Brookline Holidays

Photo by Donald Forster

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Top Flight + Hotel Deals in Brookline

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was €2,271, price is now €1,600 per person
€1,600
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8/10 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 on 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €3,779, price is now €2,436 per person
€2,436
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on 11 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €2,357, price is now €1,648 per person
€1,648
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
It was a great experience and very friendly staff!

Reviewed on 11 Jul 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was €2,762, price is now €2,092 per person
€2,092
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,891 reviews)
Great experience, serene environment.

Reviewed on 8 Jul 2026

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was €2,421, price is now €1,846 per person
€1,846
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.6/10 Exceptional! (1,578 reviews)
Room was incredibly dated, especially the bathroom. Rug was frayed and there was an old school corded phone next to the toilet. Not what I expected from a “luxury” hotel. Soap, shampoo and conditioner were in tacky plastic white containers that had visible residue where they get filled. Bed was really comfy and staff was helpful, but the room needs some refreshing.

Reviewed on 11 Jul 2026

Top hotels in Brookline

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
The price is €146 per night from 2 Aug to 3 Aug
€146
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"Parking"

Reviewed on 11 Jul 2026

Great Wolf Lodge Boston / Fitchburg, MA
Comfort Inn Manchester Airport

Comfort Inn Manchester Airport

2.5 out of 5
298 Queen City Ave Manchester NH
Fully refundable
The price is €104 per night from 23 Jul to 24 Jul
€104
23 Jul - 24 Jul
includes taxes & fees
8.2/10 Very good! (1,015 reviews)
"Lots of things are breaking Poor maintanance"

Reviewed on 11 Jul 2026

Comfort Inn Manchester Airport
Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

3 out of 5
13500 S Willow St Manchester NH
Fully refundableReserve now, pay when you stay
The price is €95 per night from 19 Jul to 20 Jul
€95
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very good! (1,406 reviews)
"Lobby entrance stairs looked like something from a movie or really upscale hotel! Everything was great except the 2nd floor hallway which had a slight stale cigarette smell and the carpet was quite frayed at the turn in the hall which could make a tripping hazard."

Reviewed on 11 Jul 2026

Best Western Plus Executive Court Inn & Conference Center
See all 394 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.

Stay near popular Brookline attractions

Andres Institute of Art

You can spend an afternoon exploring the galleries in Andres Institute of Art during your trip to Brookline. You can attend a sporting event while in the area.
See properties

Frequently asked questions

How much does a Brookline holiday package cost?
Offering great value package deals from €1,600 on Expedia, you'll be thrilled with how little a holiday 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 January, February and March. Check out our cheap Brookline holiday packages and you could land some great off-season deals.
How many days is enough for Brookline?
With a well-organised travel plan, you can easily tick off the top Brookline sights in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Brookline holiday for longer.
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," "Traveller 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 holiday as a package?
You can enjoy significant savings on your Brookline retreat by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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.
How to plan a trip to Brookline?

  1. Pick your travel dates: What you'd like to do in Brookline and your favourite season will help you decide when to go.
  2. Plan your budget wisely: Besides the price of your accommodation, you should factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Brookline.
  3. Decide your trip length: Consider how much time you want to spend discovering Brookline. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: Once you've settled on your dates and duration, book the ideal Brookline holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.