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Winter Hill Vacation Packages
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Top Holiday Package Deals in Winter Hill
Price found within the past 48 hours. Click for updated prices.
![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/cfb1dea2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Langham, Boston
Downtown Boston
Save 100% on your flight
per person
Aug. 19 - Aug. 22
found 23 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
What a treat it was stay at this hotel. Besides the fact it is absolutely stunning with great attention to detail, the staff was also fantastic, from the valet, to the doormen to front desk and cleaning service. Special shout out to Thomas from front desk who we dealt with for our stay. Made sure to have a room ready for us for early check in and always made sure we had everything we needed. We had a 10 month old, they had a crib ready for us which was a life saver. Location was also fantastic. All in all a 10/10 across the board and we cannot wait to stay there again.
Reviewed on Jun. 12, 2024
![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/a914384a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat](https://images.trvl-media.com/lodging/77000000/76390000/76386900/76386817/52b821a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Beacon Hill Hotel](https://images.trvl-media.com/lodging/2000000/1080000/1072800/1072797/91047792_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Aug. 21 - Aug. 28
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9/10 Wonderful! (155 reviews)
I loved the small, boutique size of the hotel. The staff were amazing, especially Austin Griffith. He was a huge help with making all my plans and his recommendations were spot on.
Reviewed on Jun. 14, 2024
![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/eb92b9df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
EVERYTHING is thought out. Service is “old world”. Attention to details is magnificent. What’s there not to like.
Reviewed on Jun. 9, 2024
Where to stay in Winter Hill
Find the best Winter Hill areas and neighborhoods for the activities you enjoy most. Learn more about Winter Hill
![Downtown Boston which includes night scenes and a city as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238255-Downtown-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium)
Downtown Boston
4.5/5(193 area reviews)
Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.
Winter Hill Hotel Deals
![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/0063ecca_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Jul. 3 to Jul. 4
CA $277
CA $370 total
includes taxes & fees
Jul 3 - Jul 4
9/10 Wonderful! (2,066 reviews)
"Loved this hotel! Staff were awesome! So many staff. Also used spa and ate at the Sporting Club (which was also great except for the runner who slammed our food down in the wrong places without a care). Looking forward to trying more Omni hotels in the future."
Reviewed on Jun. 16, 2024
![Omni Parker House](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/w3373h4200x0y0-ff464349_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Omni Parker House
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Jul. 4 to Jul. 5
CA $251
CA $340 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,706 reviews)
Boston!
"This historic hotel was a perfect place to stay in Boston!"
Reviewed on Jun. 17, 2024
![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Revolution Hotel
40 Berkeley Street, Boston, MA
The price is CA $232 per night from Jun. 30 to Jul. 1
CA $232
CA $270 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (1,568 reviews)
A great hotel experience at a fair price.
"I enjoyed my stay at the Revolution Hotel very much. It's located in a nice part of Boston where you can easily access public transportation or walk."
Reviewed on Jun. 17, 2024
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.
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Winter Hill
Fenway Park
4.5/5(305 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(279 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Gillette Stadium
4.5/5(27 reviews)
Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's acclaimed theater scene and great live music.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
CA $100
Per adult
90% of travellers recommend
Bewitched Walking Tour of Salem
CA $41
Per adult
98% of travellers recommend
Odyssey Boston Premier Elegant Dinner Cruise
CA $186
Per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.