Chesterton Vacations from $882

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Your Chesterton Vacation

Take all the hassle out of planning your next getaway by booking a Chesterton vacation package. Take in the sounds and sights of this appealing neighborhood and enjoy everything it has to offer. Your trip to Chesterton wouldn't be complete without a stop at leading attractions nearby such as Kings College, Jesus College and Trinity College. Expedia can put your travel plans into action. Book your ultimate Chesterton vacation now.

The Latest Chesterton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Clayton Hotel Cambridge

Clayton Hotel Cambridge

4 out of 5
Trumpington
Price was $1,090, price is now $882 per person
$882
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Cambridge (CBG)
9.2/10 Wonderful! (1,003 reviews)
Wonderful staff everywhere—desk, restaurant, housekeeping and bar. Super clean and comfy room.

Reviewed on Nov 29, 2025

Citystay Living - Dutch's Corner

Citystay Living - Dutch's Corner

3 out of 5
Romsey
Price was $1,952, price is now $1,747 per person
$1,747
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Cambridge (CBG)
No reviews

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
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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 showing heritage elements and street scenes

Cambridge City Centre

4 out of top 10 points of interest in this area
4.5/5(38 area reviews)

Wander between the historical college buildings, medieval churches and shopping districts that are at the heart of one of Britain’s most famous university towns.

Find hotels in Cambridge City Centre

Chesterton Hotel Deals

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
$149 nightly
The price is $179 total per night from Dec 7 to Dec 8
$179 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (415 reviews)
Fantastic hotel - excellent staff, great bar, comfy bed, lovely rooms - just perfect!

Reviewed on Nov 23, 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
$90 nightly
The price is $109 total per night from Dec 15 to Dec 16
$109 total
Dec 15 - Dec 16
Total with taxes and fees
7.6/10 Good! (388 reviews)
If you’re visiting Cambridge with a car, stay here! Nice hotel, lovely staff, delicious breakfast and free parking. Leave the car and walk into town. Perfect.

Reviewed on Nov 29, 2025

Ashley Hotel
The Waterman

The Waterman

3.5 out of 5
32 Chesterton Road Cambridge England
$101 nightly
The price is $122 total per night from Dec 15 to Dec 16
$122 total
Dec 15 - Dec 16
Total with taxes and fees
8.4/10 Very Good! (226 reviews)
Really friendly staff and room was excellent with unlimited coffee pods.

Reviewed on Nov 28, 2025

The Waterman
See all 1,214 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.
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All Inclusive Vacations
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Beach Vacations
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Frequently asked questions

How much does a Chesterton vacation package cost?
Browse and book everything in one place with our Chesterton vacation packages, which start from a low $882. 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 vacation 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 vacation?
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 favorite 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 vacation package is the most convenient way to organize 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 vacation 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 vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Chesterton vacation 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.

Discover the most popular places to visit in Chesterton

Fitzwilliam Museum

University of Cambridge

Explore the campus of University of Cambridge, during your travels in Cambridge. Stroll along the area's riverfront or experience its fascinating museums.

University of Cambridge
Cambridge Corn Exchange showing heritage elements and street scenes

Cambridge Corn Exchange

Legendary performers, such as Syd Barrett and David Bowie, have performed at this historic venue.

Cambridge Corn Exchange
King\'s College showing heritage architecture, a church or cathedral and heritage elements

King's College

Explore the campus of one of Cambridge University’s great colleges and visit its medieval chapel, a superb example of late Gothic architecture.

King's College

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

$33
per adult
Cambridge University Walking Tour by AlumniTM & Kings College
Alumni-led Cambridge Ghost Tour

Cambridge: Alumni-Led University Ghost Tour

$30
per adult
Cambridge: Alumni-Led University Ghost Tour
Punting along the college backs in Cambridge on a chauffeured punt tour

Shared Chauffeured Punt Tour

$92
per traveler
Shared Chauffeured Punt 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.