Sherwood Forest Holidays

Photo by Ed Gaffny

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Top hotels in Sherwood Forest

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 S$169 per night from 9 Feb to 10 Feb
S$169
9 Feb - 10 Feb
includes taxes & fees
9/10 Wonderful! (828 reviews)
Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and ...

Reviewed on 5 Feb, 2026

Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 9 Feb to 10 Feb
S$139
9 Feb - 10 Feb
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
The staff is very helpful, and always willing to assist with any inquiries. The room was definitely clean and well-stocked throughout our entire stay.

Reviewed on 5 Feb, 2026

The Yankee, Trademark Collection by Wyndham
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$125 per night from 8 Mar to 9 Mar
S$125
8 Mar - 9 Mar
includes taxes & fees
9/10 Wonderful! (850 reviews)
loved

Reviewed on 2 Feb, 2026

Berkshires Untold
See all 841 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.

Frequently asked questions

How much does a Sherwood Forest holiday package cost?
Starting from only , a holiday 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 holiday 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, organising 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 travellers 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 holiday?
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 travellers 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 holiday package lets you organise 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 holiday package?
The choice is all yours! Expedia has access to more than 550 airlines globally, so you can customize your Sherwood Forest holiday according to your budget and travel needs.
If I'm not able to travel, can I cancel my Sherwood Forest holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.