Shakespeare Vacations from $517

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The Latest Shakespeare vacation packages

Price found within the past 48 hours. Click for updated prices.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $782, price is now $517 per person
$517
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,434 reviews)
Fantastic experience!

Reviewed on Jul 13, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,139, price is now $1,256 per person
$1,256
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (751 reviews)
My husband and I recently stayed at 1 Hotel Toronto for a one-night getaway from our kids, and while the hotel itself is beautiful and very clean, our overall experience was disappointing. I booked the Skyline View Suite based on the photos advertised. Unfortunately, the room we received did not match the photos. It was missing features shown online, including the desk, and the "skyline view" was quite misleading. Only about a quarter of the view actually overlooked the skyline, while the rest looked out onto the rooftops of older buildings. Considering the premium price of the suite, this was disappointing. The biggest letdown, however, was the rooftop pool experience. One of the main reasons we chose this hotel was to relax by the pool and enjoy a day in the sun. When we went up to the rooftop, there were empty lounge chairs available, but we were told we couldn't use them because they were reserved for guests on a waiting list. We were actually asked to get up from the chairs and told we could "try again tomorrow morning." Since we were only staying for one night, that wasn't a realistic option and it completely changed the experience we had hoped for. I want to mention that the hotel was exceptionally clean, and the property itself is beautiful. However, between the misleading room photos and the inability to enjoy one of the hotel's main amenities despite being a paying guest, our stay didn't feel like the relaxing getaway we had planned. I hope the hotel considers being

Reviewed on Jul 14, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,345, price is now $815 per person
$815
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (3,874 reviews)

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Old Toronto
Price was $1,882, price is now $1,161 per person
$1,161
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (969 reviews)
The room design is excellent The hotel es to calm for my taste For a four seasons level, the staff service usually is excepcional, this was standard just good. Anything you will ask they attended but didn’t anticipate clients needs

Reviewed on Jul 10, 2026

Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

3.5 out of 5
Old Town Historic District
Price was $838, price is now $560 per person
$560
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (238 reviews)
We had a wonderful weekend at the Finlay House. Yvonne greeted us at the door and directed us to our spacious, immaculate room. Breakfast both days was excellent and we enjoyed reading on the porch. A bonus - we were just a short walk from the Shaw Festival's two stages.

Reviewed on Jul 12, 2026

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Shakespeare Hotel Deals

Shakespeare Inn

Shakespeare Inn

2.5 out of 5
2166 Highway 7 & 8 Perth East ON
$88 nightly
The price is $100 total per night from Jul 23 to Jul 24
$100 total
Jul 23 - Jul 24
Total with taxes and fees
7.6/10 Good! (393 reviews)
"Staff was very helpful!! Clean room and will stay again very soon"

Reviewed on Jul 11, 2026

Shakespeare Inn
Crowne Plaza Kitchener-Waterloo by IHG

Crowne Plaza Kitchener-Waterloo by IHG

4 out of 5
105 King St E Kitchener ON
Fully refundable
$97 nightly
The price is $114 total per night from Jul 20 to Jul 21
$114 total
Jul 20 - Jul 21
Total with taxes and fees
Crowne Plaza Kitchener-Waterloo by IHG
The Walper Hotel, part of JdV by Hyatt

The Walper Hotel, part of JdV by Hyatt

4 out of 5
20 Queen St S. Kitchener ON
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $135 total per night from Jul 26 to Jul 27
$135 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"The staff and hotel was amazing. My only concern was the hotel restaurant. The service staff were great. The food was not so great. Dinner was very salty. We returned and they prepared a new dish which was helpful. However, chef then served it with a lot of Garlic and the initial request was to be ..."

Reviewed on Jul 14, 2026

The Walper Hotel, part of JdV by Hyatt
See all 486 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

How much does a Shakespeare vacation package cost?
You can grab a vacation package to this popular destination from $517 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.

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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.