Chesterton Holidays

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    Save up to S$1,300 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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    Plan, book, and manage your trip all in one place

Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most. Learn more about Chesterton

Top hotels in Chesterton

The Fellows House Cambridge, Curio Collection by Hilton

The Fellows House Cambridge, Curio Collection by Hilton

4 out of 5
33 Milton Road Cambridge England
Fully refundableReserve now, pay when you stay
The price is S$230 per night from 15 Nov to 16 Nov
S$230
15 Nov - 16 Nov
includes taxes & fees
The Fellows House Cambridge, Curio Collection by Hilton
Ashley Hotel

Ashley Hotel

3 out of 5
74 Chesterton Road Cambridge England
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 11 Nov to 12 Nov
S$128
11 Nov - 12 Nov
includes taxes & fees
7.8/10 Good! (437 reviews)
"An enjoyable stay. Hotel is walking distance to central Cambridge & I was able to leave my car in the car park after checkout so that was great. Had a good breakfast there. Room - on ground floor - was a good size and wi-fi worked."

Reviewed on 8 Nov, 2026

Ashley Hotel
The Waterman

The Waterman

3.5 out of 5
32 Chesterton Road Cambridge England
Fully refundableReserve now, pay when you stay
The price is S$137 per night from 15 Nov to 16 Nov
S$137
15 Nov - 16 Nov
includes taxes & fees
8.4/10 Very good! (253 reviews)
"Pub itself was nice but the rooms are tired and tatty walls. Could do with a lick of paint."

Reviewed on 23 Oct, 2026

The Waterman
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 Chesterton holiday package cost?
Browse and book everything in one place with our Chesterton holiday packages, which start from a low . Choose the hotels and flights that suit your style. Then, add on a couple of tours or experiences for an amazing escape.
How do I get a cheap travel package to Chesterton?
If you love bargains, combine your bookings into a Chesterton holiday package. Whether you're looking for hotels, flights, rental cars or activities, you can browse and book everything in one place. You'll have a wealth of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotel options worldwide to pick from. Fly with who you prefer, check in where you like and save a bundle — now that's the perfect getaway!
Where should I stay in Chesterton?
With so much to do in Chesterton, it'd be convenient for you to lock in a hotel near its attractions. Kings College, Trinity College and Jesus College are some top ones to add to your must-see list.
What are the top hotels in Chesterton?
Get your trip off to a great start by locking in a room at Bridge View Apartment. It's one of most popular properties in Chesterton. Another comfortable option is Rivercourt Flat 5.
How far in advance should I book my Chesterton holiday?
It's hard to pick the perfect time for airfares, but we generally suggest the earlier, the better. Most international journeys on Expedia become available up to 12 months in advance. If you're booking last minute, fear not. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia Chesterton travel package include?
Car rentals, hotels and flights — we connect you to the best deals. All you'll have to do is pick and choose your favourite combination. Once you've made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it simple to craft an awesome Chesterton getaway.
What should I know before booking a Chesterton travel package?
Bundling your bookings into a Chesterton holiday package is the most convenient way to organise your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Chesterton Expedia holiday package?
Yes, and with over 550 airlines to pick from around the world, you have plenty of choice. Have a look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Chesterton holiday package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Chesterton holiday package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Chesterton attractions

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.