Glenwood Vacation Packages
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Top Holiday Package Deals in Glenwood
Price found within the past 48 hours. Click for updated prices.
The Westin Boston Seaport District
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,394 reviews)
Very well maintained and all the staff was kind & helpful!
Reviewed on Jun 20, 2026
Good Hotels Boston
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
Boston Harbor Hotel
North End
Price was CA $2,637, price is now CA $1,652 per person
CA $1,652
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,802, price is now CA $1,266 per person
CA $1,266
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year
Reviewed on Jun 18, 2026
Eurostars The Boxer
West End
Price was CA $2,161, price is now CA $1,553 per person
CA $1,553
per person
Sep 9 - Sep 13
just found
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.8/10 Excellent! (1,517 reviews)
Very nice hotel. Clean, functional and a great place for a romantic trip. Would absolutely stay there again.
Reviewed on Jun 19, 2026
Where to stay in Glenwood
Find the best Glenwood areas and neighborhoods for the activities you enjoy most. Learn more about Glenwood
Downtown Boston
4.5/5(197 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.
Glenwood Hotel Deals
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 30 to Jul 1
CA $203
CA $236 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (2,686 reviews)
"We got an upgrade at check in and they gave my husband a lovely bag of treats for his birthday! Staff at check in were fantastic! We didn’t use hotel amenities much as we were too busy enjoying the Scotland party for World Cup but hotel was very clean! Would definitely recommend staying here and ..."
Reviewed on Jun 21, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $293 per night from Jul 2 to Jul 3
CA $293
CA $399 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (4,723 reviews)
"T"
Reviewed on Jun 21, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Jul 5 to Jul 6
CA $268
CA $360 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (4,457 reviews)
"Très bien situé à seaport"
Reviewed on Jun 21, 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.
Discover the most popular places to visit in Glenwood
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Gillette Stadium
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $73
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $47
per adult
88% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.