Chesters Vacations from $941
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Your Chesters Vacation
Our Chesters vacation packages offer endless opportunities to discover new sights, sounds and sensations. And with all the planning taken care of, you can chill out and enjoy your city escape just like you deserve. Devils Backbone is just one of the big-ticket attractions to include on your itinerary during a trip to Chesters. Don't put off visiting this destination any longer. Your dream Chesters vacation is a few quick clicks away with Expedia.
The Latest Chesters vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
$2,232
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nassau (NAS)
8/10 Very Good! (4,123 reviews)
I explained to them it was my birthday and they still put me in a room facing a wall on the second floor and mentioned .. it’s the only room available but put other people in my party on different floors w/ better views .
From a F&B executive prospective- Restaurant staff was amazing everyone so nice ! Good selection of food . Good F&B .
Reviewed on Aug 27, 2026
Goldwynn Resort & Residences
The Grove
$2,488
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nassau (NAS)
9.2/10 Wonderful! (604 reviews)
This was the best decision that I could have made. The property is virtually brand new, the staff truly understands great customer service, and the hotel property is relaxing for those wanting a relaxed visit to the Bahamas. BahaMar, Downtown, and Atlantis are all 15 mins or less. The pool and the beach are amazing. Worth the price!
Reviewed on Aug 26, 2026
Chesters Hotel Deals
Chesters Bonefish Lodge
Chester's Bay Chesters Acklins Island
$226 nightly
$249 total
Sep 9 - Sep 10
Total with taxes and fees
Chester's Highway Inn Bone Fish Lodge
Chester's Bay Chesters Acklins Island
4 bedroom 4 bath home in crooked island bahamas perfect for Bone fishing.
Colonel Hill Crooked Island
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.
Find the Best Chesters Vacation Packages
Chesters Essential Information
Language | English |
|---|---|
Currency | Bahamian dollars |
Closest Airport | Colonel Hill Airport (CRI) |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
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Frequently asked questions
How much does a Chesters vacation package cost?
You can pick up a vacation package to this top destination from $941 on Expedia. But how much your vacation to Chesters costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chesters?
If you're looking to snag a cheap Chesters vacation package, consider traveling in June, September and December. You're likely to find lower prices on flights and hotels during these months — perfect for travelers wishing to save money.
How many days is enough for Chesters?
Typically, a handful of days is enough to visit the major sights during your Chesters vacation. However, if you prefer to have more time to unwind or take day trips, think about extending your itinerary.
How to find the best Chesters package deals?
Use Expedia's filter tool to find some great Chesters package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Chesters package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Chesters vacation as a package?
You can enjoy significant savings on your Chesters break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chesters?
If you're planning a spontaneous Chesters adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Chesters vacation packages?
Your Chesters trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
