Southeast Massachusetts Holidays

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Top Flight + Hotel Deals in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
East Boston
Price was €852, price is now €669 per person
€669
per person
26 Dec - 31 Dec
found 20 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
18.4/10 Exceptional! (1,732 reviews)
Very good overall great view but a little far from the center where everything is $35 uber every time

Reviewed on 19 Nov 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,560, price is now €1,076 per person
€1,076
per person
9 Feb - 13 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
19.6/10 Exceptional! (1,005 reviews)
Beautiful room with a view. The fitness center and spa was great!

Reviewed on 17 Nov 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €1,259, price is now €923 per person
€923
per person
9 Feb - 13 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
18.4/10 Exceptional! (2,268 reviews)
Room was really clean!!

Reviewed on 17 Nov 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €1,530, price is now €1,136 per person
€1,136
per person
9 Feb - 13 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
The room was wonderful, the bed was heaven. Room service was delicious and the overall aesthetic and ambience of the lobby and common areas were fabulous

Reviewed on 18 Nov 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €1,462, price is now €1,116 per person
€1,116
per person
9 Feb - 13 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
18.8/10 Exceptional! (536 reviews)
This hotel has it all, best in class care and service.

Reviewed on 24 Oct 2025

Where to stay in Southeast Massachusetts

Find the best Southeast Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Southeast Massachusetts
Nantucket showing a bay or harbour, a marina and boating

Nantucket Town

While visiting Nantucket Town, you might make a stop by sights like Nantucket Atheneum and Nantucket Historical Association.

Find hotels in Nantucket Town

Top hotels in Southeast Massachusetts

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
The price is €99 per night from 8 Dec to 9 Dec
€99
8 Dec - 9 Dec
includes taxes & fees
9/10 Wonderful! (2,566 reviews)
Great customer service and clean Hotel.

Reviewed on 15 Nov 2025

Hyatt Place Boston/Braintree
Motel 6 Brockton, MA

Motel 6 Brockton, MA

2 out of 5
391 Westgate Dr Brockton MA
Fully refundableReserve now, pay when you stay
The price is €93 per night from 23 Nov to 24 Nov
€93
23 Nov - 24 Nov
includes taxes & fees
6.6/10 (1,235 reviews)
I had a great stay overall.

Reviewed on 8 Nov 2025

Motel 6 Brockton, MA
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road Hyannis MA
Fully refundableReserve now, pay when you stay
The price is €100 per night from 14 Dec to 15 Dec
€100
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (637 reviews)
Good condition

Reviewed on 14 Nov 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 10,916 properties in Southeast 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

Plymouth Rock showing a garden as well as a small group of people

Plymouth Rock

4/5(17 reviews)

No American historical tour is complete without a personal encounter with this symbol of national identity and origins.

Plymouth Rock
Cape Cod National Seashore featuring general coastal views and tranquil scenes

Cape Cod National Seashore

4.5/5(27 reviews)

Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.

Cape Cod National Seashore
Barnstable featuring a beach

Old Silver Beach

4.5/5(7 reviews)

Go for a swim in the surprisingly warm water or enjoy the views across Buzzard Bay at Falmouth’s family-favorite beach.

Old Silver Beach

Frequently asked questions

Can I cancel my flight booking to Southeast Massachusetts due to COVID-19?
In response to these difficult times, many air carriers are offering greater flexibility. Click through to our Customer Service Portal to get important information about changing or cancelling your flight due to COVID-19.
What's the best way to find cheap flights to Southeast Massachusetts that have flexible change policies?
By using our handy "No change fee" filter, that's how. Simply enter your travel details, click the "Search" button, then select the box directly underneath the "Flexible change policies" heading (to the left of your screen). Expedia makes it a snap to find flexible and affordable fares to Southeast Massachusetts.
What are some of the general tips for travellers to Southeast Massachusetts during the COVID-19 outbreak?
If it's your first time travelling during the COVID-19 pandemic, you'll notice plenty of new rules and standards in place. Take note of these tips and make your journey to Southeast Massachusetts a smooth one:
  • Before locking in your flight, find out if any travel restrictions or bans apply — in both your destination and origin. Get up-to-date information by reviewing government websites.
  • Wear a face mask even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA employee. Instead, place your pass on the scanner and then hold it up for the agent to visually inspect it.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll need to remove it for screening.
  • Empty everything from your pockets, such as your wallet, coins and keys, and put them in your carry-on rather than the bins. This will reduce handling during screening.
  • Separate any food you have for X-ray scanning. Putting it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Southeast Massachusetts?
Cape Air is a popular carrier servicing Southeast Massachusetts. Search for a ticket to Logan Intl. Airport (BOS) and you'll have 1785 Cape Air flights a month to select from.
How can I find cheap tickets to Southeast Massachusetts?
For the best deal to Southeast Massachusetts, book well ahead of time. Also think about using Expedia's "flexible dates" feature at the top of your search results. This will display prices for nearby days. In the last seven days, was the best price for a flight to Southeast Massachusetts.
How much is a flight to Southeast Massachusetts?
In the last seven days, round-trip flights to Southeast Massachusetts sold for as little as and reached a maximum of . For one-way journeys departing from (), the lowest amount paid during this same period was .
What are the most popular airports to fly into in Southeast Massachusetts?
Book your flight to Logan Intl. Airport (BOS) and experience everything that Southeast Massachusetts has to offer. As the region's primary entry point, about 12051 flights land here each month.
When is the cheapest time to fly to Southeast Massachusetts?
Jetting off on a Tuesday, followed by a Monday, is usually the best way to score the cheapest fare. Avoid weekends if possible, because Saturday is typically the most expensive day of the week. Spend the cash you saved enjoying yourself in Southeast Massachusetts instead!
How much is a plane ticket to Southeast Massachusetts?
Fares to Southeast Massachusetts ranged from to in the last seven days. Generally, the sooner you book the better the price.
Which airlines with flights to Southeast Massachusetts employ COVID-19 cleanliness policies?
As travel restrictions start to lift, most airlines are back in business with new measures including social distancing and increased sanitization. Here's what a few 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.