Sherwood Forest Vacation Packages

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Top Holiday Package Deals in Sherwood Forest

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

Berkshire Mountain Lodge

3 out of 5
Price was CA $952, price is now CA $861 per person
CA $861
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (618 reviews)
Very nice hotel, the suite was very large and the price was not bad. Very safe feel and nice looking area.

Reviewed on Sep. 8, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was CA $2,024, price is now CA $1,643 per person
CA $1,643
per person
Oct 17 - Oct 21
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (522 reviews)
Nothing additional to add

Reviewed on Aug. 28, 2025

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was CA $1,396, price is now CA $1,147 per person
CA $1,147
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,000 reviews)
Very nice place. Quiet. The breakfasts are included and are upscale with excellent staff service. Unless you are young and don't care, make sure you get a ground floor room - the upstairs rooms require a walk up a large staircase, and are inconvenient. Would definitely return.

Reviewed on Sep. 5, 2025

Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
Price was CA $1,024, price is now CA $910 per person
CA $910
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (536 reviews)
Was nice staying 👌

Reviewed on Sep. 8, 2025

The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was CA $1,045, price is now CA $937 per person
CA $937
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.6/10 Excellent! (127 reviews)
The property is beautiful and very walkable, and well-located with Tanglewood, The Mount, Shakespeare & Co and downtown Lenox extremely nearby. Onsite amenities such as clubhouse, tennis courts and pool are convenient and the individual units are nicely laid out. The property is a bit older and could some updating/refreshing.

Reviewed on Sep. 3, 2025

Sherwood Forest Hotel Deals

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket
Get rates
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Peace and quiet on the lake

Peace and quiet on the lake

Becket
Get rates
Peace and quiet on the lake
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 $106 per night from Sep 10 to Sep 11
CA $106
CA $149 total
Sep 10 - Sep 11
includes taxes & fees
Berkshire Mountain Lodge
See all 840 properties in Sherwood Forest
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sherwood Forest vacation package cost?
Starting from only CA $861, a vacation package is your passport to low-cost travel. Build your own Sherwood Forest trip by choosing from our extensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Sherwood Forest?
Just think of all the wonderful things you could do in Sherwood Forest with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Sherwood Forest vacation package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 hotels globally. Whether you're taking off with the family or flying solo, organizing a getaway to Sherwood Forest is better with a package.
Where should I stay in Sherwood Forest?
With interesting attractions such as Jacobs Pillow and Pyramid Lake in this area, see if you can find a hotel near either of them. Becket Land Trust Historic Quarry is another Sherwood Forest hot spot that travelers flock to.
What are the top hotels in Sherwood Forest?
Book a stay at Peace And Quiet At Sea. It's one of the area's most popular properties. Another great option in Sherwood Forest is Quiet Comfortable Cabin 5 Min. Walk To Swimming And Boating.
How far in advance should I book my Sherwood Forest vacation?
It all depends on the airline, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's generally recommended to book ahead of time, lucky travelers occasionally find a cheaper ticket just weeks before their intended journey.
What does an Expedia Sherwood Forest travel package include?
That's up to you. You can select from a range of Sherwood Forest packages, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your Sherwood Forest break looks like, get ready to save!
What should I know before booking a Sherwood Forest travel package?
Whether it's adventure or relaxation you're chasing, a Sherwood Forest vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Sherwood Forest Expedia vacation package?
The choice is all yours! Expedia has access to more than 550 airlines globally, so you can customize your Sherwood Forest vacation according to your budget and travel needs.
If I'm not able to travel, can I cancel my Sherwood Forest vacation package?
Yes, it's possible to cancel your Sherwood Forest booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Sherwood Forest

Becket Land Trust Historic Quarry

Explore the great outdoors at Becket Land Trust Historic Quarry, a lovely green space in Becket. Wander the forest in this trendy area.

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