Cherry Plain Vacations from $402

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The Latest Cherry Plain vacation packages

Price found within the past 48 hours. Click for updated prices.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $531, price is now $402 per person
$402
per person
Jan 9 - Jan 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8.8/10 Excellent! (3 reviews)
The room was nice and clean, but the hotel itself was still under construction and it took 45 minutes for us to get in our room for check-in I was able to ask for extended check out and we got two complementary drinks from the bar but overall they should have waited to open

Reviewed on Nov 12, 2025

Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Save 100% on your flight
Price was $1,353, price is now $817 per person
$817
per person
Feb 8 - Feb 14
found 1 hour ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (218 reviews)
The place was fantastic in every way, clean, great service, beautiful location and close to everything you want to do in and around Saratoga Springs. I will book this beautiful spot again!

Reviewed on Dec 1, 2025

Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Save 100% on your flight
Price was $916, price is now $655 per person
$655
per person
Feb 8 - Feb 14
found 1 hour ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (801 reviews)
Adorable room, friendly staff

Reviewed on Nov 25, 2025

The Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $717, price is now $518 per person
$518
per person
Feb 8 - Feb 14
found 1 hour ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8.4/10 Very Good! (1,004 reviews)
Room was clean, staff very friendly, breakfast was excellent. Enjoyed my stay, will be back

Reviewed on Nov 27, 2025

Marriott Albany

Marriott Albany

3.5 out of 5
Price was $852, price is now $644 per person
$644
per person
Feb 8 - Feb 14
found 1 hour ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
8.2/10 Very Good! (751 reviews)
Everything was good experience

Reviewed on Nov 30, 2025

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Cherry Plain Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Dec 3 to Dec 4
$113 total
Dec 3 - Dec 4
Total with taxes and fees
8.6/10 Excellent! (2,155 reviews)
Great views

Reviewed on Nov 30, 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $135 total per night from Dec 7 to Dec 8
$135 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (768 reviews)
When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it.

Reviewed on Nov 26, 2025

Berkshire Mountain Lodge
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Dec 9 to Dec 10
$208 total
Dec 9 - Dec 10
Total with taxes and fees
9.6/10 Exceptional! (544 reviews)
Bb

Reviewed on Nov 17, 2025

The Williams Inn
See all 658 properties in Cherry Plain
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 Cherry Plain Vacation Packages

Cherry Plain 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 Cherry Plain vacation package cost?
You can grab a vacation package to this destination from $402 on Expedia. But how much your vacation to Cherry Plain costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Cherry Plain?
November, December and January are great times to look for cheap Cherry Plain vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Cherry Plain?
The ideal length of your Cherry Plain vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to tick off all the leading sights and discover some hidden treasures along the way.
How to find the best Cherry Plain package deals?
Start your search for a Cherry Plain package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Cherry Plain package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cherry Plain getaway off to a flying start.
Is it cheaper to book a Cherry Plain vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Cherry Plain vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cherry Plain?
If you've got your Cherry Plain travel dates locked in, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Cherry Plain?

  1. Pick your travel dates: The things you want to do in Cherry Plain and your preferred season will help you decide when to get away.
  2. Set your budget: Consider costs such as flights, food and transportation when calculating how much to save for your trip to Cherry Plain. Then, choose a property that works with your budget, whether that's a low-cost option or a swankier retreat.
  3. Use Expedia's trip planning tool to discover Cherry Plain: Research every part of your trip to Cherry Plain with this handy planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how much time you want to spend discovering Cherry Plain. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the ideal Cherry Plain vacation package for you.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Cherry Plain. Find all the fun things to do in Cherry Plain with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Cherry Plain vacation packages?
Set off on your ideal getaway to Cherry Plain with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.