Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Nottingham City Centre by Sunday

Nottingham City Centre by Sunday

4 out of 5
Nottingham City Centre
Price was CA $1,496, price is now CA $1,324 per person
CA $1,324
per person
Aug 29 - Sep 3
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to East Midlands (EMA)
7.8/10 Good! (1,006 reviews)
The hotel was old and in need of a good clean and paint. Our room was everything but clean, old carpet and worse still stained mattress. Never again.

Reviewed on Jun 7, 2026

The Poplars Boutique

The Poplars Boutique

2.5 out of 5
Price was CA $2,631, price is now CA $2,583 per person
CA $2,583
per person
Aug 4 - Aug 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to East Midlands (EMA)
9.2/10 Wonderful! (220 reviews)
Fantastic location, only a short walk to the Castle, Cathedral and older parts of the City, avoiding the Steep Hill. Added bonus is to have parking on site, albeit a little bit of parking jenga at times having to move cars around to accommodate other guests wanting / needing to move. Staff are very nice as were the other guests who you sit with in the shared tables at breakfast.

Reviewed on Jun 16, 2026

Holiday Inn Leicester by IHG

Holiday Inn Leicester by IHG

4 out of 5
Price was CA $2,198, price is now CA $2,197 per person
CA $2,197
per person
Aug 7 - Aug 11
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to East Midlands (EMA)
9/10 Wonderful! (1,009 reviews)
Friendly and efficient base for an overnight business stay

Reviewed on Jun 20, 2026

Boston Hotel Deals

Boston West Hotel

Boston West Hotel

3 out of 5
Hubbert's Bridge Boston England
Fully refundableReserve now, pay when you stay
The price is CA $59 per night from Jun 28 to Jun 29
CA $59
CA $71 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (780 reviews)
"Had a deluxe room with balcony,very nice massive bed,tv etc. only problem I had was managed to set off smoke alarm after using shower! The sensor is too close to the bathroom! Good wake up call for my neighbours though!"

Reviewed on Jun 20, 2026

Boston West Hotel
The Arundell Hotel

The Arundell Hotel

3 out of 5
1 Church Close Boston England
The price is CA $133 per night from Jun 26 to Jun 27
CA $133
CA $159 total
Jun 26 - Jun 27
includes taxes & fees
8.8/10 Excellent! (146 reviews)
"As usual it was a very nice stay."

Reviewed on Jun 18, 2026

The Arundell Hotel
Supreme Inn Boston

Supreme Inn Boston

3 out of 5
Bicker Bar Bicker Boston England
Fully refundableReserve now, pay when you stay
The price is CA $45 per night from Jun 28 to Jun 29
CA $45
CA $58 total
Jun 28 - Jun 29
includes taxes & fees
6.8/10 (101 reviews)
"Second time I have stayed here and all good. Staff were particularly helpful from booking in to checking out. Nice breakfast by the way"

Reviewed on Jun 17, 2026

Supreme Inn Boston
See all 3,167 properties in Boston
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.
All Inclusive Vacations
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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 $1,324. 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.