Brookline Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Brookline Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Greenbrier Inn
CA $1,003
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (686 reviews)
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on Aug 3, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
CA $1,219
per person
Oct 1 - Oct 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (865 reviews)
The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus.
Reviewed on Aug 22, 2026
Ready to book your vacation to Brookline?
Brookline Hotel Deals
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
CA $186
CA $202 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"It was good!"
Reviewed on Aug 25, 2026
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
CA $135
CA $147 total
Sep 14 - Sep 15
includes taxes & fees
7/10 Good! (1,006 reviews)
"Room was clean , but shower didn't work. Kleenex dispenser empty in bathroom. Too late and tired to call in someone to fix."
Reviewed on Aug 25, 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $114
CA $125 total
Aug 27 - Aug 28
includes taxes & fees
6.8/10 (46 reviews)
"It was dirty. The sink, bathroom, tub, floors. All dead bugs all over. TV was great. But a very musty smell in room. My sheets were not dry when we went to bed."
Reviewed on Aug 26, 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.
What to do in Brookline
Vermont RT 100 App-Guided Driving Audio Tour
CA $24
per traveller
Mindful Forest Escape: Rebalance, reflect and connect
CA $133
per adult
Frequently asked questions
How much does a Brookline vacation package cost?
You'll find cheap prices from CA $1,003 on Expedia for your Brookline break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Brookline costs.
What are the cheapest months to go to Brookline?
Plan your trip for the off-peak season and you're likely to score cheap Brookline vacation packages. Keep in mind that school vacation periods and local events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Brookline?
Generally, a handful of days is enough to tick off the main sights during your Brookline vacation. However, if you prefer to have more time to rest or take day tours, consider extending your trip.
How to find the best Brookline package deals?
Finding a cheap Brookline package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Brookline package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Brookline vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can tailor your Brookline escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Brookline?
If you're planning an impromptu Brookline trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Brookline?
- Choose when to get away: Check your diary and get packing. Your preferred time of year and the available activities will also help you decide when to vacation in Brookline.
- Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Brookline.
- Decide how long to go away for: Now that you know more about Brookline, you can work out the ideal length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your accommodations and airfare: After you've settled on your dates and duration, book the right Brookline vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
