Brainard Vacations from $311

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The Latest Brainard vacation packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $432, price is now $311 per person
$311
per person
Jun 19 - Jun 22
found 6 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (928 reviews)
Nice for families, has kitchen facilities for cooking. Door to room needs attention. Had to slam hard to close. Nice big bathroom. Thought we were getting 2 beds but had king bed and pull out couch. Wouldn’t always work for everyone. Could hear dog barking in nearby room. Price was right

Reviewed on May 17, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Save 100% on your flight
Price was $650, price is now $457 per person
$457
per person
Jun 19 - Jun 22
found 6 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (894 reviews)
Family friendly resort with amenities the whole family can enjoy!

Reviewed on May 12, 2026

The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was $1,061, price is now $753 per person
$753
per person
Jul 30 - Aug 4
found 23 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
9.2/10 Wonderful! (1,007 reviews)
Breakfast ok, coffee good, staff great

Reviewed on May 19, 2026

Gedney Farm

Gedney Farm

3.5 out of 5
Price was $921, price is now $666 per person
$666
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
9.4/10 Exceptional! (136 reviews)
Had a great stay. Beautiful location.

Reviewed on May 15, 2026

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $766, price is now $578 per person
$578
per person
Jun 30 - Jul 3
found 17 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
6/10 (1 review)
The room was comfortable and well done. There was no heat in our room with no control for the air unit. There was also a drip coming from the exhaust fan in the bathroom. We were only there one night so I didn't call for support.

Reviewed on Apr 16, 2026

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Brainard Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from May 24 to May 25
$126 total
May 24 - May 25
Total with taxes and fees
9/10 Wonderful! (939 reviews)
"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great"

Reviewed on May 19, 2026

Berkshire Mountain Lodge
Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

2.5 out of 5
37 Route 9W Glenmont NY
Fully refundable
$93 nightly
The price is $107 total per night from May 31 to Jun 1
$107 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
"Room was great. Other areas were under construction so hard to say. Landscaping/entrance could be nicer. Staff was lovely and location is super convenient for downtown."

Reviewed on May 18, 2026

Comfort Inn Glenmont - Albany South
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $124 total per night from May 25 to May 26
$124 total
May 25 - May 26
Total with taxes and fees
Berkshires Untold
See all 1,084 properties in Brainard
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 Brainard Vacation Packages

Brainard Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)

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Frequently asked questions

How much does a Brainard vacation package cost?
Offering great value package deals from $311 on Expedia, you'll be pleasantly surprised at how much a vacation to Brainard costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Brainard?
You can usually find lower prices and greater availability in November, December and January. Browse our cheap Brainard vacation packages and you could land some great off-season discounts.
How many days is enough for Brainard?
With a well-organized itinerary, you can easily tick off the top Brainard sights in a few days. But if you'd like to explore off the beaten track or take day trips, consider booking your Brainard vacation for longer.
How to find the best Brainard package deals?
Finding a cheap Brainard package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Brainard package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Brainard vacation as a package?
You can enjoy significant savings on your Brainard retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Brainard?
If you have your Brainard vacation dates locked in, book early to grab some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Brainard vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Brainard vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.