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.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
16 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,658 reviews)
This is my 2nd time staying here. Good location to stay in Boston. Friendly & helpful staff. Room was clean and well maintained. Easily walkable to points of historical interest as the Freedom Trail is right up the street. We walked a lot (put in approx 20k+ steps a day) Great restaurants and bars in close proximity. Parking is in a garage a couple of blocks away that the hotel partners with for a discounted rate.

Reviewed on 23 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on 23 Jul 2025

Omni Parker House

Omni Parker House

4 out of 5
Downtown Boston
Save 100% on your flight
per person
16 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (2,836 reviews)
The location of the property was perfect for our group to tour Boston on the four days that we stayed.

Reviewed on 23 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
16 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (566 reviews)
Pros- Apartment itself is extremely spacious and clean/modern. Quiet, easy check in/check out process Cons- Probably won’t be able to hold your bags on the weekends prior to 4 which sucked. Fitness facilities out of order.

Reviewed on 4 Jul 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
per person
16 Oct - 20 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,087 reviews)
The staff not one time said hey how are you today or anything whenever we came in. It would be different if they had people at the desk but they weren’t. As we were leaving for the airport interesting of saying would you guys like someone to get your bags outside for you they watched us drag them down the stairs. I am also in a boot so it’s a little hard for me to walk so it would’ve been nice if I was asked if need help

Reviewed on 22 Jul 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 Community Sailing and Theatre Workshop of Nantucket.

Find hotels in Nantucket Town

Top hotels in Southeast Massachusetts

Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
8.8/10 Excellent! (491 reviews)
"The staff Lisa and all the other members"

Reviewed on 20 Jul 2025

Get rates
Nantucket Inn
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 €192 per night from 7 Aug to 8 Aug
€192
7 Aug - 8 Aug
includes taxes & fees
8/10 Very Good! (49 reviews)
Did the trick
"Clean room, building and rooms are a bit dated. Would return, fairly priced."

Reviewed on 13 Jul 2025

Iris Hotel Cape Cod
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is €115 per night from 3 Aug to 4 Aug
€115
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"Good option for the price. We had a couple of issues after check in which were corrected. Most of the staff very friendly and helpful with one exception."

Reviewed on 21 Jul 2025

Cape Sands Inn
See all 11,336 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

Cape Cod National Seashore featuring general coastal views and tranquil scenes

Cape Cod National Seashore

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
Nauset Beach which includes a beach as well as a couple

Nauset Beach

Vast expanses of white sand, light blue water and gentle waves mingle with the sounds of seabirds and seals at this secret gem in Cape Cod.

Nauset Beach
Barnstable featuring a beach

Old Silver Beach

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

How much does a Southeast Massachusetts holiday package cost?
Starting from a low €1,062, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.