Back Bay 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 Holiday Package Deals in Back Bay

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was CA $1,455, price is now CA $968 per person
CA $968
per person
Jul 3 - Jul 6
found 2 days ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.

Reviewed on May 8, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $2,769, price is now CA $1,773 per person
CA $1,773
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Price was CA $5,169, price is now CA $3,563 per person
CA $3,563
per person
Jun 16 - Jun 21
found 19 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (453 reviews)
Top notch. Every member of the staff was a credit to his or her profession.

Reviewed on May 3, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,056, price is now CA $1,425 per person
CA $1,425
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $2,425, price is now CA $1,682 per person
CA $1,682
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (687 reviews)
Very peaceful except the folks upstairs. We were bottom level ocean view. Lovely newly renovated room. Incredible staff. I live 11 hrs away and parents both in nearby wonderful nursing home, LC. Easy drive to see them. Family home gone now but was certainly made to feel at home here.

Reviewed on May 6, 2026

Where to stay in Back Bay

Find the best Back Bay areas and neighborhoods for the activities you enjoy most. Learn more about Back Bay
Downtown Boston

Downtown Boston

4.5/5(197 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Back Bay Hotel Deals

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

2 out of 5
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from May 25 to May 26
CA $286
CA $333 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (309 reviews)
Room was freezing

Reviewed on May 8, 2026

The Midtown Hotel MOD Collection by Sonesta
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

4 out of 5
47 Huntington Ave Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from May 25 to May 26
CA $193
CA $225 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (4,020 reviews)
Clean, though very old and not super well maintained. The fitness center could fit 3 people max at one time.

Reviewed on May 6, 2026

Copley Square Hotel, a FOUND Hotel
Boston Marriott Copley Place

Boston Marriott Copley Place

4 out of 5
110 Huntington Ave Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from May 10 to May 11
CA $327
CA $436 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (1,791 reviews)
Very friendly staff and clean rooms

Reviewed on May 7, 2026

Boston Marriott Copley Place
See all 4,196 properties in Back Bay
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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Back Bay vacation package cost?
The cheapest Back Bay vacation package is CA $968, so your dream trip can become a reality — without a hefty price tag. Combine flights, hotels and car rentals to customize a package that's perfect for you.
How do I get a cheap travel package to Back Bay?
You'll save piles of cash if you combine your car rentals, flights and hotels into a Back Bay travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties globally, which means you'll always have plenty of options to choose from. Want to save even more? Add some exciting activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Back Bay?
A visit to Back Bay isn't complete without seeing Fenway Park and TD Garden. Stay somewhere nearby for easy access to these terrific attractions.
What are the top hotels in Back Bay?
If it's your first time staying in Back Bay, lock in a room at Elegant Back Bay Brownstone - Comm Ave or Marlborough Street Condo. Both hotels will make you feel at home and are favorites among lots of travelers.
How far in advance should I book my Back Bay vacation?
You'll be rewarded with the biggest variety and the cheapest prices by booking your Back Bay vacation early. Airlines typically advertise flight tickets anywhere up to a year before departure, so secure your spot ASAP. Having said that, Expedia is dedicated to giving you the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia Back Bay travel package include?
Hotels, flights and rental cars, or any combination of them — the choice is all yours! Whether you're headed to Back Bay on a family road trip or traveling with your friends, there's a package to fit your style and budget. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking a Back Bay travel package?
Locking in all the parts of your vacation together is a great way to save. Combine your flights, car rentals and hotels into one little package. But it's not just hotels. Expedia features all sorts of properties, including vacation rentals such as beachfront villas and short-term homes. The list is almost endless!
Can I choose my airline with a Back Bay Expedia vacation package?
You sure can. We offer more than 550 airline partners across the globe, so fly with the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Back Bay vacation package?
Yes you can, and we're here to help. You may be able to cancel or change your Back Bay vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Back Bay

Copley Square

Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

Copley Square
Newbury Street

Newbury Street

Stretching between Massachusetts Avenue and Boston Public Gardens, this upscale street is one of Boston’s most popular shopping and dining destinations.

Newbury Street
Boston Back Bay Skyline

Hynes Convention Center

Learn about the events happening at Hynes Convention Center during your trip to Boston. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Hynes Convention Center

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.