Brookline Vacations from $513

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The Latest Brookline vacation packages

Price found within the past 48 hours. Click for updated prices.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $669, price is now $513 per person
$513
per person
Jan 29 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
18/10 Exceptional! (65 reviews)
Thought of homesteading! It was a terrific little place and I could see staying a week. Fun. Clean. Pretty! I want one!

Reviewed on Oct 31, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,190, price is now $905 per person
$905
per person
Jan 30 - Feb 2
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
14.8/10 Exceptional! (1,003 reviews)
Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!

Reviewed on Nov 5, 2025

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,459, price is now $1,163 per person
$1,163
per person
Jan 30 - Feb 2
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
No reviews
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $652, price is now $528 per person
$528
per person
Jan 1 - Jan 4
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
17.2/10 Exceptional! (1,001 reviews)
Location was great and was clean but the facility and room is old. Needs a major face lift.

Reviewed on Oct 27, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
Price was $691, price is now $562 per person
$562
per person
Jan 30 - Feb 2
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
18.4/10 Exceptional! (412 reviews)
Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again.

Reviewed on Oct 23, 2025

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What to do in Brookline

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in Brookline

Brookline Hotel Deals

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $158 total per night from Nov 30 to Dec 1
$158 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (920 reviews)
Yes

Reviewed on Nov 16, 2025

Hampton Inn Brattleboro
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $126 total per night from Nov 23 to Nov 24
$126 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (540 reviews)
Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work we’d stay again

Reviewed on Nov 18, 2025

Mountaineer Inn
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
$139 nightly
The price is $151 total per night from Nov 23 to Nov 24
$151 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
I received accommodations from Sarah of the hotel staff that were above and beyond my expectations. My colleague and I were travelling for work and we accidentally both booked rooms for the night. Sarah was able to cancel my colleague's reservation for with no hassle whatsoever. Thank you Sarah!

Reviewed on Nov 17, 2025

Best Western Plus Keene Hotel
See all 1,702 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 $513 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.