Eastern Massachusetts Vacations from ￥319,196

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The Latest Eastern Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was ￥389,260, price is now ￥319,196 per person
￥319,196
per person
May 20 - May 26
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.8/10 Excellent! (1,000 reviews)
The staff was amazing..... every single person. The room was very clean and comfortable. The only complaint I would have is that the restaurant could use more offerings and was very pricey. But again, the service was great so I still went with 5 stars!

Reviewed on Feb 24, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥895,216, price is now ￥639,116 per person
￥639,116
per person
May 20 - May 26
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!

Reviewed on Feb 24, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥537,747, price is now ￥388,358 per person
￥388,358
per person
May 20 - May 26
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Room was small-but very clean & bright. Beds were very comfortable. SO close to TD garden. Staff was kind & helpful. Breakfast was good. Their parking option was ramp garage that is only 6’2” and not a lot of parking spots for a random Wednesday. If that’s a concern, you may want to look elsewhere. Will absolutely stay again

Reviewed on Feb 26, 2026

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was ￥440,092, price is now ￥360,527 per person
￥360,527
per person
May 20 - May 26
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
We stay at the Colonnade fairly regularly because of its convenient location and easy parking. This time we were stuck there because of a blizzard, so we spent more time actually hanging around the hotel. The lobby is really comfortable and cozy with a gas fire and a front wall of glass. The room was also very comfortable, including beds, pillows, bathrobes. We ate breakfast twice at the hotel restaurant and the staff were warm and friendly.

Reviewed on Feb 25, 2026

Omni Parker House

Omni Parker House

4.5 out of 5
Downtown Boston
Price was ￥437,384, price is now ￥360,989 per person
￥360,989
per person
May 20 - May 26
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9/10 Wonderful! (3,169 reviews)
The room was spotless, location was great for us, staff were great. My only complaint is the people next door to us which of course, the hotel can't control.

Reviewed on Feb 23, 2026

Where to stay in Eastern Massachusetts

Find the best Eastern Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Massachusetts
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

Find the Best Eastern Massachusetts Vacation Packages

Eastern Massachusetts 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 ￥19,741 per night from Mar 1 to Mar 2
￥19,741
￥28,304 total
Mar 1 - Mar 2
includes taxes & fees
9.6/10 Exceptional! (4,048 reviews)
Perfect for our short stay in Boston! Great staff, omgy clean room, and nice bar. Would stay again!

Reviewed on Feb 26, 2026

Seaport Hotel Boston
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
The price is ￥15,793 per night from Mar 1 to Mar 2
￥15,793
￥24,746 total
Mar 1 - Mar 2
includes taxes & fees
9.2/10 Wonderful! (4,469 reviews)
Good people and nice service

Reviewed on Feb 26, 2026

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥19,044 per night from Mar 8 to Mar 9
￥19,044
￥28,528 total
Mar 8 - Mar 9
includes taxes & fees
8.4/10 Very Good! (3,102 reviews)
Clean room

Reviewed on Feb 26, 2026

Hilton Boston Park Plaza
See all 16,087 properties in Eastern Massachusetts
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.

Discover the most popular places to visit in Eastern Massachusetts

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

Fenway Park

4.5/5(2,499 reviews)

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

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

Boston Common

4.5/5(4,786 reviews)

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

Harvard University

4.5/5(1,966 reviews)

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 Eastern Massachusetts

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

￥2,630
per traveler
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

￥7,737
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

￥7,737
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Eastern Massachusetts

Frequently asked questions

Can I cancel my flight booking to Eastern Massachusetts due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for most travel queries, including about flight changes due to COVID-19. For greater peace of mind, look over the terms and conditions of your preferred carrier before booking.
What's the best way to find cheap flights to Eastern Massachusetts that have flexible change policies?
When it comes to traveling these days, flexibility is key. That's why we've added a "No change fee" filter to help you find flexible, low-priced flights to Eastern Massachusetts. It's to the left of your screen just underneath the "Flexible change policies" subheading.
What are some of the general tips for travelers to Eastern Massachusetts during the COVID-19 outbreak?
With new safety guidelines in place, travel looks a bit different these days. Here's what you should know before you get on that plane to Eastern Massachusetts:
  • Find out if any travel restrictions apply to your origin and destination before booking your flight. Also check if there are any special conditions you'll need to follow on arrival, such as mandatory quarantining.
  • Keep your face mask on during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
  • Rather than handing a TSA employee your boarding pass, position it straight on the scanner yourself. When that's done, hold it up for inspection.
  • You can take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be taken out for X-ray screening.
  • Remove items from your pockets, such as your wallet and phone, and place them in your carry-on instead of the bins. This will reduce handling during the screening process.
  • If you're taking food on board, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA employee will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Eastern Massachusetts?
Cape Air offers flights into or near Eastern Massachusetts, including 1785 that touch down at Logan Intl. Airport (BOS) each month. Choose your vacation dates and then secure your airfare early to get the best deal.
How can I find cheap tickets to Eastern Massachusetts?
One of the easiest ways to snare cheap tickets to Eastern Massachusetts is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. It'll reveal the cheapest prices for nearby days. The best price for a flight to Eastern Massachusetts in the last seven days was . Booking well ahead of time will usually help you pick up an even better deal.
How much is a flight to Eastern Massachusetts?
One-way flights departing from () sold for just in the last seven days. During this time, the price of a return air ticket to Eastern Massachusetts varied between and . If you spot a good deal, grab it quickly — these prices don't stick around for long.
What are the most popular airports to fly into in Eastern Massachusetts?
Start organizing your Eastern Massachusetts trip by securing a seat on one of the 12051 monthly flights to Logan Intl. Airport (BOS). This is the region's main point of entry.
When is the cheapest time to fly to Eastern Massachusetts?
If you'd rather spend your cash on having fun in Eastern Massachusetts rather than on flying there, take off early in the week. The cheapest day to travel is usually Tuesday, followed by Monday. With many people traveling on weekends, Saturday often has the most expensive fares.
How much is a plane ticket to Eastern Massachusetts?
Flights to Eastern Massachusetts ranged from to in the last seven days. Generally, the earlier you make a reservation, the bigger the bargain.
Which airlines with flights to Eastern Massachusetts employ COVID-19 cleanliness policies?
As travel restrictions start to lift, many airlines are now servicing flights with new strategies including physical distancing and enhanced disinfection measures. Here's what multiple carriers are doing to help stop the spread of COVID-19:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.