---
title: "Chelston Vacation Packages 2026 from $786 | Expedia"
description: "Bundle Chelston flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels :white_check_mark:"
canonical: "https://www.expedia.com/Chelston.d3000001719.Destination-Travel-Guides"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T13:04:34Z
---

# Chelston Vacations from $786

## Book a Hotel + Flight or Car together to unlock savings

- ## Plan, book, travel with confidence
- ### Better together
Save up to $2,000 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

## Your Chelston Vacation

When you choose a Chelston vacation package, it's all about enjoying your escape to the fullest. Delve into the best parts of this lively city knowing that everything has been organized in advance. If your trip to Chelston includes a little sightseeing, drop by famous attractions like [Elbow Beach](https://www.expedia.com/Elbow-Beach-Bermuda.d6061423.Vacation-Attraction), [Bermuda Botanical Gardens](https://www.expedia.com/Bermuda-Botanical-Gardens-Paget-Parish.d6061369.Vacation-Attraction) and [Camden House](https://www.expedia.com/Camden-House-Paget-Parish.d6061401.Vacation-Attraction). Don't put off visiting this city any longer. Your perfect Chelston vacation is just a few clicks away with Expedia.

## The Latest Chelston Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A swimming pool with a view of the ocean and a clear sky.](https://images.trvl-media.com/lodging/1000000/860000/853000/852942/af7ed7ee.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A resort with multiple buildings, a beach, and clear turquoise waters.](https://images.trvl-media.com/lodging/1000000/860000/853000/852942/e7402208.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 28 - Jan 31**

### [The Reefs Resort & Club + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-28/2027-01-31/?FromAirport=BOS&Destination=BDA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=852942&dealMarker=&paandie=true&cabinClass=e)
Southampton Parish
3 nights

**9.6/10** \- Exceptional (1,009 reviews)
"Everyone was very nice and accommodating. Service at the hotel or on the beach was great. Food was good and has great buffets. They treat you like royalty and the premises were just beautiful. Such a great location."
Reviewed November 12, 2026
Roundtrip • Boston (BOS) - St. George's Parish (BDA)
BOS - BDA • Nonstop BDA - BOS • Nonstop
[~~$1,057~~](https://www.expedia.com/)

**$786**
per traveler
found 1 day ago
- ![An open-plan living area with a wooden ceiling, multiple seating arrangements, and a view through arched doorways.](https://images.trvl-media.com/lodging/3000000/2430000/2425600/2425532/d3313001.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A corridor with arched windows, a view of the sea, and a dining area with tables and chairs.](https://images.trvl-media.com/lodging/3000000/2430000/2425600/2425532/c1a3bfd2.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 13 - Dec 16**

### [Rosewood Bermuda + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-13/2026-12-16/?FromAirport=BOS&Destination=BDA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2425532&dealMarker=&paandie=true&cabinClass=e)
Hamilton Parish
3 nights

**9.4/10** \- Exceptional (556 reviews)
"Food was not hot enough. Charges for extras like jam and bagels at breakfast seems unnecessary. Access to Netflix and other streaming apps limited."
Reviewed November 11, 2026
Roundtrip • Boston (BOS) - St. George's Parish (BDA)
BOS - BDA • Nonstop BDA - BOS • 2 stops
[~~$1,997~~](https://www.expedia.com/)

**$1,383**
per traveler
found 1 day ago
- ![A pool area with lounge chairs and a person relaxing by the pool.](https://images.trvl-media.com/lodging/47000000/46260000/46255100/46255083/b6eabdaf.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![An aerial view of a beach resort with a sandy beach, clear turquoise waters, rocky cliffs, and a pathway leading to a lounge area with sun loungers.](https://images.trvl-media.com/lodging/47000000/46260000/46255100/46255083/ab71fc4a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 28 - Jan 31**

### [Azura Bermuda + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-28/2027-01-31/?FromAirport=BOS&Destination=BDA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=46255083&dealMarker=&paandie=true&cabinClass=e)
Warwick Parish
3 nights

**9.4/10** \- Exceptional (516 reviews)
"I highly recommend Azura! The views are incredible and make up for anything!"
Reviewed November 12, 2026
Roundtrip • Boston (BOS) - St. George's Parish (BDA)
BOS - BDA • Nonstop BDA - BOS • Nonstop
[~~$1,425~~](https://www.expedia.com/)

