Massachusetts Adventure Vacations

Book a Adventure Hotel + Flight or Car together to unlock savings

Top Adventure vacation packages in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Battery Wharf Hotel, Boston Waterfront
Boston Harbor Hotel
The Colonnade Hotel Back Bay
Fairmont Copley Plaza, Boston
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips

5* Adventure vacations in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips

3 Night Adventure vacations in Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay
Battery Wharf Hotel, Boston Waterfront
Boston Harbor Hotel
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips

4 Night Adventure vacations in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Boston Marriott Newton
Boston Harbor Hotel
Fairmont Copley Plaza, Boston
Don't see what you're looking for?
See all available trips from Columbus to Massachusetts
View all trips

Find awesome Massachusetts adventure vacations

How can I book the best Massachusetts adventure trips?

Choose your own adventure in Massachusetts, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Massachusetts family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Massachusetts. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Massachusetts adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Massachusetts adventure vacation for couples?

Book a Massachusetts couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Massachusetts?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Massachusetts with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Massachusetts adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Massachusetts Hotels

HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
  • 7 min walk from Fenway Park
$112 nightly
The price is $130 total per night from Dec 8 to Dec 9
$130 total
Dec 8 - Dec 9
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,005 reviews)
"The girl at the front desk was very rude."

Reviewed on Nov 6, 2026

HI Boston - Hostel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
  • 6 min walk from Fenway Park
$165 nightly
The price is $192 total per night from Nov 23 to Nov 24
$192 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (5,179 reviews)
"Glad we could find a weekend where price wasn’t too bad (for Boston)… it’s a nice property near the water, with good restaurants nearby. Good views, clean, with a rainfall shower. We had a delightful time."

Reviewed on Nov 7, 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
  • 7 min walk from Fenway Park
$162 nightly
The price is $188 total per night from Nov 24 to Nov 25
$188 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,943 reviews)
"Awesome stay, great location. I saw alot about the rooms being too small. They are a great size"

Reviewed on Nov 7, 2026

Hilton Boston Park Plaza
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.

Things to do

More vacations you might like

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