Boston Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sketchley Grange Hotel & Spa
CA $1,850
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to East Midlands (EMA)
7.8/10 Good! (1,001 reviews)
The staff including Mia on the front desk, Millie on the bar and serving staff in the restaurant were all very helpful. Suggest more help in the bar at busy times as it sometimes takes a long time to get drinks.
Special mention to Sarah, Events Manager and the chefs in the kitchen, the special meal for 20 was excellent.
Our special occasion anniversary weekend was a great success.
Thanks everyone.
Reviewed on Aug 4, 2026
Leonardo Hotel and Conference Venue Hinckley Island
CA $1,840
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to East Midlands (EMA)
8.2/10 Very good! (1,000 reviews)
Great place to stay staff were helpful. Clean well organised definitely returning
Reviewed on Aug 3, 2026
Holiday Inn Leicester by IHG
CA $1,856
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to East Midlands (EMA)
9/10 Wonderful! (1,004 reviews)
Nice clean rooms, friendly staff, great city centre location, easy access to shops, restaurants, bus station and university.
Reviewed on Aug 7, 2026
Boston Hotel Deals
The White Hart Hotel, Boston, Lincolnshire
1-5 High Street Boston England
Fully refundableReserve now, pay when you stay
CA $110
CA $132 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (574 reviews)
"Great place to stay"
Reviewed on Jul 30, 2026
Boston West Hotel
Hubbert's Bridge Boston England
Fully refundableReserve now, pay when you stay
CA $72
CA $87 total
Aug 16 - Aug 17
includes taxes & fees
8.4/10 Very good! (801 reviews)
"Very good hotel very clean and very helpful."
Reviewed on Jul 29, 2026
The Arundell Hotel
1 Church Close Boston England
CA $133
CA $160 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (156 reviews)
"Nice place very modern and clean"
Reviewed on Aug 4, 2026
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.
Frequently asked questions
How much does a Boston vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Boston from just CA $1,364. And the more you bundle, the more money you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Boston?
By bundling. Hotels, flights and rental cars — combine whatever you need into a Boston vacation package to save tons of cash. Score even more discounts when you include extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to customize your vacation your way. We offer over 550 airlines and 1,000,000 hotel options all over the world, so that everyone has an opportunity to travel and live out those vacation dreams.
How far in advance should I book my Boston vacation?
Reserving your flights early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, great deals to Boston are still known to appear just weeks before departure.
What does an Expedia Boston travel package include?
It all comes down to what sort of getaway you're planning. Boston vacation deals can include hotels, car rentals and flights. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Boston travel package?
When you book your hotels, flights and car rentals together, you'll be rewarded with awesome discounts. Whether you're planning a wilderness getaway in a cabin or would rather stay in a cozy apartment in the city, Expedia will help make it happen.
Can I choose my airline with a Boston Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines across the globe, so you can design your Boston adventure according to your budget and style.
If I'm not able to travel, can I cancel my Boston vacation package?
Your situation can change in a flash, so yes, you can. You may be able to amend or cancel your Boston vacation package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your hotel, car rental company or airline may charge a fee. Need more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
