Coolidge Corner Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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 Holiday Package Deals in Coolidge Corner
Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts
Price was CA $1,685, price is now CA $1,164 per person
CA $1,164
per person
May 16 - May 22
found 1 hour ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (257 reviews)
From the moment we arrived, we was welcomed with warm hospitality and genuine friendliness
The room was spotless, comfortable, and beautifully maintained, and I especially appreciated the attention to detail throughout the property. The indoor pool a plus in these cold months -
The location was perfect as well—close to everything I wanted to explore, yet peaceful and relaxing.
Your staff went above and beyond to ensure a pleasant experience, and it did not go unnoticed. It’s clear that you take great pride in providing exceptional service, and it made my trip all the more memorable.
Thank you for such a wonderful stay. I will absolutely be recommending your hotel to friends and family, and I look forward to returning in the future.
Reviewed on Mar 29, 2026
Eurostars The Boxer
West End
Price was CA $2,347, price is now CA $1,478 per person
CA $1,478
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.
Reviewed on Apr 11, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,594, price is now CA $1,655 per person
CA $1,655
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
Life House, Nantucket
Nantucket Town
Price was CA $5,279, price is now CA $3,661 per person
CA $3,661
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.
Reviewed on Sep 26, 2025
Where to stay in Coolidge Corner
Find the best Coolidge Corner areas and neighborhoods for the activities you enjoy most. Learn more about Coolidge Corner
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.
Coolidge Corner Hotel Deals
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Apr 14 to Apr 15
CA $211
CA $282 total
Apr 14 - Apr 15
includes taxes & fees
8/10 Very Good! (3,995 reviews)
Breakfast was missing many items which they didn’t refill. No windows in room!! Not enough light in room. Bathroom was very tiny with no counter space and toilet literally beside shower, the latter of which was almost fused. Would not stay here again.
Reviewed on Apr 11, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from May 10 to May 11
CA $269
CA $370 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (4,581 reviews)
Room was amazing Just not a lot of restaurants or bars around hotel
Reviewed on Apr 11, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from May 10 to May 11
CA $209
CA $291 total
May 10 - May 11
includes taxes & fees
9.6/10 Exceptional! (4,172 reviews)
Check in was friendly and quick, our meal at Tamo was delicious, and the room was clean and spacious. Love this hotel.
Reviewed on Apr 11, 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 Coolidge Corner
Fenway Park
4.5/5(310 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(283 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(28 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $115
per adult
92% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
CA $49
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.