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Eastern Massachusetts Adventure Vacations

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Top Adventure vacation packages in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Oct 19 - Oct 21

    Holiday Inn Express & Suites Boston - Cambridge by IHG + Flight

    East Cambridge
    2 nights
    2.5 star property
    8.4/10 - Very Good (1,002 reviews)
    "The facility is ok in general, but the free internet is not always stable"
    Reviewed August 2, 2026
    Roundtrip • New York (LGA) - Boston (BOS)
    LGA - BOS • Nonstop BOS - LGA • Nonstop
    ￥106,018
    ￥87,382
    per traveler
    found 1 day ago
    Holiday Inn Express & Suites Boston - Cambridge by IHG
  • Restaurant
    Sep 17 - Sep 23

    The Godfrey Hotel Boston + Flight

    Downtown Boston
    6 nights
    4.0 star property
    9.6/10 - Exceptional (5,159 reviews)
    "Loved Jazz at front desk very helpful, also valet was excellent."
    Reviewed August 3, 2026
    Roundtrip • Tokyo (TYO) - Boston (BOS)
    HND - BOS • 1 stop BOS - HND • 1 stop
    ￥535,126
    ￥393,432
    per traveler
    found 1 day ago
    The Godfrey Hotel Boston
  • Breakfast, lunch and dinner served
    Sep 17 - Sep 23

    Club Quarters Hotel Faneuil Hall, Boston + Flight

    Downtown Boston
    6 nights
    4.0 star property
    9.0/10 - Wonderful (3,250 reviews)
    "Great location downtown and the room was clean. Our air conditioning didn't work well. Someone was supposed to come look at it but never did. Bathroom was small and awkward. I didn't feel it was worth the cost."
    Reviewed August 3, 2026
    Roundtrip • Tokyo (TYO) - Boston (BOS)
    HND - BOS • 1 stop BOS - HND • 1 stop
    ￥458,695
    ￥360,903
    per traveler
    found 1 day ago
    Club Quarters Hotel Faneuil Hall, Boston
  • Exterior
    Sep 17 - Sep 23

    Hotel AKA Back Bay + Flight

    Back Bay
    6 nights
    4.5 star property
    9.4/10 - Exceptional (1,295 reviews)
    "Hospitable staff, comfortable lounge, early check and late check out accommodation, comfortable room and beds. Nice fitness center, great location walking distance to venues. Wish there was a jacuzzi. With much gratitude"
    Reviewed August 3, 2026
    Roundtrip • Tokyo (TYO) - Boston (BOS)
    HND - BOS • 1 stop BOS - HND • 1 stop
    ￥460,984
    ￥369,202
    per traveler
    found 1 day ago
    Hotel AKA Back Bay
  • Exterior
    Oct 19 - Oct 21

    Wyndham Boston Beacon Hill + Flight

    West End
    2 nights
    3.5 star property
    7.8/10 - Good (2,180 reviews)
    "There is a special place in hell for hotel rooms that do not have blackout curtains that cover the whole window, especially when facing a hospital building that has lights on all night. Not a great place for undisturbed sleep, the interior decorator responsible for this is pure evil. Also, there is no ventilation fan in the bathroom??? I do appreciate the staff though. While stuck waiting for a rebooked flight and having to work remotely today they let me push back checkout to 1:30 pm and the..."
    Reviewed August 3, 2026
    Roundtrip • New York (LGA) - Boston (BOS)
    LGA - BOS • Nonstop BOS - LGA • Nonstop
    ￥121,022
    ￥98,496
    per traveler
    found 1 day ago
    Wyndham Boston Beacon Hill

Discover the most popular places to visit in Eastern Massachusetts

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.

What to do in Eastern Massachusetts

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

￥7,313
per adult
0% of travelers recommend
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in Eastern Massachusetts

Top Adventure Eastern Massachusetts Hotels

Exterior

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
45.5 km from Eastern Massachusetts
9.6 out of 10, Exceptional, (4,671 reviews)
"Stay was good, however the front desk staff during the checked-in process was very condescending and rude. It seems like she does not want to be bothered, could be it’s time for her to head home. I was talked down and made me feel unwelcome. The staff in the dining where we had breakfast made up for it, unfortunately i was not able take his name. He was warm and polite. Front desk should welcome their guest regardless of background and nationality and refrain from discriminating."
The price is ￥31,307
￥41,824 total
includes taxes & fees
Aug 9 - Aug 10
Seaport Hotel Boston
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.
See all properties in Eastern Massachusetts

Find awesome Eastern Massachusetts adventure vacations

How can I book the best Eastern Massachusetts adventure trips?

Choose your own adventure in Eastern 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 Eastern Massachusetts family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Eastern 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 Eastern 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 Eastern Massachusetts adventure vacation for couples?

Book a Eastern 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 Eastern 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 Eastern 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 Eastern 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.

What types of mountain accommodations are available in Eastern Massachusetts?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Eastern Massachusetts. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.