**$994**
per traveler
found 1 day ago
- ![A beachside view with a dining area overlooking the ocean, featuring tables and chairs under a canopy.](https://images.trvl-media.com/lodging/18000000/17330000/17325300/17325260/a8553e84.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A resort with a pool, beach, and ocean view.](https://images.trvl-media.com/lodging/18000000/17330000/17325300/17325260/fdfb92b8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 28 - Jan 31**

### [The Loren at Pink Beach + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-28/2027-01-31/?FromAirport=BOS&Destination=BDA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17325260&dealMarker=&paandie=true&cabinClass=e)
Smith's Parish
3 nights

**9.6/10** \- Exceptional (296 reviews)
Roundtrip • Boston (BOS) - St. George's Parish (BDA)
BOS - BDA • Nonstop BDA - BOS • Nonstop
[~~$1,469~~](https://www.expedia.com/)

**$1,043**
per traveler
found 1 day ago
- ![A resort pool area with lounge chairs and umbrellas, a large building with balconies, and a view of the water and city skyline at sunset.](https://images.trvl-media.com/lodging/1000000/920000/914800/914725/78ec2d21.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![An aerial view of a coastal resort with multiple buildings, a swimming pool, and a dock with a boat.](https://images.trvl-media.com/lodging/1000000/920000/914800/914725/79851144.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 28 - Jan 31**

### [Newstead Belmont Hills Golf Resort & Spa + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-28/2027-01-31/?FromAirport=BOS&Destination=BDA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=914725&dealMarker=&paandie=true&cabinClass=e)
Paget Parish
3 nights

**9.0/10** \- Wonderful (639 reviews)
"Every year I join my son and some friends for a golf trip to Bermuda and we always stay at the Newstead. It is perfectly located and the staff are always extremely friendly and helpful with transportation and scheduling events. The suites are very comfortable with excellent views across the water to downtown Hamilton. I especially enjoying returning from a day on the course and enjoying a drink on the patio. Newstead Belmont Hills is a fun golf course that we always play, but if you have the..."
Reviewed November 9, 2026
Roundtrip • Boston (BOS) - St. George's Parish (BDA)
BOS - BDA • Nonstop BDA - BOS • Nonstop
[~~$1,270~~](https://www.expedia.com/)

**$944**
per traveler
found 1 day ago

### What to do in Chelston

![Crystal Caves](https://mediaim.expedia.com/localexpert/1686181/a1e4a859-01f9-4654-aa70-a0c17c4f16a4.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Crystal Caves, Hamilton Shopping and Beach Tour](https://www.expedia.com/things-to-do/a.a1686181.activity-details?rid=3000001719)

$150

per adult

92% of travelers recommend

![Bermuda Shipwreck Snorkel](https://mediaim.expedia.com/localexpert/45268997/1c1b3a24-39a1-4c93-8246-0e7846d67a11.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Shipwreck Snorkel in Bermuda](https://www.expedia.com/things-to-do/a.a45268997.activity-details?rid=3000001719)

$105

per adult

100% of travelers recommend

![Crystal Cave, St. George and Tobacco Bay Beach](https://mediaim.expedia.com/localexpert/49174615/da46c26e-2b20-4aae-8073-5948f155304f.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Crystal Cave, St. George and Tobacco Bay Beach](https://www.expedia.com/things-to-do/a.a49174615.activity-details?rid=3000001719)

$150

per adult

0% of travelers recommend

[See all activities in Chelston](https://www.expedia.com/things-to-do/search?rid=3000001719)

## Chelston Hotel Deals

### [Coco Reef Bermuda](https://www.expedia.com/Paget-Parish-Hotels-Coco-Reef-Bermuda.h11195.Hotel-Information)

![A wooden boardwalk leading to a beach with clear turquoise water, palm trees, and beach umbrellas.](https://images.trvl-media.com/lodging/1000000/20000/11200/11195/413bc9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 3 Stonington Circle, Paget Parish, PG 04, BM
- Location: 0.4 mi from Chelston
- Star rating: 3.5/5
- Guest rating: 8.4/10 (Very good, 1001 reviews)
- Price: $278 nightly, $306 total, Dec 13 - Dec 14, Total with taxes and fees
- Review: "The hotel in general is a bit tired! I think they are going to renovate soon and it is needed. A few of the staff were helpful but not all. They didn't seem motivated. One staffer actually ran the place down to us. There was not much in the way of programs. And the pool was freezing. The front desk did not even sell tickets for the bus.. They Couldn't tell me how to get to Elbow Beach from their property. I had to find it myself I found it myself from a stairway on the hotel property. We...

