Chesterton Vacation Packages

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Top Holiday Package Deals in Chesterton

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

Crystal Hotel

3.5 out of 5
Queen Edith's
Price was CA $862, price is now CA $832 per person
CA $832
per person
Nov 6 - Nov 8
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Cambridge (CBG)
8.2/10 Very Good! (436 reviews)
No AC which is fine and to be expected but hard during the heat wave. The area is a little shabby but the room was quiet and clean that it was a comfortable respite after a busy day and evening in Cambridge.

Reviewed on Aug. 1, 2025

Hyatt Centric Cambridge

Hyatt Centric Cambridge

4 out of 5
Castle
Price was CA $1,294, price is now CA $1,211 per person
CA $1,211
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cambridge (CBG)
9/10 Wonderful! (501 reviews)
Good restaurant options, great room and friendly helpful staff.

Reviewed on Aug. 31, 2025

Holiday Inn Express Cambridge West Cambourne by IHG

Holiday Inn Express Cambridge West Cambourne by IHG

3 out of 5
Price was CA $1,191, price is now CA $1,123 per person
CA $1,123
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cambridge (CBG)
9.4/10 Exceptional! (598 reviews)
Some staff doing too much : trying to do bar and reception .

Reviewed on Aug. 22, 2025

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

3 out of 5
Romsey
Price was CA $903, price is now CA $891 per person
CA $891
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cambridge (CBG)
8.4/10 Very Good! (1,011 reviews)
The hotel should provide alternate directions to get to the hotel when the road leading to it is closed. A journey that should have been 16 minutes took us 90 minutes trying to find another way to get there. We were not familiar with the area and the satnav just kept taking us back to the closed road and the diversion signs suddenly stopped part way. Nobody answered the telephone when we called the hotel. Did not put us in a good frame of mind about the hotel.

Reviewed on Sep. 2, 2025

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 featuring street scenes and heritage elements

Cambridge City Centre

3 out of top 10 points of interest in this area
5/5(9 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

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
The price is CA $232 per night from Sep 21 to Sep 22
CA $232
CA $278 total
Sep 21 - Sep 22
includes taxes & fees
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 CA $139 per night from Sep 12 to Sep 13
CA $139
CA $167 total
Sep 12 - Sep 13
includes taxes & fees
Ashley Hotel
The Waterman

The Waterman

3.5 out of 5
32 Chesterton Road, Cambridge, England
The price is CA $134 per night from Sep 28 to Sep 29
CA $134
CA $161 total
Sep 28 - Sep 29
includes taxes & fees
The Waterman
See all 1,238 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $832. 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

Cambridge Corn Exchange featuring street scenes and heritage elements

Cambridge Corn Exchange

5/5(3 reviews)

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

Cambridge Corn Exchange
The River Cam which includes a bridge and a river or creek

The River Cam

4.5/5(6 reviews)

Go punting, kayaking, sailing and swimming in this clean river that winds its way through one of the world’s most iconic universities.

The River Cam
Parker\'s Piece featuring hiking or walking and a garden

Parker's Piece

4.5/5(5 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

Things to do

Hop-On Hop-Off bus in Cambridge

City Sightseeing Cambridge Hop-On Hop-Off Bus Tour

CA $76
per traveller
City Sightseeing Cambridge Hop-On Hop-Off Bus Tour
Rowing experience in Cambridge! No experience required

Rowing experience in Cambridge! No experience required

CA $128
per adult
Rowing experience in Cambridge! No experience required
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.