Shakespeare Vacations from $891
Book a Hotel + Flight or Car together to unlock savings
The Latest Shakespeare Vacation Packages
- Hotel Riu Plaza Toronto
Sep 10 - Sep 13Hotel Riu Plaza Toronto + Flight
Downtown Toronto3 nights4.0 star property9.4/10 - Exceptional (4,313 reviews)"This was a great hotel. Beautiful clean and great staff. Central location to every ring in Toronto. Great buffet breakfast I visited everyday. Can’t wait to stay again soo ."Reviewed August 5, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,357$891found 2 days agoper traveler - 1 Hotel Toronto
Oct 14 - Oct 181 Hotel Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (780 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop - Four Seasons Hotel Toronto
Sep 10 - Sep 13Four Seasons Hotel Toronto + Flight
Old Toronto3 nights5.0 star property9.6/10 - Exceptional (994 reviews)"Wonderful hotel, very relaxing. Thanks."Reviewed August 4, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,926$1,275found 1 day agoper traveler - Shangri-La Toronto
Sep 25 - Sep 29Shangri-La Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (1,324 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$2,035$1,425found 1 day agoper traveler - Residence Inn by Marriott Toronto Downtown / Entertainment District
Sep 25 - Sep 29Residence Inn by Marriott Toronto Downtown / Entertainment District + Flight
Downtown Toronto4 nights3.5 star property9.2/10 - Wonderful (3,236 reviews)"The room was well-equipped and always cleaned. The staff was also very helpful. The hotel is located in a very nice spot, close to many attractions, restaurants and stores."Reviewed August 4, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,615$1,180found 1 day agoper traveler
Shakespeare Hotel Deals
"It was ok but further from the Festival than I would prefer."
"I like the clean room, the air conditioning that worked well, the friendly and helpful staff and the easy parking. I would definitely stay at this motel on my next visit to Stratford."
The Parlour Inn, an Ascend Collection Hotel
The Parlour Inn, an Ascend Collection Hotel"Room was clean Delicious dinner and breakfast the next morning. Easy access to Town and Theatres. Free Parking Welcoming staff"
"The staff were welcoming and helpful. The room was nice, spacious, and comfortable. Breakfast was delicious. Overall a lovely place to stay when in Stratford. And if you love theatre, chat with the owners for the backstage scoop."
"This was an absolutely beautiful property and the accomodations were excellent. Spotless. The breakfast was way beyond my expectations. Mushroom and cheese omelette, with garnishes, yogurt, bread, cookies and excellent coffee. Lovely hosts!"
Frequently Asked Questions
How much does a Shakespeare vacation package cost?
You can grab a vacation package to this popular destination from $732 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.