
Massachusetts Cheap Vacations
Book a Cheap Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 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
Top Cheap vacation packages in Massachusetts
Price found within the past 48 hours. Click for updated prices.

Harborside Inn Of Boston
Downtown Boston
Price was ¥367,642, price is now ¥334,188 per person
¥334,188
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (6,377 reviews)
Slept like a baby! We had an “underground” room with no windows. It was the best room to get perfect sleep!
Reviewed on Mar 26, 2026

Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was ¥416,454, price is now ¥348,596 per person
¥348,596
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Quiet and comfortable room in a great location. Room was smaller but cleanliness, service, and value were excellent.
Reviewed on Mar 24, 2026

Hilton Boston Park Plaza
Bay Village
Price was ¥390,840, price is now ¥361,898 per person
¥361,898
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (3,136 reviews)
Best hotel experience I’ve ever had. The complementary waters made all the difference. Having access to an awesome gym was also amazing for people who enjoy fitness and gyms while traveling.
Reviewed on Mar 24, 2026

Hyatt Regency Boston
Downtown Boston
Price was ¥419,518, price is now ¥399,584 per person
¥399,584
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,914 reviews)
The ambiance of the establishment was quite exquisite. The staff were wonderful, complimentary clam chowder was fun to try, rooms were VERY clean, and the amenities were great! Would highly recommend this property for your next stay!!
Reviewed on Mar 26, 2026
4 Night Cheap vacations in Massachusetts
Price found within the past 48 hours. Click for updated prices.

Hotel Ivy Boston Common
Bay Village
Price was ¥369,129, price is now ¥330,378 per person
¥330,378
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (1,373 reviews)
We were able to walk to everything we wanted to see. Staff was great. They let us check our bags so we could walk around more while we waited for our flight.
Reviewed on Mar 23, 2026

Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Price was ¥416,454, price is now ¥348,596 per person
¥348,596
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (2,995 reviews)
Quiet and comfortable room in a great location. Room was smaller but cleanliness, service, and value were excellent.
Reviewed on Mar 24, 2026

Harborside Inn Of Boston
Downtown Boston
Price was ¥367,642, price is now ¥334,188 per person
¥334,188
per person
Jun 8 - Jun 12
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (6,377 reviews)
Slept like a baby! We had an “underground” room with no windows. It was the best room to get perfect sleep!
Reviewed on Mar 26, 2026
Top Cheap Massachusetts Hotels

Lakeside Inn
595 North Ave Wakefield MA
The price is ¥12,050 per night from Mar 29 to Mar 30
¥12,050
¥13,460 total
Mar 29 - Mar 30
includes taxes & fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (2,339 reviews)
Our room was very clean and quiet. The hotel is convenient to shopping and has a great location on the lake.
Reviewed on Mar 25, 2026

Red Roof Inn PLUS+ Boston - Framingham
650 Cochituate Rd Framingham MA
The price is ¥13,484 per night from Apr 9 to Apr 10
¥13,484
¥15,062 total
Apr 9 - Apr 10
includes taxes & fees
Stay at this hotel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (1,000 reviews)
Excellent location near exit from Mass Pike and a stone’s throw from Logan Express. Room was clean and Wi-Fi access was easy. Many restaurants an easy distance.
Reviewed on Mar 23, 2026

The Constitution Inn
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and New England ...
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
