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.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was €1,395, price is now €1,059 per person
€1,059
per person
7 Sept - 13 Sept
found 23 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (2,383 reviews)
Bad customer service, they have no respect to guests. Hidden charges. Thumb down

Reviewed on 4 Jul 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,255, price is now €1,366 per person
€1,366
per person
4 Sept - 8 Sept
just found
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on 15 Jun 2026

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was €3,180, price is now €2,177 per person
€2,177
per person
7 Sept - 13 Sept
found 23 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
7.8/10 Good! (326 reviews)
convenient short drive from Boston with less traffic over Bourne Bridge. great location with pristine calm and warm water beach. great staff helping get settled on the beach with chairs and umbrella. fortunate to select room with patio first floor which was convenient. rooms were fine nothing scary or amazing. service at bar was quick. food services were slow and basic. great value

Reviewed on 4 Jul 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was €1,830, price is now €1,307 per person
€1,307
per person
7 Sept - 13 Sept
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (5,105 reviews)
What a beautiful, old hotel right in the heart of downtown.

Reviewed on 4 Jul 2026

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was €1,724, price is now €1,276 per person
€1,276
per person
18 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,284 reviews)
Staff is the best, and the restaurant is very good.

Reviewed on 1 Jul 2026

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
A harbor with several boats, including a red boat named "Kentucky" and a white boat named "Serenity."

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

Marriott Boston Quincy

Marriott Boston Quincy

3.5 out of 5
1000 Marriot Dr Quincy MA
Fully refundableReserve now, pay when you stay
The price is €165 per night from 12 Jul to 13 Jul
€165
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (1,443 reviews)
"Fee for Wi-Fi 😨"

Reviewed on 4 Jul 2026

Marriott Boston Quincy
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is €242 per night from 19 Jul to 20 Jul
€242
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (275 reviews)
"I would stay here again they just bought the hotel so they are doing a bunch of renovations"

Reviewed on 27 Jun 2026

Iris Hotel Cape Cod
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is €319 per night from 6 Jul to 7 Jul
€319
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (611 reviews)
"Pro: Front desk staffs and lifeguards are great. Cons: The room isn’t clean! We found a lollipop stick on top of the bed frame (it shows housekeeper isn’t carefully checking) and a tiny spider. Housekeeper took our used towels but didn’t replace new ones. Didn’t refill water bottles, didn’t refill ..."

Reviewed on 3 Jul 2026

Margaritaville Resort Cape Cod
See all 11,782 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.

Stay near popular Southeast Massachusetts attractions

A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr
Open Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theatre scene.
See properties

What to do in Southeast Massachusetts

Moby Dick's New Bedford Smartphone Guided Walking Tour

Moby Dick's New Bedford Smartphone Guided Walking Tour

€7
per adult
Moby Dick's New Bedford Smartphone Guided Walking Tour
See all activities in Southeast Massachusetts

Frequently asked questions

How much does a Southeast Massachusetts holiday package cost?
Starting from a low €1,059, a package is your gateway to inexpensive travel. Custom build your Southeast Massachusetts adventure by selecting from our comprehensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to Southeast Massachusetts?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a Southeast Massachusetts holiday package and save. Score even better deals when you include extras such as activities or tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your way. We offer over 550 airlines and 1,000,000 hotel options in all corners of the globe, so that everyone has a chance to travel and fulfil those holiday fantasies.
Where should I stay in Southeast Massachusetts?
Plymouth is a fantastic place to include in your itinerary. It's where you'll find well-known sights including Plymouth Rock and Mayflower II. Provincetown also draws in many wanderers eager to explore some of the best attractions in Southeast Massachusetts. Two of the best are Pilgrim Monument and Herring Cove Beach.
What are the top hotels in Southeast Massachusetts?
When it comes to hotels in Provincetown, Hampton Inn Boston - Logan Airport and Boston Park Plaza are two terrific options. If you're also visiting Brewster, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel will make you feel right at home.
How far in advance should I book my Southeast Massachusetts holiday?
While not all air carriers release tickets early, customers are usually able to start comparing international fares on Expedia up to a year in advance. This is the time you'll score some fantastic deals. If you're booking late, you could still be in luck. Discounted prices occasionally emerge a few weeks prior to departure.
What does an Expedia Southeast Massachusetts travel package include?
Flights, rental cars and hotels — you'll find them all here. With Expedia, you can shape your Southeast Massachusetts package the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the greater your savings!
What should I know before booking a Southeast Massachusetts travel package?
Bundling your bookings into a Southeast Massachusetts holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Southeast Massachusetts Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have more than 550 partner airlines all over the world, so you have options galore when arranging your Southeast Massachusetts adventure.
If I'm not able to travel, can I cancel my Southeast Massachusetts holiday package?
You can. We understand that life doesn't always go to plan, so we're happy to help if you have to make changes to your Southeast Massachusetts holiday package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

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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.