### [Royal Palms Hotel](https://www.expedia.com/Pembroke-Parish-Hotels-Royal-Palms-Hotel.h6717641.Hotel-Information)

![A dining area with a long table set for a meal, surrounded by chairs, and a wine rack on the left.](https://images.trvl-media.com/lodging/7000000/6720000/6717700/6717641/09ac6be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 24 Rosemont Avenue, Pembroke Parish, HM 06, BM
- Location: 1.4 mi from Chelston
- Star rating: 3.5/5
- Guest rating: 9.8/10 (Exceptional, 589 reviews)
- Price: $371 nightly, $411 total, Dec 3 - Dec 4, Total with taxes and fees
- Review: Good hotel.

### [The Reefs Resort & Club](https://www.expedia.com/Southampton-Parish-Hotels-The-Reefs-Hotel-And-Club.h852942.Hotel-Information)

![A swimming pool with a view of the ocean and a clear sky.](https://images.trvl-media.com/lodging/1000000/860000/853000/852942/af7ed7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 56 South Shore Road, Southampton Parish, SN 02, BM
- Location: 4 mi from Chelston
- Star rating: 4/5
- Guest rating: 9.6/10 (Exceptional, 1009 reviews)
- Price: $372 nightly, $416 total, Dec 1 - Dec 2, Total with taxes and fees
- Review: Everyone was very nice and accommodating. Service at the hotel or on the beach was great. Food was good and has great buffets. They treat you like royalty and the premises were just beautiful. Such a great location.

### [Grotto Bay Beach Resort](https://www.expedia.com/Hamilton-Parish-Hotels-Grotto-Bay-Beach-Resort.h15124.Hotel-Information)

![A cave hotel with a pool, beds with canopy tents, and a metal bridge over the water.](https://images.trvl-media.com/lodging/1000000/20000/15200/15124/60c2bb87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 11 Blue Hole Hill, Hamilton Parish, CR04, BM
- Location: 6.5 mi from Chelston
- Star rating: 4/5
- Guest rating: 9/10 (Wonderful, 1002 reviews)
- Price: $334 nightly, $375 total, Nov 28 - Nov 29, Total with taxes and fees
- Review: Me and my wife stood there for 3 nights. The all inclusive was great, the food was delicious. Great drinks. Took the free bus trip towards Hamilton and visit the rest of the island. The private beach was beautiful. Overall the best experience ever. 5 mins away from the airport. A great convenience store to buy from. Definitely going back.

### [Pompano Beach Club](https://www.expedia.com/Southampton-Parish-Hotels-Pompano-Beach-Club.h7819058.Hotel-Information)

![A beach with clear turquoise water, sun loungers, and umbrellas.](https://images.trvl-media.com/lodging/8000000/7820000/7819100/7819058/e178fc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 36 Pompano Beach Road, Southampton Parish, SB 03, BM
- Location: 5.8 mi from Chelston
- Star rating: 4/5
- Guest rating: 9.4/10 (Exceptional, 571 reviews)
- Price: $359 nightly, $402 total, Dec 14 - Dec 15, Total with taxes and fees
- Review: So much to like. Beach, swimming pool and 3 hot tubs Dinners offered several choices. Loved everything. Staff was extremely friendly and helpful. If it remains as is, I surely will return

### [Azura Bermuda](https://www.expedia.com/Warwick-Hotels-Azura-Bermuda.h46255083.Hotel-Information)

![A pool area with lounge chairs and a person relaxing by the pool.](https://images.trvl-media.com/lodging/47000000/46260000/46255100/46255083/b6eabdaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 90 South Road, Warwick Parish, Warwick Parish, BM
- Location: 0.8 mi from Chelston
- Star rating: 4/5
- Guest rating: 9.4/10 (Exceptional, 516 reviews)
- Price: $501 nightly, $551 total, Dec 6 - Dec 7, Total with taxes and fees
- Review: Surreal location- venturing to the area along the water is like a dream with breathtaking views. The facility is clean and modern. The staff were very friendly and helpful

