Holbrook Vacations from $337

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Your Holbrook Vacation

Put together a custom vacation package to Holbrook and start looking forward to your next big adventure. Stay in the neighborhood of Dorchester, which is great for nature and dining, for a true taste of this exciting city. Make your trip to Holbrook even more fun and exciting by going sightseeing. South Shore Plaza, Campanelli Stadium and F1 Boston are among the top attractions worth exploring. Your ultimate Holbrook vacation is only clicks away. Browse hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Holbrook vacation packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $527, price is now $337 per person
$337
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,013 reviews)
We enjoyed our stay. Would stay again

Reviewed on Nov 24, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $1,189, price is now $667 per person
$667
per person
Feb 12 - Feb 17
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant. I would stay there anytime I'm in Brookline

Reviewed on Nov 22, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,135, price is now $646 per person
$646
per person
Feb 13 - Feb 16
just found
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Clean room, staff is nice and helpful

Reviewed on Nov 29, 2025

Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
Bay Village
Save 100% on your flight
Price was $743, price is now $461 per person
$461
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Boston (BOS)
6.2/10 (245 reviews)
Great central location, but very over priced for what you get. Felt like I was going to fall through the floor. Super old building and nothing works that well. Internet on tv didn't work. Bath plug/stopper didn't work. Electric hotplate didn't work. Don't bring a large suitcase as the stairs are very narrow and steep and I had to lug it up to the 4th floor.

Reviewed on Nov 10, 2025

The Merchant

The Merchant

3 out of 5
Downtown Salem
Save 100% on your flight
Price was $1,125, price is now $740 per person
$740
per person
Dec 30 - Jan 3
just found
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (375 reviews)
Incredible hospitality. One of our favorite hotel experiences in a while.

Reviewed on Nov 28, 2025

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Discover the most popular places to visit in Holbrook

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

What to do in Holbrook

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

$35
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$54
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
See all activities in Holbrook

Holbrook Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $178 total per night from Dec 4 to Dec 5
$178 total
Dec 4 - Dec 5
Total with taxes and fees
9.6/10 Exceptional! (3,738 reviews)
The food is very good. I have simple tastes and appreciated that the food was not over-processed but was simple yet extremely flavorful.

Reviewed on Nov 25, 2025

Seaport Hotel Boston
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $130 total per night from Dec 15 to Dec 16
$130 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (4,107 reviews)
Rooms were clean, staff was friendly

Reviewed on Nov 25, 2025

citizenM Boston North Station
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $203 total per night from Dec 18 to Dec 19
$203 total
Dec 18 - Dec 19
Total with taxes and fees
9/10 Wonderful! (4,246 reviews)
Room ready when we arrived at 8:30am Small but suffices Noise from outside is easily heard

Reviewed on Nov 25, 2025

Omni Boston Hotel at the Seaport
See all 3,660 properties in Holbrook
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.

Find the Best Holbrook Vacation Packages

Holbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
10,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
John F. Kennedy Presidential Library and Museum, Franklin Park Zoo and Legacy Place

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Frequently asked questions

How much does a Holbrook vacation package cost?
You can pick up a vacation package to this top destination from $337 on Expedia. However, how much your vacation to Holbrook costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Holbrook?
You can usually find reduced prices and better availability in November, December and January. Browse our cheap Holbrook vacation packages and you could land some great off-season deals.
How many days is enough for Holbrook?
With a well-planned itinerary, you can easily visit the top Holbrook attractions in a handful of days. But if you'd like to discover hidden spots or go on day trips, think about booking your Holbrook vacation for longer.
How to find the best Holbrook package deals?
Start your search for a Holbrook package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Holbrook package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Holbrook adventure off to a flying start.
Is it cheaper to book a Holbrook vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can tailor your Holbrook trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Holbrook?
Enjoy incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Holbrook adventure.
Does Expedia offer Book Now, Pay Later Holbrook vacation packages?
If you're like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Holbrook trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.