Oak Square Trips (flight + hotel)

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to P 3,500 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Oak Square

Find the best Oak Square areas and neighborhoods for the activities you enjoy most. Learn more about Oak Square
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

5/5(1 area review)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Top hotels in Oak Square

The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is P8,398 per night from 7 Jul to 8 Jul
P8,398
per night
7 Jul - 8 Jul
8.6/10 Excellent! (1,552 reviews)
"Location, services and everything was great!!"

Reviewed on Jun 14, 2024

The Revolution Hotel
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is P12,341 per night from 3 Jul to 4 Jul
P12,341
per night
3 Jul - 4 Jul
9/10 Wonderful! (2,172 reviews)
"Nice property and amenities. Strange that guests need to "reserve" time at the pool. It also seemed strange that there was no pool access for guests in the morning they were checking out. Nice workout facility. Treadmills face a glass wall so if you're running in the morning on a sunny day bring ..."

Reviewed on Jun 13, 2024

Omni Boston Hotel at the Seaport
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is P10,017 per night from 7 Jul to 8 Jul
P10,017
per night
7 Jul - 8 Jul
8.8/10 Excellent! (2,694 reviews)
"This hotel was right in the heart of Boston. The Freedom Trail is right out the door. We enjoyed our stay so much and look forward to staying there again when we visit Boston! So many restaurants, bars and shopping right by Hotel!"

Reviewed on Jun 13, 2024

Omni Parker House
See all 3,149 properties in Oak Square
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 an Oak Square vacation package cost?
From just . Yes, you read that right. Our Oak Square packages are an awesome way to make your budget last longer. Combine your preferred hotels, flights and car rentals and explore this fabulous destination.
How do I get a cheap travel package to Oak Square?
Bundle your hotel and flight bookings, toss in extras such as tours, and save with an Oak Square vacation package. You won’t just pick up amazing discounts on your trip — you’ll have loads of choice within your reach too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 properties around the world. Your next affordable adventure starts right here, right now!
Where should I stay in Oak Square?
Urban adventurers come from all corners of the globe to see Fenway Park and TD Garden in Oak Square. Book a room close to these popular attractions to make sightseeing easy.
What are the top hotels in Oak Square?
If it’s comfort and convenience you want, you can’t go past Luxurious Urban Oasis With Patio And Free Parking. Spend your nights relaxing here and your days wandering around Oak Square’s finest sights.
How far in advance should I book my Oak Square vacation?
Travelers are generally able to browse international fares on Expedia up to 12 months prior to departure. Booking late? With a stroke of luck, it’s still possible to nab a cheaper ticket only weeks before your journey.
What does an Expedia Oak Square travel package include?
Flights, hotels and rental cars, or any combination of the three — the choice is all yours! Whether you’re exploring Oak Square with the family or adventuring solo, there’s a bundle to suit every style and budget. Once you’ve made your booking, why not add on a couple of activities?
What should I know before booking an Oak Square travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you’ve created your package, you can add on things like tours and activities. Your next awesome vacation is only a few clicks away.
Can I choose my airline with an Oak Square Expedia vacation package?
Yes, and with over 550 airlines to pick from globally, it’s all about choice. Have a look through the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Oak Square vacation package?
It’s good to know that you can cancel your Oak Square booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Popular places to visit

Image for Fenway Park

Fenway Park

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

Fenway Park
Image for Harvard University

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
Image for Gillette Stadium

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium

Things to do

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

P4,094
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

P1,660
Per adult
98% of travellers recommend
Bewitched Walking Tour of Salem
Image for Freedom Trail: Small Group Walking Tour of Revolutionary Boston

Freedom Trail: Small Group Walking Tour of Revolutionary Boston

P2,158
Per adult
100% of travellers recommend
Freedom Trail: Small Group Walking Tour of Revolutionary Boston
See all activities in Boston

More trip options

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