Coolidge Corner Vacations from $761

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The Latest Coolidge Corner Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
$761
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$1,116
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Amazing staff and property

Reviewed on Oct 18, 2026

Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$1,032
per person
Dec 4 - Dec 7
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
$1,390
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in. On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.

Reviewed on Oct 6, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
$1,270
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (458 reviews)

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Coolidge Corner Hotel Deals

Arcadian Hotel

Arcadian Hotel

1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
$165 nightly
$185 total
Nov 1 - Nov 2
Total with taxes and fees
Arcadian Hotel
Iris Hotel Boston

Iris Hotel Boston

30 Webster St Brookline MA
Fully refundableReserve now, pay when you stay
$239 nightly
$267 total
Nov 2 - Nov 3
Total with taxes and fees
Iris Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$302 nightly
$352 total
Oct 31 - Nov 1
Total with taxes and fees
9.2/10 Wonderful! (4,915 reviews)
"Excellent"

Reviewed on Oct 19, 2026

Omni Boston Hotel at the Seaport
See all 4,074 properties in Coolidge Corner
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.

Stay near popular Coolidge Corner attractions

A narrow alley with brick buildings, colorful outdoor seating, and a brightly lit sign.
Photo by Din Kime

Coolidge Corner Theatre

8.6/10 (38 reviews)
Get tickets for a show at Coolidge Corner Theatre, a storied theater in Brookline. Experience the acclaimed art scene and fascinating museums in this vibrant area.
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A quiet residential street lined with two-story houses, a sidewalk, and lush greenery.

John Fitzgerald Kennedy National Historic Site

8.6/10 (24 reviews)
You can find out about the history of Brookline with a trip to John Fitzgerald Kennedy National Historic Site. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
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Brookline Farmers Market

9.0/10 (30 reviews)
Enjoy an outing to Brookline Farmers Market during your stay in Brookline. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
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WBUR CitySpace

You can get tickets for a performance at WBUR CitySpace during your trip to Brookline.
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Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.