Back Bay Vacation Packages

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Top Holiday Package Deals in Back Bay

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

CA $700
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (203 reviews)
Great beachfront location! Breakfast was excellent as well.

Reviewed on Aug 7, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
CA $4,803
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.

Reviewed on Aug 6, 2026

Good Hotels Boston

Good Hotels Boston

South End
CA $1,325
per person
Sep 9 - Sep 13
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very good! (55 reviews)
Very nice people and had excellent help!

Reviewed on Aug 7, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

Downtown Boston
CA $1,834
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (5,158 reviews)
Hotel was perfect location for my first real trip in Boston. Everything seemed at a walkable distance whether it’s food options, parks, subway access, or just fun city activities. Staff was amazing! Appreciate all the little details of individual toiletries, robes/slippers, and adequate amount of outlets. Would definitely recommend this hotel!

Reviewed on Aug 7, 2026

Sesuit Harbor House

Sesuit Harbor House

CA $987
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.

Reviewed on Aug 1, 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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

1 out of top 10 points of interest in this area

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

A tree-lined urban street with parked cars and benches.

Fenway–Kenmore

1 out of top 10 points of interest in this area

Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign.

Back Bay Hotel Deals

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
CA $238
CA $278 total
Aug 16 - Aug 17
includes taxes & fees
8.2/10 Very good! (802 reviews)
"The rooms are clean bed is comfortable. The poor was not in working order. Have stay twice now and each time was a good experience. Walking distance to Fenway. Would stay again. Thanks"

Reviewed on Aug 7, 2026

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

Copley Square Hotel, a FOUND Hotel

47 Huntington Ave Boston MA
Fully refundableReserve now, pay when you stay
CA $230
CA $268 total
Aug 16 - Aug 17
includes taxes & fees
Copley Square Hotel, a FOUND Hotel
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

10 Huntington Ave Boston MA
Fully refundableReserve now, pay when you stay
CA $292
CA $397 total
Aug 16 - Aug 17
includes taxes & fees
The Westin Copley Place, Boston, a Marriott Hotel
See all 4,176 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.

Frequently asked questions

How much does a Back Bay vacation package cost?
The cheapest Back Bay vacation package is CA $700, 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.

Stay near popular Back Bay attractions

A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.
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A sidewalk lined with brick buildings, outdoor cafes, and pedestrians.

Newbury Street

9.2/10 (955 reviews)
Stretching between Massachusetts Avenue and Boston Public Gardens, this upscale street is one of Boston’s most popular shopping and dining destinations.
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A row of historic brownstone buildings with pink cherry blossoms lining the sidewalk.

Hynes Convention Center

8.6/10 (921 reviews)
During your trip, find out what's happening at Hynes Convention Center, a top convention center in Boston. Experience the acclaimed art scene and fascinating museums in this vibrant area.
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A cityscape with a prominent skyscraper, various buildings, and a distant body of water.
Photo by Katherine Smith

Copley Place

9.0/10 (2,648 reviews)
You can enjoy retail therapy at Copley Place during your visit to Boston. Discover the fascinating museums and notable monuments in this vibrant area.
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A marathon with runners on a city street lined with buildings and flags.

Boston Marathon Finish Line

8.8/10 (3 reviews)
You can take time to visit Boston Marathon Finish Line during your travels to Boston. Check out the shops and top-notch restaurants in this vibrant area.
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A city skyline with modern skyscrapers and a river in the foreground.
Photo by Massachusetts Office of Travel & Tourism

Prudential Tower

9.0/10 (944 reviews)
No other building serves up finer views than this controversial and prominent landmark.
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An aerial view of a cityscape with prominent skyscrapers, a circular plaza, and a river in the background.

The Shops at Prudential Center

9.2/10 (47 reviews)
You can do some window-shopping at The Shops at Prudential Center during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
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A large outdoor concert with a stage decorated with stars and fireworks.
Photo by Greater Boston Convention & Visitors Bureau

Charles River Esplanade

The famous Independence Day concert takes place here on the Fourth of July, but the park’s lively atmosphere lasts a whole summer long.
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Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $72
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 $118
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 $48
per adult
86% 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.