Chester Vacations

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Find the Best Chester Vacation Packages

Chester Hotel Deals

D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundableReserve now, pay when you stay
The price is NT$4,019 per night from Jan 17 to Jan 18
NT$4,019
NT$4,650 total
includes taxes & fees
Jan 17 - 2025/1/18
9.2/10 Wonderful! (2,341 reviews)
"Staff was great!"

Reviewed on 2024/12/25

D. Hotel Suites & Spa
La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA
3 out of 5
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,586 per night from Dec 29 to Dec 30
NT$3,586
NT$4,068 total
includes taxes & fees
Dec 29 - Dec 30
8/10 Very Good! (1,257 reviews)
Gross grounds!
"This hotel is very nice inside. The bed was very comfortable, and I slept well there! My biggest complaint was that the available grass for walking my dog was completely nasty! Apparently, there is no one tending to the grounds because the available spots for walking were full of poop!"

Reviewed on 2024/12/10

La Quinta Inn & Suites by Wyndham Springfield MA
Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee Springfield
2.5 out of 5
440 Memorial Dr, Chicopee, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,031 per night from Jan 1 to Jan 2
NT$3,031
NT$3,439 total
includes taxes & fees
Jan 1 - 2025/1/2
8.8/10 Excellent! (1,001 reviews)
Great Stay!
"Comfy, clean and quiet!"

Reviewed on 2024/12/17

Tru by Hilton Chicopee Springfield
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 Chester vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Chester costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chester?
If you’re looking to score a cheap Chester vacation package, consider planning a trip in January, February and November. You’ll usually find lower rates on flights and accommodations during these months — ideal for a budget-friendly break.
How many days is enough for Chester?
The ideal duration for your Chester vacation depends on what you’d like to do. Typically, a few days to a week will give you plenty of time to visit all the major sights and discover some hidden treasures along the way.
How to find the best Chester package deals?
Landing a cheap Chester package deal is easy with Expedia. Once you’ve entered your destination and trip dates under our “Packages” tab, set your budget range, apply some filters and see what’s available. You can tweak your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most economical Chester package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Chester vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can customize your Chester escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Chester?
If you have your Chester travel dates finalized, book as early as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Chester?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Chester.
  2. Work out your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Chester.
  3. Decide how long to go for: Now that you’re more familiar with Chester, you can figure out the right length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Chester vacation package.

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