Brookline Vacations from $659

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The Latest Brookline vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
Price was $684, price is now $659 per person
$659
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
8.2/10 Very Good! (1,008 reviews)
Hotel is on Allen Street which is a short cut/dragway for locals...very noisy street all night long! The other side of the hotel faces the parking lot/smoking area which can be very unpleasant if you have any reactions to cigarette smoke. TV package only carried one local network out of Burlington so up to date weather reports were unavailable during a statewide flood and tornado watch while we were there. Hotel personnel were great and breakfast was great...just a noisy smoky place.

Reviewed on Jun 20, 2026

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,583, price is now $1,137 per person
$1,137
per person
Jul 25 - Aug 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9/10 Wonderful! (98 reviews)
Very nice, clean place to stay in Brandon. Visited family over the years and this was by far the best stay....

Reviewed on Jun 6, 2026

Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $2,395, price is now $2,013 per person
$2,013
per person
Jul 25 - Aug 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9.2/10 Wonderful! (66 reviews)
Such a beautiful time, So clean, and cozy. Such a beautiful, peaceful, and romantic place. Very enchanting, and the owner is so kind, and caring. Def cant wait to go back again.

Reviewed on Jan 4, 2026

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Save 100% on your flight
Price was $6,042, price is now $5,111 per person
$5,111
per person
Jul 25 - Aug 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9.8/10 Exceptional! (17 reviews)
We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back.

Reviewed on Jan 18, 2026

Brandon Inn

Brandon Inn

3 out of 5
Price was $701, price is now $680 per person
$680
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
8.8/10 Excellent! (637 reviews)
Nice historic building with cool features. Not a lot available in the rooms and weird TV placement, but very clean and well maintained considering the age.

Reviewed on Jun 12, 2026

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What to do in Brookline

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

$95
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Brookline

Brookline Hotel Deals

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $94 total per night from Jul 1 to Jul 2
$94 total
Jul 1 - Jul 2
Total with taxes and fees
7/10 Good! (1,001 reviews)
"Smells Towels were stained dirty Floor was sticky Sheets were stained"

Reviewed on Jun 20, 2026

Days Inn by Wyndham Keene NH
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $133 total per night from Jun 22 to Jun 23
$133 total
Jun 22 - Jun 23
Total with taxes and fees
8.6/10 Excellent! (906 reviews)
"Love the historical aspects of this place."

Reviewed on Jun 17, 2026

Latchis Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $129 total per night from Jun 22 to Jun 23
$129 total
Jun 22 - Jun 23
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Room was clean and very quiet for me. Will be staying again next time I am here on business."

Reviewed on Jun 19, 2026

Best Western Plus Keene Hotel
See all 1,752 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

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Frequently asked questions

How much does a Brookline vacation package cost?
You'll find cheap prices from $659 on Expedia for your Brookline escape. 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?
February, July and September are great times to search for cheap Brookline vacation packages. Choosing to travel in quieter months means you can usually find better prices on accommodations and flights.
How many days is enough for Brookline?
With a well-organized travel plan, you can easily tick off the top Brookline attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Brookline vacation for longer.
How to find the best Brookline package deals?
Bagging a cheap Brookline package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Brookline package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Brookline vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Brookline vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Brookline?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Brookline getaway.
Does Expedia offer Book Now, Pay Later Brookline vacation packages?
Your Brookline trip should be a relaxing escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.