Oak Square Vacations from ￥306,752

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Oak Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥365,955, price is now ￥306,752 per person
￥306,752
per person
Mar 10 - Mar 16
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I didn’t like that I was surprised with “hospitality fee” for almost $70 upon arrival. Had I known that I would’ve stayed somewhere else. That’s why I paid in advance on Expedia.

Reviewed on Jan 23, 2026

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was ￥478,733, price is now ￥392,315 per person
￥392,315
per person
Mar 10 - Mar 16
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Boston (BOS)
9.6/10 Exceptional! (1,218 reviews)
Clean, inviting & perfect.

Reviewed on Jan 21, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was ￥424,700, price is now ￥348,932 per person
￥348,932
per person
Mar 10 - Mar 16
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
The staff was fantastic!

Reviewed on Jan 24, 2026

Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
Fenway–Kenmore
Price was ￥397,406, price is now ￥335,782 per person
￥335,782
per person
Mar 10 - Mar 16
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Boston (BOS)
8.6/10 Excellent! (1,229 reviews)
Room is amazing I love how room service even fold our pajama. Impeccable into details. They sent a microwave to our room as per request. I hope they have Hot Water ready in lobby 24/7. Access to that is very limited

Reviewed on Jan 20, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was ￥407,476, price is now ￥344,950 per person
￥344,950
per person
Mar 10 - Mar 16
found 3 hours ago
Roundtrip flight included
Nagoya (NGO) to Boston (BOS)
9.4/10 Exceptional! (4,672 reviews)
Nice hotel in great location

Reviewed on Jan 24, 2026

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

4.5/5(2,415 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

Oak Square Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥16,675 per night from Jan 26 to Jan 27
￥16,675
￥19,418 total
Jan 26 - Jan 27
includes taxes & fees
9.2/10 Wonderful! (6,166 reviews)
lovely staff, clean rooms, what more do you need

Reviewed on Jan 21, 2026

Harborside Inn Of Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥55,274 per night from Jan 29 to Jan 30
￥55,274
￥64,366 total
Jan 29 - Jan 30
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
beautiful, clean rooms, well appointed

Reviewed on Jan 23, 2026

The Langham, Boston
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 ￥12,219 per night from Jan 26 to Jan 27
￥12,219
￥14,229 total
Jan 26 - Jan 27
includes taxes & fees
9/10 Wonderful! (2,406 reviews)
This was good for a quick stay. The single room was small, but comfortable and had everything you’d need in a hotel. The only problem I had was with parking. Although it is mentioned that there is no parking lot, I was not aware that my only feasible option was staying in a parking garage for an ...

Reviewed on Jan 20, 2026

The Revolution Hotel
See all 4,129 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 ￥306,752. 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.

Discover the most popular places to visit in Oak Square

Boston Common showcases lush greenery and city skyline under a clear blue sky during a sunny day

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
Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts

Fenway Park

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

Fenway Park
Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies

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

Things to do

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

￥5,376
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥12,491
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Small Group Seafood Tour

Behind Boston’s Lobster Scene: Seaport Seafood Experience

￥8,744
per adult
84% of travellers recommend
Behind Boston’s Lobster Scene: Seaport Seafood Experience
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.