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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Where to stay in Chesterton

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

Cambridge City Centre

4 out of top 10 points of interest in this area
4.5/5(86 area reviews)

Unique features of Cambridge City Centre include the gardens and river views. Make a stop by Cambridge Market Square or Cambridge Corn Exchange while you're exploring the area.

Find hotels in Cambridge City Centre

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$250 per night from 5 Jul to 6 Jul
S$250
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (511 reviews)
"The only negative was the shower door, the hinge creaking and the bottom of the door and surround needed the calcium removing. Apart from that the stay was perfect and we will be back. Thanks to all of the staff."

Reviewed on 24 Jun, 2026

The Fellows House Cambridge, Curio Collection by Hilton
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$171 per night from 7 Jul to 8 Jul
S$171
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (245 reviews)
"Bar area & seating was acceptable but the accommodation was two out of ten with stair carpet and landings disgustingly dirty & smelly . Apartment 6 room floor carpet needs replacing , walls have splash marks that are from previous occupants , shower door disgusting at bottom outside."

Reviewed on 22 Jun, 2026

The Waterman
Ashley Hotel

Ashley Hotel

2.5 out of 5
74 Chesterton Road Cambridge England
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 29 Jun to 30 Jun
S$154
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (412 reviews)
"Warm welcome from friendly staff, private parking, spotless bathroom with good size white towels and comfortable bed. Decent breakfast including cereals, cakes and cooked. Building itself needs a lick of paint and some updating."

Reviewed on 5 Jun, 2026

Ashley Hotel
See all 1,274 properties in Chesterton
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.

Popular places to visit

Cambridge Market Square

Cambridge Market Square

With vendors selling locally produced food and charming arts and crafts, this square is a pleasant place to experience the sights, sounds and smells of Cambridge.

Cambridge Market Square
Pembroke College

Pembroke College

See the early work of architect Sir Christopher Wren when you tour the grounds and chapel of this 14th-century college.

Pembroke College
Parker's Piece

Parker's Piece

One of the most popular open spaces in Cambridge is a gorgeous green expanse for sports, picnics and large-scale public events.

Parker's Piece

Things to do

Shared Guided Punting Tour of Cambridge

Shared Guided Punting Tour of Cambridge

S$34
per adult
88% of travellers recommend
Shared Guided Punting Tour of Cambridge
Picture 9 for Activity Cambridge: Alumni-Led Walking Tour w/opt Kings College Entry

Cambridge University & Kings College Walking Tour By AlumniTM

S$69
per adult
Cambridge University & Kings College Walking Tour By AlumniTM
Cambridge Walk & Punting Tour & King's College By AlumniTM

Cambridge Uni: Walk, Punt & King's College Tour By AlumniTM

S$94
per adult
100% of travellers recommend
Cambridge Uni: Walk, Punt & King's College Tour By AlumniTM
See all activities in Cambridge

* 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.