Brookline Vacations from $263

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Your Brookline Vacation

Our vacation packages to Brookline allow you to create your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this fabulous city. Every trip to Brookline needs a well-crafted itinerary. Fill yours with leading attractions like Silver Lake State Park, Beaver Brook Reservation and Andres Institute of Art. Check out Expedia's wide range of travel options and book your perfect vacation to Brookline today.

The Latest Brookline vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $471, price is now $263 per person
$263
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.4/10 Exceptional! (1,111 reviews)
Overall-it was great! Bummer that the microwave on my floor didn't work. Not having a coffee maker in the room was fine, there's a little area on each floor with Keurigs (no cream, just grab that from the lobby when you check in)

Reviewed on Nov 20, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Price was $1,646, price is now $848 per person
$848
per person
Feb 12 - Feb 17
found 9 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
18.8/10 Exceptional! (460 reviews)
I haven’t stayed in a hotel this amazing for a long while! Everything about it was perfect, the staff, the facilities, the location / we had a room with a small kitchen area for a week and it was worth it. We hardly saw any other guests, and definitely didn’t hear anyone / it was a fantastic stay, had the gym to myself and there’s laundry facilities on most floors, I honestly didn’t want to leave! I would highly recommend to anyone visiting the area. The area itself has tons of shops and restaurants and feels very safe.

Reviewed on Nov 20, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
Save 100% on your flight
Price was $630, price is now $354 per person
$354
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
15.2/10 Exceptional! (2,303 reviews)
Great value right on lakefront and super nice staff!!

Reviewed on Nov 16, 2025

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
East Boston
Save 100% on your flight
Price was $540, price is now $309 per person
$309
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.4/10 Exceptional! (1,732 reviews)
Very good overall great view but a little far from the center where everything is $35 uber every time

Reviewed on Nov 19, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
Price was $540, price is now $322 per person
$322
per person
Feb 5 - Feb 10
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
15.2/10 Exceptional! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌

Reviewed on Oct 27, 2025

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Brookline Hotel Deals

Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

2.5 out of 5
8 Independence Drive Chelmsford MA
Fully refundable
$95 nightly
The price is $106 total per night from Nov 24 to Nov 25
$106 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
It was a clean comfortable room. Breakfast standard but plentiful.

Reviewed on Nov 10, 2025

Holiday Inn Express Chelmsford by IHG
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $161 total per night from Nov 23 to Nov 24
$161 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Very nice hotel.

Reviewed on Nov 13, 2025

The Colonial Hotel
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St. Manchester NH
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $118 total per night from Nov 24 to Nov 25
$118 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (1,066 reviews)
Great location for the marathon. Right across the street from the park for the start and finish. Staff was amazing. Honors breakfast area was fantastic. Nice little pool area.

Reviewed on Nov 16, 2025

DoubleTree by Hilton Manchester Downtown
See all 364 properties in Brookline
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.

Find the Best Brookline Vacation Packages

Brookline Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
4,700
Top Sights
Anheuser-Busch Brewery, LaBelle Winery and Fun World

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Frequently asked questions

How much does a Brookline vacation package cost?
Offering great value package deals from $263 on Expedia, you'll be thrilled with how little a vacation to Brookline costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Brookline?
You can usually find reduced prices and better availability in October, November and December. Browse our cheap Brookline vacation packages and you could score some excellent off-season deals.
How many days is enough for Brookline?
Typically, a handful of days is enough to tick off the major sights during your Brookline vacation. But if you prefer to have some time to unwind or take day tours, think about extending your trip.
How to find the best Brookline package deals?
Finding a cheap Brookline package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Brookline package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Brookline vacation as a package?
You can enjoy significant savings on your Brookline retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Brookline?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Brookline break.
Does Expedia offer Book Now, Pay Later Brookline vacation packages?
If you're like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Brookline trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.