South Brookline Vacations from $610
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The Latest South Brookline Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Deerfield Inn
Sep 3 - Sep 7Deerfield Inn + Flight
Deerfield4 nights3.0 star property10/10 - Exceptional (4 reviews)"Terrific staff. When we had to shorten her stay by one day they handled it beautifully. They warned us breakfast on Monday and Tuesday is pretty scant. It's a charming area of town and of the region also"Reviewed July 16, 2026Roundtrip • Dallas (DFW) - Boston (BOS)DFW - EWR • Nonstop LGA - DAL • 1 stop - Good Hotels Boston
Sep 24 - Sep 29Good Hotels Boston + Flight
South End5 nights2.0 star property8.0/10 - 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 May 23, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - BOS • Nonstop BOS - RFD • 1 stop - Thomas Sea Suites
Aug 21 - Aug 23Thomas Sea Suites + Flight
Plymouth Downtown Waterfront District2 nights3.5 star property9.0/10 - Wonderful (110 reviews)"Great location, clean and the room setup is perfect for family."Reviewed July 13, 2026Roundtrip • New York (EWR) - Boston (BOS)EWR - BOS • Nonstop BOS - EWR • Nonstop - Boston Lodge and Suites
Sep 3 - Sep 7Boston Lodge and Suites + Flight
Dorchester4 nights4.0 star property8.4/10 - Very Good (190 reviews)"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 May 19, 2026Roundtrip • Dallas (DFW) - Boston (BOS)DFW - BOS • Nonstop BOS - DFW • Nonstop - Boston Harbor Hotel
Oct 8 - Oct 12Boston Harbor Hotel + Flight
North End4 nights5.0 star property9.8/10 - Exceptional (1,001 reviews)"Great location and very helpful staff"Reviewed July 16, 2026Roundtrip • Burbank (BUR) - Boston (BOS)BUR - BOS • 1 stop BOS - BUR • 2 stops
South Brookline Hotel Deals
8.6 out of 10, Excellent, (1,011 reviews)
8.6/10
Excellent
(1,011 reviews)
"Right on the beach, great restaurant too. Really comfy room!"
$239 nightly
The price is $267
$267 total
Jul 19 - Jul 20
Total with taxes and fees
Comfort Inn Rockland - Boston
Comfort Inn Rockland - Boston2.5 star property
16.2 mi from South Brookline
8.2 out of 10, Very Good, (995 reviews)
8.2/10
Very Good
(995 reviews)
"Quick 😁
"
$123 nightly
The price is $137
$137 total
Jul 20 - Jul 21
Total with taxes and fees
Country Inn & Suites by Radisson, Brockton (Boston), MA
Country Inn & Suites by Radisson, Brockton (Boston), MA3.0 star property
15.6 mi from South Brookline
8.8 out of 10, Excellent, (1,062 reviews)
8.8/10
Excellent
(1,062 reviews)
"It's not heated pool just normal water, gym have a machine broken and hot tub was dirty."
$113 nightly
The price is $126
$126 total
Aug 9 - Aug 10
Total with taxes and fees
Garner Hotel Brockton - Boston by IHG
Garner Hotel Brockton - Boston by IHG2.5 star property
15.2 mi from South Brookline
8.4 out of 10, Very Good, (1,118 reviews)
8.4/10
Very Good
(1,118 reviews)
"Breakfast was amazing."
$98 nightly
The price is $109
$109 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (1,444 reviews)
8.8/10
Excellent
(1,444 reviews)
"My first time staying at the Marriott in Quincy and I could not have had a better experience - from arrival to departure. The personnel was extremely friendly and helpful; the facilities were clean and up to date; and the restaurant /bar area was the perfect size offering a variety of well appointed dishes. I'm already planning on my next visit!"
$127 nightly
The price is $142
$142 total
Jul 19 - Jul 20
Total with taxes and fees
Hyatt Place Boston/Braintree
Hyatt Place Boston/Braintree3.5 star property
8.6 mi from South Brookline
9.0 out of 10, Wonderful, (2,939 reviews)
9.0/10
Wonderful
(2,939 reviews)
$124 nightly
The price is $139
$139 total
Aug 10 - Aug 11
Total with taxes and fees
Holiday Inn Express Boston Logan Airport - Revere by IHG
Holiday Inn Express Boston Logan Airport - Revere by IHG2.5 star property
10.5 mi from South Brookline
9.2 out of 10, Wonderful, (1,348 reviews)
9.2/10
Wonderful
(1,348 reviews)
"Luke and Oscar at the desk were great. We were able to leave our bags and head downtown because our room was not ready for an early checkin.
An extra pillow was provided right at the desk upon request.
Also, reported our fridge wasn't working properly in the morning and when we got back to our room, it had been replaced.
Breakfast was substantial."
$137 nightly
The price is $153
$153 total
Aug 2 - Aug 3
Total with taxes and fees
Best Western Adams Inn Quincy-Boston
Best Western Adams Inn Quincy-Boston2.5 star property
6.1 mi from South Brookline
7.6 out of 10, Good, (1,194 reviews)
7.6/10
Good
(1,194 reviews)
"The stay was ok, paid more than what it’s worth but it was a place to sleep"
$161 nightly
The price is $180
$180 total
Jul 26 - Jul 27
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.