Deals on vacations and trips to Chesters

Save when you book Chesters package deals

Choose two or more items and save on your trip:

Chesters flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Viva Fortuna Beach by Wyndham, A Trademark All Inclusive

Viva Fortuna Beach by Wyndham, A Trademark All Inclusive

3.5 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Freeport (FPO)
This smoke-free resort features a full-service spa, a nightclub, and 4 restaurants. Enjoy a day at the beach surfing, or relax with sun loungers. Bring the family and enjoy the free kid's club, children's pool, and arcade/game room.
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

4 out of 5
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nassau (NAS)
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like buffet breakfast and free self parking. You'll appreciate the gym, poolside bar, and limo/town car service.
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Downtown Nassau
Save 100% on your flight
per person
Aug 16 - Aug 23
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Nassau (NAS)
This smoke-free hotel features a private beach, a water park, and a marina. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a lazy river and a waterslide, along with kayaking.
Grand Isle Resort & Residences

Grand Isle Resort & Residences

4 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GGT)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Sandyport Beach Resort

Sandyport Beach Resort

4 out of 5
Save 100% on your flight
per person
Aug 16 - Aug 23
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Nassau (NAS)
This smoke-free resort features a private beach, a marina, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Top Chesters hotels deals

Chesters Bonefish Lodge

Chesters Bonefish Lodge

3 out of 5
Chester's Bay, Chesters, Acklins Island
Get rates
A restaurant and a bar/lounge are featured at this lodge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Free self parking, a terrace, and a garden are also offered.
Parking included
Free WiFi
Chester's Highway Inn Bone Fish Lodge

Chester's Highway Inn Bone Fish Lodge

4 out of 5
Chester's Bay, Chesters, Acklins Island
Get rates
This smoke-free lodge features a private beach, a nightclub, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free airport shuttle. Free WiFi in public areas, a terrace, and a garden are also on offer.
On private beach
Free airport shuttle
Nature's Delight Lodge

Nature's Delight Lodge

3 out of 5
Queen's Highway, Colonel Hill, Crooked Island
Get rates
This vacation home doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free beach shuttle. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A free grocery shopping service is also provided.
Dryer
Pet friendly
4 bedroom 4 bath home in crooked island bahamas perfect for Bone fishing.

4 bedroom 4 bath home in crooked island bahamas perfect for Bone fishing.

Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Chesters
View all properties
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 are vacation packages to Chesters?
Packages, including flights and hotels in Chesters, start from as little as $906. Turn your daydreams into reality and secure your dream vacation with Travelocity today.
Where can I get the best vacation package deals for Chesters?
It’s hard to beat Travelocity when it comes to putting together your Chesters package deal. There are at least 400 partner airlines and 1,000,000 properties around the world to select from. Book your trip now and get ready to tick another exciting destination off your must-see list.
Why should I purchase my Chesters vacation package with Travelocity?
Whether you’re planning a weeks-long vacation or a last-minute trip, we have many attractive destinations to choose from at a great price. What’s more, we provide support 24/7, excellent service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation now.
Will I save money on my Chesters car rental if I combine it with hotels and flights?
Definitely. And our Chesters vacation packages will help you do it. In just a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add some activities or experiences to your package and save on those too.
What is the best time of year to go to Chesters?
You’ll land the cheapest hotel prices in and pay more in . You can usually expect it to be more relaxed in June, September and December, while there’ll be more fellow travelers to meet during the months of February, March and April. It comes down to how much you’re willing to spend, the weather and how well you handle crowds.

Photos of local treasures

Browse Chesters vacation photos for more inspiration