Chesterfield Holidays

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    Save up to S$120 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Chesterfield

Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is S$157 per night from 16 Oct to 17 Oct
S$157
per night
16 Oct - 17 Oct
7/10 Good! (1,004 reviews)
"Clean, quiet and reasonable rates. We stayed for The Big E. Cozy bed. Cold AC. Great coffee in lobby. LOVED that On The Border was walking distance next door. We had cocktails and a great meal after The Big E"

Reviewed on 27 Sep,2024

Red Roof Inn PLUS+ West Springfield
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is S$281 per night from 1 Oct to 2 Oct
S$281
per night
1 Oct - 2 Oct
9.2/10 Wonderful! (2,312 reviews)
"Everything was exceptional. We were informed of the restaurant at check-in and had an amazing meal. Our room was wonderful. Will definitely stay here again!"

Reviewed on 28 Sep,2024

D. Hotel Suites & Spa
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is S$215 per night from 22 Oct to 23 Oct
S$215
per night
22 Oct - 23 Oct
9/10 Wonderful! (1,004 reviews)
"Very clean, wonderful friendly staff, laundry room was very clean and convenient, breakfast buffet was fantastic!"

Reviewed on 29 Sep,2024

Comfort Inn & Suites
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 Chesterfield holiday package cost?
Less than you might think — from a low , as a matter of fact! By combining flights, hotels and car rentals into a custom-made holiday package, your Chesterfield escape is just clicks away.
How do I get a cheap travel package to Chesterfield?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into a Chesterfield holiday package to save loads of cash. Score even more deals when you add extras such as activities or tours to your booking. But that’s not the only good part. You have the flexibility to tailor your holiday your own way. We offer over 550 partner airlines and 1,000,000 properties globally, so that everyone has a chance to travel and fulfil those holiday fantasies.
Where should I stay in Chesterfield?
If you plan to visit Chesterfield Gorge, forget about commuting and lock in a hotel close by. It’s one of the most popular attractions in Chesterfield.
How far in advance should I book my Chesterfield holiday?
It all depends on the air carrier, but it’s usually possible to look up international fares on Expedia up to a year in advance. While it’s advisable to book ahead of time, lucky customers will sometimes nab a cheaper flight just weeks prior to departure dates.
What does an Expedia Chesterfield travel package include?
Rental cars, hotels and flights, or any combination of the three — the choice is all yours! Whether you’re headed to Chesterfield with the whole family or travelling with your friends, there’s a bundle to fit your style and budget. Once you’ve made your booking, why not add on some tours and experiences?
What should I know before booking a Chesterfield travel package?
You’ll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and land great discounts. You’re not limited to hotels, however. Book with us and take your pick of beachside condos, creek-side mountain cabins and even ranches and treehouses!
Can I choose my airline with a Chesterfield Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you want to fly to Chesterfield in economy or first class, simply select from the available airline options. Expedia has access to more than 550 airline partners around the world.
If I'm not able to travel, can I cancel my Chesterfield holiday package?
Yes, you can. We understand that life happens, so we’re here to help if you have to make changes to your Chesterfield holiday package. You may be able to cancel or change your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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