Spencertown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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Top Spencertown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was CA $1,092, price is now CA $841 per person
CA $841
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Great place to rest and relax if this is what you want to do. I would highly recommend. They have great facilities at the hotel the hot tub and steam room was a hit for us. The property is very quiet and serene.

Reviewed on Aug. 19, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Price was CA $1,686, price is now CA $1,190 per person
CA $1,190
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9/10 Wonderful! (411 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug. 7, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Price was CA $2,391, price is now CA $1,858 per person
CA $1,858
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.4/10 Exceptional! (170 reviews)
Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.

Reviewed on Aug. 18, 2025

Couple s Oasis Pool Stream Firepit Steam Room

Couple s Oasis Pool Stream Firepit Steam Room

2 out of 5
Price was CA $1,935, price is now CA $1,646 per person
CA $1,646
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
No reviews
Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 out of 5
Price was CA $1,096, price is now CA $959 per person
CA $959
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.4/10 Exceptional! (965 reviews)
Definitely a decent place to stay

Reviewed on Aug. 20, 2025

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Spencertown 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
The price is CA $91 per night from Sep 7 to Sep 8
CA $91
CA $133 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (583 reviews)
Satisfied customer
"as good as the last time we stayed there."

Reviewed on Aug. 21, 2025

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is CA $222 per night from Aug 26 to Aug 27
CA $222
CA $248 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (687 reviews)
"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank ..."

Reviewed on Aug. 18, 2025

Berkshires Untold
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Sep 4 to Sep 5
CA $129
CA $144 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"nice place"

Reviewed on Aug. 18, 2025

Quality Inn
See all 1,333 properties in Spencertown
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Spencertown vacation package cost?
You can pick up a vacation package to this destination from CA $841 on Expedia. But how much your vacation to Spencertown costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Spencertown?
The off-season is the best time to visit Spencertown if you're hoping to keep costs down. Another tip for scoring cheap Spencertown vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Spencertown?
Usually, a handful of days is enough to tick off the main attractions during your Spencertown vacation. However, if you'd like to have time to kick back or go on day trips, consider extending your trip.
How to find the best Spencertown package deals?
Use Expedia's filters to help you find some terrific Spencertown package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Spencertown package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Spencertown vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Spencertown vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Spencertown?
If you have your Spencertown travel dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Spencertown?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Spencertown.
  2. Budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Spencertown.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Spencertown. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Spencertown vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.