Eastern Massachusetts Holidays from AU$3,259

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to AU$703 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

Your Eastern Massachusetts Holiday

Choose one of our holiday packages to Eastern Massachusetts and wander wherever your inner adventurer desires. Dining and culture are just a couple of the things you can look forward to in this exciting destination. Your trip to Eastern Massachusetts wouldn't be complete without experiencing some of its most well-known cities, starting with Boston. Two of the top attractions here include Fenway Park and TD Garden. Hyannis is another favourite city with Eastern Massachusetts travellers. Visitors to this exciting destination enjoy Cape Codder Water Park and Cape Cod Inflatable Park. From the instant you book your Eastern Massachusetts holiday to when you get back home, Expedia will be with you each step of the way.

The Latest Eastern Massachusetts Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was AU$3,856, price is now AU$3,259 per person
AU$3,259
per person
27 Dec - 3 Jan
just found
Return flight included
Sydney (SYD) to Boston (BOS)
8.2/10 Very Good! (141 reviews)
Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library

Reviewed on 3 Oct 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was AU$4,617, price is now AU$3,542 per person
AU$3,542
per person
27 Dec - 3 Jan
just found
Return flight included
Sydney (SYD) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Clean and stylish room

Reviewed on 13 Oct 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$5,366, price is now AU$4,205 per person
AU$4,205
per person
28 Dec - 3 Jan
found 12 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
One of the best I’ve stayed at in a while

Reviewed on 11 Oct 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was AU$4,123, price is now AU$3,421 per person
AU$3,421
per person
28 Dec - 3 Jan
found 12 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,656 reviews)
Wow!! What a wonderful stay. My friend and I came for a girls weekend. Our room was wonderful and the staff was AWESOME!! I will be coming back to stay here the next time I come to Boston. Everything is walkable and beautiful views

Reviewed on 12 Oct 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was AU$4,204, price is now AU$3,565 per person
AU$3,565
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Boston (BOS)
9.2/10 Wonderful! (2,158 reviews)
Great room, fantastic staff. Wonderful area with shopping, dining and transportation. This is my goto in the Boston area from now on.

Reviewed on 13 Oct 2025

Our guide on 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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Eastern Massachusetts Holiday

Eastern Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Top Sights
Boston Common, New England Aquarium and Cape Cod National Seashore

Our pick of the best Eastern Massachusetts Hotel Deals

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (2,172 reviews)
"Fast check in very convenient exactly what you need it for. Well decorated"

Reviewed on 12 Oct 2025

Get rates
The Revolution Hotel
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$443 per night from 14 Nov to 15 Nov
AU$443
14 Nov - 15 Nov
includes taxes & fees
9.4/10 Exceptional! (6,597 reviews)
"The staff was responsive and got me everything I needed within minutes. The rooms were clean and looked great."

Reviewed on 13 Oct 2025

The Dagny Boston
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 AU$394 per night from 9 Nov to 10 Nov
AU$394
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (3,913 reviews)
"The staff was great, and the hotel is in a great location in the middle of a lot of things. Everything is walkable, and transportation is easy. The view is amazing. I will be coming back!"

Reviewed on 13 Oct 2025

citizenM Boston North Station
See all 15,202 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Eastern Massachusetts

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

Fenway Park

4.5/5(9 reviews)

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

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

4.5/5(27 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
Boston Common which includes landscape views, a skyscraper and a park

Boston Common

4.5/5(32 reviews)

The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.

Boston Common

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

AU$26
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

AU$26
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

AU$69
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
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.

Explore a world of travel with Expedia

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