Sherwood Forest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Ed Gaffny

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 14 - Jul 17

    Vacation Village in the Berkshires + Flight

    Williamstown
    3 nights
    3.0 star property
    8.8/10 - Excellent (2,389 reviews)
    "It was nice"
    Reviewed June 1, 2026
    Roundtrip • St. John's (YYT) - Boston (BOS)
    YYT - BOS • 1 stop BOS - YYT • 1 stop
    CA $1,129
    CA $981
    per traveller
    found 23 hours ago
    Vacation Village in the Berkshires
  • Lobby
    Jul 14 - Jul 17

    Berkshire Mountain Lodge + Flight

    Pittsfield
    3 nights
    3.0 star property
    9.0/10 - Wonderful (961 reviews)
    "Water pressure in shower overwhelmingly strong"
    Reviewed June 2, 2026
    Roundtrip • St. John's (YYT) - Boston (BOS)
    YYT - BOS • 1 stop BOS - YYT • 1 stop
    CA $1,147
    CA $992
    per traveller
    found 23 hours ago
    Berkshire Mountain Lodge
  • Lobby lounge
    Jul 14 - Jul 17

    Berkshires Untold + Flight

    Lenox
    3 nights
    3.5 star property
    9.0/10 - Wonderful (970 reviews)
    "I loved the funky vibe of this place. It was also very cozy."
    Reviewed June 2, 2026
    Roundtrip • St. John's (YYT) - Boston (BOS)
    YYT - BOS • 1 stop BOS - YYT • 1 stop
    CA $1,323
    CA $1,149
    per traveller
    found 23 hours ago
    Berkshires Untold
  • Free daily buffet breakfast
    Jul 14 - Jul 17

    Hampton Inn & Suites Berkshires-Lenox + Flight

    Lenox
    3 nights
    2.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Spacious room with large walk-in shower, big bright breakfast room. Very pleasant."
    Reviewed June 1, 2026
    Roundtrip • St. John's (YYT) - Boston (BOS)
    YYT - BOS • 1 stop BOS - YYT • 1 stop
    CA $1,406
    CA $1,237
    per traveller
    found 23 hours ago
    Hampton Inn & Suites Berkshires-Lenox
  • Superior Room, 1 King Bed, Jetted Tub | Jetted tub
    Jul 14 - Jul 17

    The Yankee Inn + Flight

    Lenox
    3 nights
    2.5 star property
    9.2/10 - Wonderful (1,002 reviews)
    "Beautiful and well maintained and close to shipping and food"
    Reviewed May 29, 2026
    Roundtrip • St. John's (YYT) - Boston (BOS)
    YYT - BOS • 1 stop BOS - YYT • 1 stop
    CA $1,307
    CA $1,159
    per traveller
    found 23 hours ago
    The Yankee Inn

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 MA
9.6/10 Exceptional! (245 reviews)
"Had a great stay. I’d highly recommend!"

Reviewed on May 30, 2026

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 MA
9.6/10 Exceptional! (237 reviews)
"A perfect lakeside getaway! Warm and inviting living space, amazing screened-in porch and a very open and workable kitchen. Any utensil you need and even an outdoor grill. It rained all the time we were here but I did get in a couple of hours of fishing and caught a few small ones. Our host were ..."

Reviewed on May 26, 2026

Get rates
Peace and quiet on the lake
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Becket MA
The price is CA $202 per night from Jun 10 to Jun 11
CA $202
CA $521 total
Jun 10 - Jun 11
includes taxes & fees
10/10 Exceptional! (5 reviews)
"My family and I had a wonderful stay at Nicole’s A-Frame. The cabin was cozy and inviting, and our kids especially loved the loft. The welcome snacks were such a thoughtful touch! We'd love to return!"

Reviewed on Dec 3, 2025

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
See all 883 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.
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Frequently asked questions

How much does a Sherwood Forest vacation package cost?
Starting from only , 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.