Shakespeare Vacations from $542

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The Latest Shakespeare vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Save 100% on your flight
Price was $822, price is now $542 per person
$542
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (492 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.

Reviewed on Aug 24, 2025

Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
Price was $1,636, price is now $612 per person
$612
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
6.6/10 (127 reviews)
Location was amazing!! Beautiful light in the whole place. Two bathrooms and separate bedrooms. Easy check- in, good communication with property!!!

Reviewed on Aug 23, 2025

Fairmont Royal York

Fairmont Royal York

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,368, price is now $871 per person
$871
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (7,149 reviews)
Room was very small and needed many updates.

Reviewed on Aug 25, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,752, price is now $1,158 per person
$1,158
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (580 reviews)
very much accommodating extremely nice and helpful

Reviewed on Aug 24, 2025

GLOBALSTAY. Modern Downtown Apartments

GLOBALSTAY. Modern Downtown Apartments

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $880, price is now $606 per person
$606
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7.8/10 Good! (294 reviews)
Overall, the property was nice and in a great location. We could walk anywhere and easily use the public transportation. However, the bed was uncomfortable and the sofa bed was even worse. We also couldn’t find any extra comforters for the sofa bed. Aside from the bathroom, the flooring really needs to be updated.

Reviewed on Aug 17, 2025

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Discover the most popular places to visit in Shakespeare

Brickman's Botanical Gardens

Explore the great outdoors at Brickman's Botanical Gardens, a lovely green space in Perth East. Discover the top-notch restaurants and entertainment choices in this walkable area.

Brickman's Botanical Gardens

Riverdale Mennonite Church

Learn about the local history of Millbank when you spend time at Riverdale Mennonite Church. Amble around the area's parks or visit its monuments.

Riverdale Mennonite Church

Shakespeare Hotel Deals

Shakespeare Inn

Shakespeare Inn

2.5 out of 5
2166 Highway 7 & 8, Perth East, ON
$90 nightly
The price is $102 total per night from Aug 26 to Aug 27
$102 total
Aug 26 - Aug 27
Total with taxes and fees
7.6/10 Good! (336 reviews)
"Clean hotel, friendly staff"

Reviewed on Aug 22, 2025

Shakespeare Inn
Hampton Inn & Suites by Hilton Waterloo St. Jacobs

Hampton Inn & Suites by Hilton Waterloo St. Jacobs

2.5 out of 5
55 Benjamin Road, Township of Woolwich, ON
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Sep 7 to Sep 8
$104 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,050 reviews)
"I was totally amazed at the room for 3 people. It was spacious and welcoming and clean. Would definitely recommend to others and return when time permits."

Reviewed on Aug 24, 2025

Hampton Inn & Suites by Hilton Waterloo St. Jacobs
Crowne Plaza Kitchener-Waterloo by IHG

Crowne Plaza Kitchener-Waterloo by IHG

4 out of 5
105 King St E, Kitchener, ON
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $129 total per night from Sep 1 to Sep 2
$129 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,287 reviews)
"Hotel"

Reviewed on Aug 23, 2025

Crowne Plaza Kitchener-Waterloo by IHG
See all 417 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.

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Frequently asked questions

How much does a Shakespeare vacation package cost?
You can grab a vacation package to this popular destination from $542 on Expedia. But how much your vacation to Shakespeare costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Shakespeare?
If you're looking to snag a cheap Shakespeare vacation package, consider planning a trip in November, December and January. You'll usually find better rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Shakespeare?
The ideal length for your Shakespeare vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Shakespeare package deals?
Finding a cheap Shakespeare package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Shakespeare package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Shakespeare vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Shakespeare trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Shakespeare?
If you're planning an impromptu Shakespeare adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Shakespeare vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Shakespeare vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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.