Title: Chester Vacation Packages 2026  | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx3000445747)[Hotels in Chester](https://expedia.com/Chester-Hotels.d3000445747.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d3000445747.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d3000445747.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d3000445747.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Chester Vacations 

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 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

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_3000445747)

## Chester Hotel Deals

![The Westland Suite - Historic Lodging, Contemporary Comforts](https://images.trvl-media.com/lodging/38000000/37270000/37266500/37266433/fa985b9a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Westland Suite - Historic Lodging, Contemporary Comforts

 Chester MT

$222 nightly

$240 total

Feb 16 - Feb 17

Total with taxes and fees

9.8/10 Exceptional! (15 reviews)

The host was great. The place was nice and clean.

Reviewed on Feb 5, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=37266433&PinnedHotelID=37266433&HadPinnedHotel=true&regionId=3000445747)

![The Homestead - 3 bedroom House in the Heart of Chester](https://images.trvl-media.com/lodging/37000000/36470000/36462300/36462235/9810ae28_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Homestead - 3 bedroom House in the Heart of Chester

 Chester MT

$222 nightly

$240 total

Feb 16 - Feb 17

Total with taxes and fees

10/10 Exceptional! (23 reviews)

Perfect, quiet space that housed my brothers and I comfortably. Couldn’t have asked for better in a small town accommodation!

Reviewed on Jan 6, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=36462235&PinnedHotelID=36462235&HadPinnedHotel=true&regionId=3000445747)

![Great northern bed and breakfast](https://images.trvl-media.com/lodging/38000000/37270000/37266700/37266607/a709c15f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Great northern bed and breakfast

 Chester MT

$222 nightly

$240 total

Feb 16 - Feb 17

Total with taxes and fees

From Wold creek, MT

Great

Reviewed on Oct 2, 2024

[](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=37266607&PinnedHotelID=37266607&HadPinnedHotel=true&regionId=3000445747)

[See all 5 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&regionId=3000445747)

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 Chester Vacation Packages

## Chester Essential Information

| Language   | English     |
| ---------- | ----------- |
| Currency   | U.S dollars |
| Population | 880         |

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## Frequently asked questions

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

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

### How many days is enough for Chester?

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

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

### When to book a vacation package to Chester?

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

\* 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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