### [Cambridge Beaches Resort & Spa](https://www.expedia.com/Sandys-Parish-Hotels-Cambridge-Beaches-Resort-Spa.h5424.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5424/eaeaaadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 30 Kings Point Road Somerset, Sandys Parish, MA 02, BM
- Location: 5.5 mi from Chelston
- Star rating: 4/5
- Guest rating: 9.2/10 (Wonderful, 1000 reviews)
- Price: $384 nightly, $423 total, Nov 29 - Nov 30, Total with taxes and fees

### [Rosewood Bermuda](https://www.expedia.com/Hamilton-Parish-Hotels-Rosewood-Bermuda.h2425532.Hotel-Information)

![An open-plan living area with a wooden ceiling, multiple seating arrangements, and a view through arched doorways.](https://images.trvl-media.com/lodging/3000000/2430000/2425600/2425532/d3313001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 60 Tucker's Point Drive, Hamilton Parish, HS 02, BM
- Location: 6.3 mi from Chelston
- Star rating: 5/5
- Guest rating: 9.4/10 (Exceptional, 556 reviews)
- Price: $756 nightly, $835 total, Dec 4 - Dec 5, Total with taxes and fees
- Review: Food was not hot enough. Charges for extras like jam and bagels at breakfast seems unnecessary. Access to Netflix and other streaming apps limited.

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.

[See all properties in Chelston](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=3000001719&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does a Chelston vacation package cost?

Offering excellent value package deals from $786 on Expedia, you'll be pleasantly surprised at how much a vacation to Chelston costs! Our packages mean less travel planning for you and greater savings.

### What are the cheapest months to go to Chelston?

If you're looking to book a cheap Chelston vacation package, consider visiting in June, October and December. You'll typically find lower rates on flights and hotels during these quieter months — perfect for a budget-friendly getaway.

### How many days is enough for Chelston?

The ideal duration of your Chelston vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to go to all the main attractions and discover some hidden treasures along the way.

### How to find the best Chelston package deals?

Use Expedia's filter tool to find some great Chelston package deals. When you begin your search, simply 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 Chelston package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

### Is it cheaper to book a Chelston vacation as a package?

You can enjoy significant savings on your next Chelston getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat 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 Chelston?

Enjoy incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Chelston adventure.

### Does Expedia offer Book Now, Pay Later Chelston vacation packages?

If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Chelston vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap [vacation packages with payment plans](https://www.expedia.com/lp/b/vacations/payment-plans) as soon as you see them.

## Explore a world of travel with Expedia

- [Lodging](?equalTargetTab=tab-0)
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- [Cathedral of the Most Holy Trinity](https://www.expedia.com/Cathedral-Of-The-Most-Holy-Trinity-Hamilton.d6061405.Vacation-Attraction)
- [Albuoy's Point Park](https://www.expedia.com/Albuoys-Point-Park-Hamilton.d6061357.Vacation-Attraction)
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- [Bermuda Squash Racquets Club](https://www.expedia.com/Bermuda-Squash-Racquets-Club-Warwick-Parish.d553248621532873979.Vacation-Attraction)
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- [Hamilton Vacation Rentals](https://www.expedia.com/Hamilton-Vacation-Rentals.d516.Travel-Guide-VacationRentals)
- [Paget Parish Vacation Rentals](https://www.expedia.com/Paget-Parish-Vacation-Rentals.d12155.Travel-Guide-VacationRentals)
- [Things to do in Paget Parish](https://www.expedia.com/Things-To-Do-In-Paget-Parish.d12155.Travel-Guide-Activities)
- [Things to do in Hamilton](https://www.expedia.com/Things-To-Do-In-Hamilton.d516.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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  en-US: https://www.expedia.com/Chelston.d3000001719.Destination-Travel-Guides
  en-NZ: https://www.expedia.co.nz/Chelston.d3000001719.Destination-Travel-Guides
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