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.
Fairmont Copley Plaza, Boston
The Langham, Boston
Hotel AKA Back Bay
Global Luxury Suites Downtown Boston
Battery Wharf Hotel, Boston Waterfront

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

Top hotels in Southeast Massachusetts

Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
3 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is €195 per night from 25 Feb to 26 Feb
€195
includes taxes & fees
25 Feb - 26 Feb
8.4/10 Very Good! (61 reviews)
"Perfect place to bring your kiddos! They had a blast in the water park. My daughter lost her tooth at breakfast and the staff was kind enough to come over with a plastic baggie and gifted her a margaritaville cup! The new renovations are very nice"

Reviewed on 10 Feb 2025

Margaritaville Resort Cape Cod
John Carver Inn & Spa
John Carver Inn & Spa
3 out of 5
25 Summer Street, Plymouth, MA
Fully refundableReserve now, pay when you stay
The price is €134 per night from 24 Feb to 25 Feb
€134
includes taxes & fees
24 Feb - 25 Feb
8/10 Very Good! (1,002 reviews)
"The only issue was the bathroom door was broken and we were traveling with a baby under 1 who walks and we couldn't keep her safe without constant supervision"

Reviewed on 9 Feb 2025

John Carver Inn & Spa
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is €131 per night from 25 Feb to 26 Feb
€131
includes taxes & fees
25 Feb - 26 Feb
8.6/10 Excellent! (1,264 reviews)
"We come here 3+ times per year for the past 10 years in the winter, spring, and Fall when the prices are very reasonable. We absolutely love it here and especially appreciate the wonderful staff who are the best! Wide variety at included breakfast, fun arcade and pool for the kids, and comfortable ..."

Reviewed on 16 Feb 2025

Bayside Resort Hotel
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.

Frequently asked questions

How much does a Southeast Massachusetts holiday package cost?
Starting from a low €745, 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.

Popular places to visit

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