Eastern Massachusetts Adventure Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Adventure hotel deals in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Bay Village
Price was CA $694, price is now CA $554 per person
CA $554
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Presque Isle (PQI) to Boston (BOS)
9/10 Wonderful! (2,034 reviews)
Super friendly staff, great location, and very nice, quiet rooms.
Reviewed on Jun 10, 2026
Margaritaville Resort Cape Cod
Price was CA $1,277, price is now CA $1,004 per person
CA $1,004
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Hyannis (HYA)
8.8/10 Excellent! (587 reviews)
First time attending Margaritaville with my family for my son’s birthday and it was amazing. The water park experience was great. Unfortunately it was raining so we were unable to use the outdoor pool. Loved the s’mores setup they had for guest to cozy up next to the fireplace with a delicious treat. The outdoor space was relaxing and I loved that they had game setup outside for kids and adults. All and all my kids really enjoyed the stay, from my 11 year old birthday boy to my 23 year old. The island vibes, along with the friendly and welcoming staff really elevated our experience! I would definitely recommend and I plan to return with my family and friends.
Reviewed on May 30, 2026
Seaport Hotel Boston
Seaport District
Price was CA $2,673, price is now CA $2,220 per person
CA $2,220
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (4,403 reviews)
Great location, good price, clean and comfortable rooms.
Reviewed on Jun 11, 2026
Boston Marriott Newton
Auburndale
Price was CA $755, price is now CA $656 per person
CA $656
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
8.4/10 Very Good! (1,008 reviews)
Not well kept outside my room - I was on level 2 - near the parking lot
Reviewed on Jun 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all trips5* Adventure holidays in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
Downtown Boston
Price was CA $1,765, price is now CA $1,202 per person
CA $1,202
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Well located and very well maintained property.
Reviewed on Jun 11, 2026
Boston Harbor Hotel
North End
Price was CA $3,234, price is now CA $2,867 per person
CA $2,867
per person
Jul 12 - Jul 15
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,000 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all trips3 Night Adventure holidays in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common
Bay Village
Price was CA $975, price is now CA $738 per person
CA $738
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (2,034 reviews)
Super friendly staff, great location, and very nice, quiet rooms.
Reviewed on Jun 10, 2026
Margaritaville Resort Cape Cod
Price was CA $1,277, price is now CA $1,004 per person
CA $1,004
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Hyannis (HYA)
8.8/10 Excellent! (587 reviews)
First time attending Margaritaville with my family for my son’s birthday and it was amazing. The water park experience was great. Unfortunately it was raining so we were unable to use the outdoor pool. Loved the s’mores setup they had for guest to cozy up next to the fireplace with a delicious treat. The outdoor space was relaxing and I loved that they had game setup outside for kids and adults. All and all my kids really enjoyed the stay, from my 11 year old birthday boy to my 23 year old. The island vibes, along with the friendly and welcoming staff really elevated our experience! I would definitely recommend and I plan to return with my family and friends.
Reviewed on May 30, 2026
Hotel Commonwealth
Fenway–Kenmore
Price was CA $1,672, price is now CA $1,375 per person
CA $1,375
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (2,160 reviews)
Excellent hotel in an excellent area if you are attending Red Sox games and less than a 20 minute walk to Back Bay Area.
Reviewed on Jun 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all trips4 Night Adventure holidays in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Sea Crest Beach Resort
Price was CA $2,091, price is now CA $1,413 per person
CA $1,413
per person
Aug 17 - Aug 21
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
7.8/10 Good! (292 reviews)
Tough stay this weekend, no housekeeping, very dirty bathroom puppy weekend but never received gift voucher even booked a third night spent so much hard earned $ no hospitality no communication very bad experience.
Reviewed on Jun 8, 2026
Boston Harbor Hotel
North End
Price was CA $3,326, price is now CA $1,989 per person
CA $1,989
per person
Jul 18 - Jul 22
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
9.8/10 Exceptional! (1,000 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
The Langham, Boston
Downtown Boston
Price was CA $2,180, price is now CA $1,554 per person
CA $1,554
per person
Aug 13 - Aug 17
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Well located and very well maintained property.
Reviewed on Jun 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Eastern Massachusetts
View all tripsAdventure Hotels in Eastern Massachusetts
HI Boston - Hostel
19 Stuart Street Boston MA
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! (1,004 reviews)
"It is what you expect from a hostel. Staff is friendly."
Reviewed on Jun 11, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
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! (4,447 reviews)
"Great location, good price, clean and comfortable rooms."
Reviewed on Jun 11, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
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! (3,144 reviews)
"Beautiful and in a great location"
Reviewed on Jun 12, 2026
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.
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.
