Brookline Vacations from $650
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The Latest Brookline vacation packages
Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT
$974
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Rutland (RUT)
9.4/10 Exceptional! (537 reviews)
Liked: Welcome staff. Clear explanations @ check in. The room was immaculate and had all amenities I needed.
It was quite difficult finding how to get there. My GPS did not recognize the address given on the website and on the confirmation email.
Reviewed on Sep 13, 2026
Mountain Green Resort
$1,260
per person
Dec 1 - Dec 5
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
What to do in Brookline
Vermont RT 100 App-Guided Driving Audio Tour
$17
per traveler
Mindful Forest Escape: Rebalance, reflect and connect
$95
per adult
Brookline Hotel Deals
Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Fully refundable
$172 nightly
$189 total
Sep 15 - Sep 16
Total with taxes and fees
8.6/10 Excellent! (308 reviews)
"Pool and hot tub were closed, no fresh towels or maid service or coffee replenishment. No shuttle service available and no coffee cups provided in the lobby for complimentary coffee. The bar closed at 8:30 even though posted hours were until 10:00"
Reviewed on Sep 7, 2026
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$150 nightly
$165 total
Sep 15 - Sep 16
Total with taxes and fees
8.6/10 Excellent! (982 reviews)
"What a unique hotel! If you love vintage everything and downtown living, this is your spot. There have been thoughtful updates to the property for functionality and comfort, but many details of the property were kept intact for period charm. Some features are older (plumbing, bath fixtures, door ..."
Reviewed on Sep 13, 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$84 nightly
$93 total
Sep 20 - Sep 21
Total with taxes and fees
6.8/10 (56 reviews)
"My husband & I were looking for a place to stay that was affordable coming out of state for a family wedding. The check in process was quick & the gentleman was polite. The sign by the front office said Grand Reopening I think due to new management but there are still ALOT of things that need to ..."
Reviewed on Sep 13, 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.
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 $650 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.
