Chesters Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Chesters Vacation Deals
Price found within the past 48 hours. Click for updated prices.
SLS Baha Mar
CA $2,002
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Nassau (NAS)
8.6/10 Excellent! (1,335 reviews)
Staff was incredibly helpful friendly at all times. Lorenzo in Carne restaurant went above and beyond. Love the Sky Bar and the lovely lady who greeted us at the elevator was so pleasant 😍
Reviewed on Oct 20, 2026
Grand Hyatt Baha Mar
CA $2,055
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Nassau (NAS)
8.8/10 Excellent! (5,644 reviews)
We booked here not realizing it was a Disney style resort, it’s massive! We stayed one night, room was clean, beds comfortable. Beach was nice but crowded but no beach towels were available for quite some time. Well, there were beach towels but we couldn’t access those because of the ‘bracelet’. Check in… unfortunately we arrived just after a group of about 30 people. I have never seen such a long line to check in at a hotel. We were coming from another hotel so this property was a bit of a rude awakening. They charge $50 for a microwave if you want to use one during stay. It’s a family oriented resort - this should be included! Pro-tip - You can use one for free in departure lounge. Staff throughout were friendly.
Reviewed on Oct 22, 2026
Ready to book your vacation to Chesters?
Chesters Hotel Deals
Chesters Bonefish Lodge
Chester's Bay Chesters Acklins Island
CA $164
CA $351 total
Oct 23 - Oct 24
includes taxes & 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.
Frequently asked questions
How much does a Chesters vacation package cost?
You can grab a vacation package to this destination from CA $1,118 on Expedia. But how much your vacation to Chesters costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Chesters?
To pick up cheap Chesters vacation packages, organize your trip outside of peak times such as public holidays. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Chesters?
Generally, a handful of days is enough to check out the main sights during your Chesters vacation. But if you'd like to have time to chill out or go on day tours, think about extending your trip.
How to find the best Chesters package deals?
Start your search for a Chesters package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Chesters package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chesters getaway off to a flying start.
Is it cheaper to book a Chesters vacation as a package?
You can enjoy significant savings on your Chesters getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Chesters?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Chesters vacation.
How to plan a trip to Chesters?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Chesters.
- Plan your budget wisely: On top of the cost of your stay, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to Chesters.
- Work out your trip length: Think about how long you'd like to spend discovering Chesters. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Chesters vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
