Chesterton Holidays

Photo by Keith Edkins

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most. Learn more about Chesterton
Cambridge Corn Exchange which includes heritage elements and street scenes

Cambridge City Centre

3 out of top 10 points of interest in this area
4.5/5(85 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$233 per night from 23 Nov to 24 Nov
S$233
23 Nov - 24 Nov
includes taxes & fees
9.2/10 Wonderful! (405 reviews)
Staff were very welcoming and friendly, the room was clean and as-described. Hotel facilities were great, with good food options

Reviewed on 2 Nov, 2025

The Fellows House Cambridge, Curio Collection by Hilton
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$146 per night from 30 Nov to 1 Dec
S$146
30 Nov - 1 Dec
includes taxes & fees
7.6/10 Good! (385 reviews)
Breakfast was freshly cooked. Good parking area out back. Shower good.

Reviewed on 27 Oct, 2025

Ashley Hotel
The Waterman

The Waterman

3.5 out of 5
32 Chesterton Road, Cambridge, England
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (221 reviews)
The location by Jesus Common is excellent for walking to town and to the Wilberforce Road Sports Ground. We found parking about 7 minutes away. We were a little disappointed that our 'deluxe double room (Super King) was the same room ('double room') that we had the year before. It is quite cosy but ...

Reviewed on 26 Sept, 2025

Get rates
The Waterman
See all 1,220 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

Parker\'s Piece showing hiking or walking and a park

Parker's Piece

4/5(47 reviews)

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
Cambridge Market Square showing markets

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

Addenbrooke's Hospital

4.5/5(30 reviews)

If Addenbrooke's Hospital is what brings you to town, hopefully you'll have a chance to explore more of Cambridge.

Addenbrooke's Hospital

Things to do

Picture 9 for Activity Cambridge: Alumni-Led Walking Tour w/opt Kings College Entry

Cambridge University Walking Tour by AlumniTM & Kings College

S$43
per adult
Cambridge University Walking Tour by AlumniTM & Kings College
Alumni-led Cambridge Ghost Tour

Cambridge: Alumni-Led University Ghost Tour

S$39
per adult
Cambridge: Alumni-Led University Ghost Tour
Your own personal guide

Shared Guided Punting Tour of Cambridge

S$31
per adult
84% of travellers recommend
Shared Guided Punting Tour of Cambridge
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.