Chesterton Holidays

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    Save up to S$134 when you book a flight and hotel together*

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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 Corn Exchange which includes heritage elements and street scenes

Cambridge City Centre

5 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$233 per night from 5 Apr to 6 Apr
S$233
5 Apr - 6 Apr
includes taxes & fees
9.4/10 Exceptional! (470 reviews)
The air con did not make a noise so we weren't sure it was cooling the room. The room was absolutely fantastic could not fault it!!

Reviewed on 22 Mar, 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$205 per night from 1 Apr to 2 Apr
S$205
1 Apr - 2 Apr
includes taxes & fees
8.6/10 Excellent! (235 reviews)
It did what it said on the tin! Clean, welcoming, very comfy bed, bottle of water, proper milk and perfect location for us. Glad I took earplugs as a tad noisy outside (t’was the WE though). Ate dinner there too, which suited us to a T.

Reviewed on 21 Mar, 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$136 per night from 12 Apr to 13 Apr
S$136
12 Apr - 13 Apr
includes taxes & fees
7.8/10 Good! (403 reviews)
Very friendly staff. Lots of parking. Excellent breakfast.

Reviewed on 14 Mar, 2026

Ashley Hotel
See all 1,241 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 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
Pembroke College showing heritage architecture

Pembroke College

4.5/5(20 reviews)

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

Pembroke College

Addenbrooke's Hospital

4.5/5(31 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

Your own personal guide

Shared Guided Punting Tour of Cambridge

S$31
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$39
per adult
Cambridge University & Kings College Walking Tour By AlumniTM
Alumni-led Cambridge Ghost Tour

Cambridge: Alumni-Led University Ghost Tour

S$39
per adult
Cambridge: Alumni-Led University Ghost Tour
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.