
North Shore Mountain Vacations
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Top Mountain vacation packages in North Shore
Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Boston Harbor
East Boston
Price was ¥97,542, price is now ¥71,170 per person
¥71,170
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.2/10 Wonderful! (1,625 reviews)
It was a really nice stay before an early morning flight. It took all the stress of getting to the airport away!
Reviewed on Sep 30, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥606,232, price is now ¥332,338 per person
¥332,338
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025

The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was ¥173,358, price is now ¥112,988 per person
¥112,988
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
We love the Whitney and it is our first choice when in Boston and we refer many to stay with you. The property is lovely, the location fantastic and staff excellent.
Reviewed on Sep 30, 2025

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was ¥168,742, price is now ¥113,152 per person
¥113,152
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025

Hilton Boston Logan Airport
East Boston
Price was ¥97,192, price is now ¥73,216 per person
¥73,216
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9/10 Wonderful! (3,479 reviews)
Beds are comfortable, gym is excellent!
Rooms are clean n staff are courteous..
Reviewed on Sep 25, 2025
5* Mountain vacations in North Shore
Price found within the past 48 hours. Click for updated prices.

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was ¥168,742, price is now ¥113,152 per person
¥113,152
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥606,232, price is now ¥332,338 per person
¥332,338
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025

Raffles Boston
Back Bay
Price was ¥412,620, price is now ¥279,698 per person
¥279,698
per person
Nov 22 - Nov 27
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on Sep 15, 2025
3 Night Mountain vacations in North Shore
Price found within the past 48 hours. Click for updated prices.

The Charles Hotel
West Cambridge
Save 100% on your flight
Price was ¥140,571, price is now ¥89,054 per person
¥89,054
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Excellent location around Harvard Square walkable area. The hotel has beautiful and very comfy rooms and common areas in the lobby are just gorgeous.
Reviewed on Oct 1, 2025

Raffles Boston
Back Bay
Save 100% on your flight
Price was ¥219,662, price is now ¥122,650 per person
¥122,650
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on Sep 15, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥176,482, price is now ¥112,083 per person
¥112,083
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The Boston Harbor Hotel is absolutely gorgeous! The staff are extremely polite, professional and always happy to help!
Our room was beautiful and the views of the harbor were great! Loved the location being walkable to so many great spots! Would absolutely stay here again!
Reviewed on Sep 29, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.