfield. Find all the incredible things to do in Fairfield with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Fairfield vacation packages?
Secure your dream escape to Fairfield with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.