Oak Square Vacations from NT$13,104

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 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

The Latest Oak Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Price was NT$16,470, price is now NT$13,104 per person
NT$13,104
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.6/10 Good! (456 reviews)
I have to deduct a few stars because the cleaning service people left the door open while we were out for the day. They came in and took used towels away and left the door open. Luckily I told my wife to take all our valuables when we left for the day.

Reviewed on 2025/8/28

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
Save 100% on your flight
Price was NT$26,243, price is now NT$18,652 per person
NT$18,652
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.8/10 Good! (71 reviews)
Great location! Pleasantly surprising hotel. Very clean, great staff, nice pool, areas to sir outside with nice views. I’d stay here again.

Reviewed on 2025/8/27

Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was NT$17,461, price is now NT$13,940 per person
NT$13,940
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.8/10 Good! (779 reviews)
We stayed in a "cottage" which was direct access from the car, which I love. There was a small fridge and micro, but not a kitchenette, which I had been hoping for. 2 Queen beds, a desk & chair, and a decent sized tv. NETFLIX was included and I enjoyed and appreciated that. Indoor and outdoor pools. I had intended to use the outdoor one, but the weather turned cool due to an offshore hurricane. The pool was lit up at night with beautiful colors. I am returning in acouple of weeks with my brother and intend to use it then. All of the staff were very personable, too.

Reviewed on 2025/8/27

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was NT$26,453, price is now NT$21,272 per person
NT$21,272
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
8/10 Very Good! (168 reviews)
Loved the venue, the beach, the live music, the restaurant, the outdoor bar. Great bartender. Excellent musician. Wonderful people in restaurant. Love the new chef. The Bathroom was in surprising and thoughtless disrepair. Ceiling fan filled with dust. Broken fixtures and broken shower curtain. Electric sloppily cut out and not well covered six inches from bathtub. Other electric jerryrigged around mirror. Discontinued three liquirds dispenser/holder still mounted n shower empty. That bathroom was a laughable embarrassment at best and it was potentially very dangerous.

Reviewed on 2025/8/25

Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Price was NT$24,195, price is now NT$19,578 per person
NT$19,578
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
8.4/10 Very Good! (319 reviews)
A simple but lovely place to stay!

Reviewed on 2025/8/25

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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NT$5,568 per night from Sep 1 to Sep 2
NT$5,568
NT$6,637 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (3,284 reviews)
"Nice hotel in great location"

Reviewed on 2025/8/27

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NT$6,547 per night from Sep 1 to Sep 2
NT$6,547
NT$8,871 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (3,868 reviews)
"Great hotel, nice staff, cool area"

Reviewed on 2025/8/25

Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NT$5,629 per night from Sep 1 to Sep 2
NT$5,629
NT$6,555 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (3,699 reviews)
"Get a room with the city view, it is amazing. Surprising, that they don’t offer gluten free options at their much advertised breakfast."

Reviewed on 2025/8/25

citizenM Boston North Station
See all 3,687 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 NT$13,104. 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

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