Canterbury Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top hotels in Canterbury

Best Western Mystic Hotel

Best Western Mystic Hotel

48 Whitehall Ave Mystic CT
Fully refundableReserve now, pay when you stay
S$218
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (721 reviews)
"Everything was above acceptable."

Reviewed on 26 Aug, 2026

Best Western Mystic Hotel
Two Trees Inn

Two Trees Inn

240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
S$143
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (337 reviews)
"Living room was poorly arranged and small. Bathroom towel rods falling off their racks because they were too short for their frames. Used towel from previous guest was hanging behind the bathroom door and masking tape still on the baseboard behind that same door. Hotel was no longer affiliated with ..."

Reviewed on 28 Aug, 2026

Two Trees Inn
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
S$116
10 Sept - 11 Sept
includes taxes & fees
7.8/10 Good! (2,847 reviews)
"Overall was good The “Continental Breakfast” is not it. Only pancakes and bread. Was expecting more. Rooms were comfortable and clean but very humid musty smell If it’s for a 1 night stay that’s fine. But if you are going for more than one night, I’d refine find a better option"

Reviewed on 27 Aug, 2026

Hilltop Inn and Suites, near Foxwoods Casino
See all 534 properties in Canterbury
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.

Stay near popular Canterbury attractions

Canterbury Green

This historic green offers a tranquil retreat beneath stately sugar maples in Canterbury's heart. Bring a picnic and explore nearby landmarks, including the Prudence Crandall Museum.
See properties

Campagna Preserve

This 58-acre Connecticut sanctuary showcases diverse ecosystems from oak forests to red maple swamps. Walk among historic stone walls while observing native wildlife in this tranquil natural retreat.
See properties

Bennett Brook Pond

This serene Connecticut pond offers a peaceful retreat within Canterbury's natural landscape. Enjoy a leisurely walk along its shores while observing local wildlife in this tranquil setting.
See properties

Haul of Fame Museum

Step back in time at this open-air collection of vintage trucks and heavy equipment in Canterbury. Trucking enthusiasts will appreciate the authentic yard setting and historical vehicles on display.
See properties

Canterbury Public Library

The Canterbury Public Library houses 20,000 volumes while serving as a vibrant community hub. Visitors enjoy free access to computers, wireless internet, and engaging programmes for all ages.
See properties

Arthur and Dorothy Kinne Preserve

This wooded 28-acre retreat offers 1.2 miles of serene trails through fern-filled Connecticut landscape. Explore the Kinne Preserve's natural beauty, or camp overnight beside the tranquil unnamed brook.
See properties

Prudence Crandall Museum

This historic academy, established in 1833, was America's first private school for African American women. Tour rooms showcasing Prudence Crandall's brave stand for educational equality.
See properties

Irma and Charles Levonius Preserve

This unspoiled forest preserve shelters diverse bird species from Great-horned Owls to nesting Ospreys. Bring binoculars and sturdy shoes to explore its mature oak groves and impressive Norway spruce stands.
See properties

Frequently asked questions

How much does a Canterbury holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Canterbury costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Canterbury?
You can generally find lower rates and better availability in January, February and March. Check out our cheap Canterbury holiday packages and you could land some great off-season deals.
How many days is enough for Canterbury?
Typically, a handful of days is enough to go to the top sights during your Canterbury holiday. But if you prefer to have time to relax or go on day trips, consider extending your itinerary.
How to find the best Canterbury package deals?
Bagging a cheap Canterbury package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Canterbury package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Canterbury holiday as a package?
You can enjoy significant savings on your next Canterbury getaway by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Canterbury?
If you have your Canterbury holiday dates locked in, book as soon as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Canterbury?
  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Canterbury.
  2. Budget wisely: Besides the cost of your accommodation, you should consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Canterbury.
  3. Decide how long to go for: Now that you're up to speed on Canterbury, you can figure out the ideal length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your accommodation and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Canterbury holiday package for you.

Explore a world of travel with Expedia

* 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.