Eastern Massachusetts Vacations from ₩1,426,184

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The Latest Eastern Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Price was ₩1,745,433, price is now ₩1,426,184 per person
₩1,426,184
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
8.6/10 Excellent! (1,013 reviews)
It has onsite parking. Paid. Close to the airport. Seems to be new construction.

Reviewed on May 31, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ₩4,155,931, price is now ₩2,495,198 per person
₩2,495,198
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was ₩2,414,095, price is now ₩1,732,535 per person
₩1,732,535
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
8.4/10 Very Good! (1,463 reviews)
My stay at Hotel Ivy was great! The staff was helpful and friendly, and my room was cozy and charming. The location of this hotel is great for walking around historic Boston. I would definitely stay again or recommend to others.

Reviewed on Jun 1, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ₩2,406,699, price is now ₩1,807,842 per person
₩1,807,842
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
8.8/10 Excellent! (1,496 reviews)
Front desk staff was very friendly and accommodating

Reviewed on May 31, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ₩3,606,790, price is now ₩2,725,074 per person
₩2,725,074
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
The rooms were clean, and friendly staff

Reviewed on May 31, 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

Downtown Boston

4.5/5(2,438 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

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 ₩337,740 per night from Jun 7 to Jun 8
₩337,740
₩454,981 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (4,676 reviews)
"Very disappointed in the aesthetics of the room in the artist tower. It felt awful waking up in the morning and looking at a concrete ceiling that looked unfinished. And also the corner pillars that were concrete and unfinished.There was no luggage rack to put your suitcase on and no closets. It ..."

Reviewed on Jun 1, 2026

Omni Boston Hotel at the Seaport
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 ₩206,022 per night from Jul 1 to Jul 2
₩206,022
₩239,918 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (2,639 reviews)
"A unique hotel that we enjoyed. Very clean."

Reviewed on May 31, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is ₩389,762 per night from Jun 28 to Jun 29
₩389,762
₩505,474 total
Jun 28 - Jun 29
includes taxes & fees
9.6/10 Exceptional! (4,402 reviews)
"This property is perfect! My only complaint is that when I booked it stated that we would have free breakfast and upon arrival they stated that we did not have breakfast included in our stay. Pretty disappointed but it did not take away from the beauty and cleanliness at this hotel"

Reviewed on Jun 1, 2026

Seaport Hotel Boston
See all 16,465 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

Fenway Park

Fenway Park

4.5/5(2,543 reviews)

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

Fenway Park
Harvard University

Harvard University

4.5/5(1,983 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
New England Aquarium

New England Aquarium

4.5/5(1,699 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

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.