Shakespeare Vacations from $372

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The Latest Shakespeare vacation packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Toronto North York by IHG

Crowne Plaza Toronto North York by IHG

4 out of 5
North York
Price was $506, price is now $372 per person
$372
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.4/10 Very Good! (3,790 reviews)

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,685, price is now $1,067 per person
$1,067
per person
Jan 15 - Jan 19
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)
.

Reviewed on Nov 3, 2026

Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Clifton Hill
Price was $841, price is now $599 per person
$599
per person
Jan 9 - Jan 16
found 14 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.2/10 Wonderful! (9,009 reviews)
Great hotel. Convenient location

Reviewed on Nov 4, 2026

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $895, price is now $643 per person
$643
per person
Jan 9 - Jan 16
found 14 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.6/10 Exceptional! (2,556 reviews)
M

Reviewed on Nov 3, 2026

StaysToronto

StaysToronto

3.5 out of 5
Downtown Toronto
Price was $1,147, price is now $827 per person
$827
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
8.4/10 Very Good! (50 reviews)
Best location in Toronto close to everything

Reviewed on Nov 4, 2026

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Shakespeare Hotel Deals

Shakespeare Inn

Shakespeare Inn

2.5 out of 5
2166 Highway 7 & 8 Perth East ON
$92 nightly
The price is $104 total per night from Nov 5 to Nov 6
$104 total
Nov 5 - Nov 6
Total with taxes and fees
7.6/10 Good! (464 reviews)
"No comment"

Reviewed on Nov 2, 2026

Shakespeare Inn
Your Peaceful Pause With Sunsets• Near Stratford

Your Peaceful Pause With Sunsets• Near Stratford

Shakespeare ON
$206 nightly
The price is $232 total per night from Nov 16 to Nov 17
$232 total
Nov 16 - Nov 17
Total with taxes and fees
10/10 Exceptional! (16 reviews)
"Great little place near Stratford. Comfortable, clean with everything you could need for your stay. Sherry is very welcoming & easy to communicate with."

Reviewed on Sep 14, 2026

Your Peaceful Pause With Sunsets• Near Stratford
Crowne Plaza Kitchener-Waterloo by IHG

Crowne Plaza Kitchener-Waterloo by IHG

4 out of 5
105 King St E Kitchener ON
Fully refundable
$104 nightly
The price is $123 total per night from Nov 30 to Dec 1
$123 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (1,717 reviews)
"Breakfast was terrible, room was okay! The sauna is broken and locked up, and the pool is in a very wide open area with glass walls, like you’re in a fish bowl. The staff also were vacuuming at 5AM in the hallway."

Reviewed on Nov 2, 2026

Crowne Plaza Kitchener-Waterloo by IHG
See all 462 properties in Shakespeare
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.

Find the Best Shakespeare Vacation Packages

Shakespeare Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
London Intl. Airport (YXU)
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

What's included in a Shakespeare vacation package?
A Shakespeare vacation package typically bundles round-trip flights, hotel stays, and rental cars. As a central urban destination, the city's many hotels offer convenient access to local attractions. Travelers often find that hotels provide airport shuttle service, especially from major gateways like Toronto Pearson International Airport (YYZ), and free breakfast is a common amenity that adds value to your stay.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Shakespeare vacation package?
When you bundle, you can save up to 30%*. To save money on a Shakespeare package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Shakespeare?
A Shakespeare vacation brings together entertainment and cultural attractions, making it a great choice for those who enjoy live performances and the arts:

Browse and book things to do in Shakespeare on Expedia.
Are there vacation package hotels in Shakespeare within walking distance of restaurants and shops?
Shakespeare vacation package hotels can indeed place you within easy walking distance of local restaurants and shops, especially those near the city's cultural attractions.

For example, The Bruce Hotel, a 5-star property, is about a 5-minute walk from Festival Theatre, an area likely to have dining and retail options. The Mercer Hotel Downtown, BW Premier Collection, rated 8.6 out of 10, is about a 5-minute walk from Avon Theatre, another central spot. You can also consider the Best Western Plus The Arden Park Hotel, rated 8.6 out of 10, which is about a 10-minute walk from Festival Theatre.

Actual walking routes may differ from straight-line distances, so check the map for your selected hotel.
Can I change or cancel my Shakespeare vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Shakespeare vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Shakespeare vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Shakespeare vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Shakespeare?
To find last-minute vacation packages to Shakespeare, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Shakespeare vacation packages?
Free cancellation on a Shakespeare vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Shakespeare vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Shakespeare getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Shakespeare vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.