Back Bay 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
Your Back Bay Vacation
With plenty of highlights as well as hidden gems, this city is best explored with a Back Bay vacation package. Look for places to stay in North Road, which is good for views, watersports and families. Make sure to spend some time sightseeing during your trip to Back Bay. Greens Point Lighthouse and Pea Point Island Lighthouse are some leading attractions to check out. Stop dreaming and start traveling. Explore the many options on Expedia today and finally put your Back Bay vacation plans into gear!
Top Back Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kennedy House
CA $805
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Saint John (YSJ)
9/10 Wonderful! (1,008 reviews)
An historic hotel which needs some deferred maintenance and updates. Very helpful staff. Large comfortable room with very uneven floor. Bathroom comfortable.
Upstairs enclosed patio needs severe cleaning.
Great location. Friendly vibe at very casual bar.
Reviewed on Oct 25, 2026
Chateau Saint John Trademark Collection by Wyndham
Mount Pleasant
CA $926
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Saint John (YSJ)
9.4/10 Exceptional! (1,912 reviews)
The hotel is beautiful and the rooms were lovely. The dining room staff went above and beyond and made our stay very pleasant. My only reason for a 4 star is that there was some garbage left under the bed from other patrons.
Reviewed on Oct 25, 2026
Ready to book your vacation to Back Bay?
Back Bay Hotel Deals
Algonquin Resort St Andrews by-the-Sea Autograph Collection
184 Adolphus Street St. Andrews NB
Fully refundableReserve now, pay when you stay
CA $160
CA $189 total
Nov 8 - Nov 9
includes taxes & fees
Saint Andrews Inn & Suites
111 Water Street St. Andrews NB
Fully refundableReserve now, pay when you stay
CA $144
CA $171 total
Nov 9 - Nov 10
includes taxes & fees
Kennedy House
218 Water Street St. Andrews NB
Fully refundableReserve now, pay when you stay
CA $89
CA $106 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"An historic hotel which needs some deferred maintenance and updates. Very helpful staff. Large comfortable room with very uneven floor. Bathroom comfortable. Upstairs enclosed patio needs severe cleaning. Great location. Friendly vibe at very casual bar."
Reviewed on Oct 25, 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 Back Bay vacation package cost?
You'll find cheap prices from CA $805 on Expedia for your Back Bay break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Back Bay costs.
What are the cheapest months to go to Back Bay?
If you're hoping to snag a cheap Back Bay vacation package, consider travelling in January, February and April. You'll typically find lower rates on accommodations and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Back Bay?
Generally, a handful of days is enough to tick off the main sights during your Back Bay vacation. But if you want to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Back Bay package deals?
Use Expedia's filters to find some terrific Back Bay package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Back Bay package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Back Bay vacation as a package?
You can enjoy significant savings on your Back Bay retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Back Bay?
If you've got your Back Bay travel dates confirmed, book early to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Back Bay?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Back Bay.
- Set your budget: Factor in expenses such as flights, meals and transportation when calculating how much to put aside for your trip to Back Bay. Then, choose a property that suits your budget, whether that's a low-cost option or a more upscale retreat.
- Work out your trip length: Consider how long you'd like to spend exploring Back Bay. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Back Bay vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
