Coolidge Corner Vacations
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Price found within the past 48 hours. Click for updated prices.
- By the Sea Guests Bed & Breakfast & Suites
Jul 19 - Jul 25By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port6 nights9.2/10 - Wonderful (185 reviews)"."Reviewed October 16, 2025Roundtrip • Chicago (MDW) - Boston (BOS)MDW - BOS • Nonstop BOS - ORD • Nonstop - The Inn at Hastings Park, Relais & Chateaux - Boston
Jul 14 - Jul 21The Inn at Hastings Park, Relais & Chateaux - Boston + Flight
Lexington7 nights9.6/10 - Exceptional (256 reviews)"Splendid bed and breakfast"Reviewed April 29, 2026Roundtrip • Rockford (RFD) - Boston (BOS)RFD - BOS • 1 stop BOS - RFD • 1 stop$2,417$1,290found 1 day agoper traveler - Boston Harbor Hotel
Jul 25 - Jul 30Boston Harbor Hotel + Flight
North End5 nights9.8/10 - Exceptional (1,003 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Hotel Ivy Boston Common
Jun 25 - Jun 28Hotel Ivy Boston Common + Flight
Bay Village3 nights8.4/10 - Very Good (1,460 reviews)"For the money, can non go wrong with this choice"Reviewed May 23, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Chatham Tides
Jul 25 - Aug 1Chatham Tides + Flight
South Chatham7 nights9.4/10 - Exceptional (695 reviews)"Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute..."Reviewed May 21, 2026Roundtrip • Dallas (DAL) - Boston (BOS)DAL - BOS • 1 stop BOS - DFW • 1 stop
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(2,438 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
$227 nightly
The price is $254 total per night from Jun 1 to Jun 2
$254 total
Jun 1 - Jun 2
Total with taxes and fees
8/10 Very Good! (4,120 reviews)
"Good place to stay with average breakfast and expensive but handy parking"
Reviewed on May 25, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $274 total per night from May 29 to May 30
$274 total
May 29 - May 30
Total with taxes and fees
9.6/10 Exceptional! (4,368 reviews)
"Brianna at the front desk was excellent. Customer service is her middle name! GT"
Reviewed on May 25, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $195 total per night from Jun 7 to Jun 8
$195 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (2,632 reviews)
"Staff are friendly . Perfect hotel perfect distance from places I wanted to visit !"
Reviewed on May 24, 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
Coolidge Corner Theatre
3/5(1 review)
Get tickets for a show at Coolidge Corner Theatre, a storied theater in Brookline. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
John Fitzgerald Kennedy National Historic Site
3.5/5(2 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.
Fenway Park
4.5/5(2,543 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Harvard University Campus Guided Walking Tour
$23
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.