Eastern Massachusetts Holidays

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Eastern Massachusetts Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was S$1,861, price is now S$1,358 per person
S$1,358
per person
10 May - 15 May
found 1 day ago
Return flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (2,535 reviews)
We had a room with the bathroom inside. Nice size room, but no where for luggage or clothes. Close to a few spots to eat, train stop in walking distance about 15 minutes.

Reviewed on 27 Mar, 2026

Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Downtown Boston
Save 100% on your flight
Price was S$5,745, price is now S$3,663 per person
S$3,663
per person
10 May - 15 May
found 1 day ago
Return flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (1,522 reviews)
Amazing staff, room had great city view (beautiful at night). Very comfortable, very clean. Gym was fine for a couple days and they have an Equinox partnership if you need more machines.

Reviewed on 27 Mar, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was S$2,160, price is now S$1,440 per person
S$1,440
per person
10 May - 15 May
found 1 day ago
Return flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
The room we stayed in was very very dark, very little natural light and lighting in the room was not fully functional. Room was also right on top and I mean right on top of the elevator, so pretty steady stream of noise into our room from there.

Reviewed on 27 Mar, 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was S$2,364, price is now S$1,700 per person
S$1,700
per person
10 May - 15 May
found 1 day ago
Return flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Quiet and comfortable room in a great location. Room was smaller but cleanliness, service, and value were excellent.

Reviewed on 24 Mar, 2026

Cambridge Common House

Cambridge Common House

3.5 out of 5
West Cambridge
Price was S$1,873, price is now S$1,384 per person
S$1,384
per person
10 May - 15 May
found 1 day ago
Return flight included
Toronto (YYZ) to Boston (BOS)
No reviews

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(95 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Eastern Massachusetts

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 S$283 per night from 5 Apr to 6 Apr
S$283
5 Apr - 6 Apr
includes taxes & fees
9.2/10 Wonderful! (4,542 reviews)
nice location

Reviewed on 27 Mar, 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 S$298 per night from 10 Apr to 11 Apr
S$298
10 Apr - 11 Apr
includes taxes & fees
8.4/10 Very Good! (3,127 reviews)
The room was clean and comfortable. Location was excellent being able to walk to many food options.

Reviewed on 26 Mar, 2026

Hilton Boston Park Plaza
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 S$234 per night from 5 Apr to 6 Apr
S$234
5 Apr - 6 Apr
includes taxes & fees
9.6/10 Exceptional! (4,098 reviews)
Nice place very hard to find front door. Address does not take you to where you need to go

Reviewed on 27 Mar, 2026

Seaport Hotel Boston
See all 16,101 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.

Popular places to visit

Fenway Park showing a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(62 reviews)

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

Fenway Park
Harvard University featuring a city and heritage architecture

Harvard University

4.5/5(104 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 featuring marine life

New England Aquarium

4.5/5(57 reviews)

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

New England Aquarium

What to do in Eastern Massachusetts

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

S$21
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

S$21
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

S$63
per traveller
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 travelling 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 travellers 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 holiday 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 organising 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 travelling 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.