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Brookline Vacation Packages

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Brookline Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Thaxter

Hotel Thaxter

4 out of 5
Save 100% on your flight
Price was $954, price is now $716 per person
$716
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Stay at this hotel in Portsmouth. Enjoy free WiFi, room service, and valet parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Market Square and John Paul Jones House Museum are located nearby.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Price was $2,842, price is now $1,639 per person
$1,639
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Harbor and Boston Common are located nearby.
We love the bar and the location was perfect for us

Reviewed on Oct 2, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Save 100% on your flight
Price was $1,957, price is now $1,202 per person
$1,202
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The sorbet from the room service menu brings tears to my eyes it's so good

Reviewed on Oct 2, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Save 100% on your flight
Price was $1,526, price is now $1,065 per person
$1,065
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
Price was $1,592, price is now $1,123 per person
$1,123
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Price was $2,890, price is now $2,102 per person
$2,102
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
Price was $1,668, price is now $1,215 per person
$1,215
per person
Dec 6 - Dec 10
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
Save 100% on your flight
Price was $1,068, price is now $804 per person
$804
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
Stay at this apartment in Brookline. Enjoy free WiFi, parking (surcharge), and air conditioning. Popular attractions Fenway Park and Harvard Square are located nearby.
.

Reviewed on Oct 1, 2026

Brookline Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,264, price is now $852 per person
$852
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,972, price is now $1,055 per person
$1,055
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $1,957, price is now $1,202 per person
$1,202
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,592, price is now $1,123 per person
$1,123
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Brookline Vacation Packages 5-7 Night Stays

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

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,526, price is now $1,065 per person
$1,065
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,842, price is now $1,639 per person
$1,639
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,929, price is now $1,270 per person
$1,270
per person
Nov 12 - Nov 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,550, price is now $1,681 per person
$1,681
per person
Nov 12 - Nov 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Wed, Nov 11 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$278 Roundtrip, found 11 hours ago
$278
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Wed, Nov 11 from Los Angeles Intl. to Logan Intl., returning Sat, Nov 14, priced at $278 found 11 hours ago
Frontier Airlines
Wed, Nov 11 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$282 Roundtrip, found 11 hours ago
$282
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, Nov 11 from Los Angeles Intl. to Logan Intl., returning Sat, Nov 14, priced at $282 found 11 hours ago
Bargain Flight
Tue, Nov 3 - Sat, Nov 7
PDX
Portland Intl.
BOS
Logan Intl.
$340 Roundtrip, found 14 hours ago
$340
Roundtrip
found 14 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from Portland Intl. to Logan Intl., returning Sat, Nov 7, priced at $340 found 14 hours ago
United
Wed, Oct 7 - Thu, Oct 29
HKG
Hong Kong Intl.
BOS
Logan Intl.
$851 Roundtrip, found 3 hours ago
$851
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Oct 7 from Hong Kong Intl. to Logan Intl., returning Thu, Oct 29, priced at $851 found 3 hours ago