Eastern Massachusetts Holidays

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Eastern Massachusetts Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Element Chelmsford

Element Chelmsford

3 out of 5
Price was S$924, price is now S$760 per person
S$760
per person
27 Nov - 30 Nov
found 1 day ago
Return flight included
Philadelphia (PHL) to Boston (BOS)
8.6/10 Excellent! (424 reviews)
The property is clean and quiet. Great place to stay while I visit my child at UMASS Lowell

Reviewed on 4 Sept, 2025

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was S$938, price is now S$801 per person
S$801
per person
27 Nov - 30 Nov
found 1 day ago
Return flight included
Philadelphia (PHL) to Boston (BOS)
9.2/10 Wonderful! (1,092 reviews)
Very nice clean room.

Reviewed on 26 Sept, 2025

Hampton Inn Boston/Peabody

Hampton Inn Boston/Peabody

2.5 out of 5
Price was S$910, price is now S$784 per person
S$784
per person
27 Nov - 30 Nov
found 1 day ago
Return flight included
Philadelphia (PHL) to Boston (BOS)
8.6/10 Excellent! (1,006 reviews)
They offer breakfast in the morning and it probably had the most options we have ever had at a "free hotel breakfast". There was plenty of parking and the staff was very polite. There are a few fast food options around the property as well. We would definitely stay again.

Reviewed on 26 Sept, 2025

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was S$935, price is now S$810 per person
S$810
per person
27 Nov - 30 Nov
found 1 day ago
Return flight included
Philadelphia (PHL) to Boston (BOS)
9/10 Wonderful! (2,149 reviews)
Loved staying here, was nervous about the shared bathroom but it was so clean and so safe! Would definitely stay here again!

Reviewed on 26 Sept, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
Price was S$896, price is now S$784 per person
S$784
per person
27 Nov - 30 Nov
found 1 day ago
Return flight included
Philadelphia (PHL) to Boston (BOS)
7.4/10 Good! (2,176 reviews)
Overall nice hotel overlooking a large lake. Hotels lounge made things a bit loud for some of the time, and the pot smell was pretty strong much of the time we were there. The included breakfast was well above average and served in a nice room overlooking the lake or at tables outside adjacent to the lake if you preferred. This hotel is a bit dated, but it was clearly trying to appear more modern with its overly crazy new wave furniture, but they should know that it didn't work, all they got out of trying is weird lobby furniture that nobody even tries to sit on. We would likely stay here again if we were in the area, as its well located to several areas, but still out of the worst of the congestion.

Reviewed on 26 Sept, 2025

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(94 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

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$417 per night from 28 Sept to 29 Sept
S$417
28 Sept - 29 Sept
includes taxes & fees
9.6/10 Exceptional! (3,481 reviews)
"Great rooms, good service"

Reviewed on 24 Sept, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
The price is S$420 per night from 28 Sept to 29 Sept
S$420
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (4,056 reviews)
"Excellent"

Reviewed on 25 Sept, 2025

Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$345 per night from 5 Oct to 6 Oct
S$345
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (3,836 reviews)
"I enjoyed my stay here. The staff was kind and polite. The location is close to the T as well as other local tourist attractions on the north side of Boston."

Reviewed on 25 Sept, 2025

citizenM Boston North Station
See all 15,615 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

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

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

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 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.

* 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.