Sherwood Vacations from $416

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Your Sherwood Vacation

Book a Sherwood vacation package and prepare to experience the best of this city. Consider basing yourself in the neighborhood of Lansing, which is good for views, nature and history. Any trip to Sherwood needs a well-designed itinerary. Fill yours with attractions like Cayuga Lake, Wells College and Long Point State Park - Finger Lakes. Don't delay visiting this destination any longer. The perfect Sherwood vacation is a couple of clicks away with Expedia.

The Latest Sherwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Yellow Barn Estate

Yellow Barn Estate

3 out of 5
Price was $507, price is now $416 per person
$416
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Washington (WAS) to Ithaca (ITH)
9.6/10 Exceptional! (125 reviews)
They have truly thought of everything at the Yellow Barn Estate. Heaven is in the details. Spacious room; soft towels; plenty of shampoo, conditioner, and lotion; kitchen in which everything you might need is available; heartwarming shared spaces. This will be my top choice going forward for stays in the Ithaca area.

Reviewed on Aug 23, 2025

Inns of Aurora Resort & Spa

Inns of Aurora Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $937, price is now $672 per person
$672
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Washington (WAS) to Ithaca (ITH)
9.8/10 Exceptional! (402 reviews)
Beautiful location! The properties are impeccably renovated and look beautiful inside and out. All staff are friendly and helpful. A real pleasure to stay here!

Reviewed on Aug 26, 2025

Benn Conger Inn

Benn Conger Inn

3.5 out of 5
Price was $747, price is now $559 per person
$559
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Washington (WAS) to Ithaca (ITH)
9.8/10 Exceptional! (82 reviews)
Absolutely beautiful property. Delicious breakfast and Shelley and Drew were fabulous hosts. I couldn’t recommend the benn conger inn enough.

Reviewed on Aug 24, 2025

William Henry Miller Inn

William Henry Miller Inn

4 out of 5
Downtown Ithaca
Price was $885, price is now $752 per person
$752
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Washington (WAS) to Ithaca (ITH)
9.6/10 Exceptional! (149 reviews)
The breakfast was excellent and the afternoon treats was also excellent. The staff was friendly. The room (the Sanctuary) was wonderful and spa tub was a real bonus after a hard days hike.

Reviewed on Aug 26, 2025

The Benjamin Hotel

The Benjamin Hotel

2 out of 5
Price was $1,148, price is now $976 per person
$976
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Washington (WAS) to Ithaca (ITH)
10/10 Exceptional! (87 reviews)
I booked a night at this hotel as my wife and I were driving back from Canada. We hadn't previously planned on staying in Watkins Glen but thought it would be a nice break in the trip. After reading the reviews I booked The Benjamin and it didn't disappoint. It was a well maintained boutique hotel and nicely centralized for everything in the area. We're hoping to spend more time in Watkins Glen in the future and we'll definitely be staying here.

Reviewed on Aug 21, 2025

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Discover the most popular places to visit in Sherwood

Beautiful Wells College on the shores of Cayuga Lake

Wells College

Explore the campus of Wells College during your visit to Aurora. Stroll along the lakeside in this relaxing area, or seek out the hiking trails.

Wells College

Long Point Winery

You can enjoy a tasting or tour at Long Point Winery during your travels to Aurora. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.

Long Point Winery

Sherwood Hotel Deals

del Lago Resort & Casino

del Lago Resort & Casino

4 out of 5
1133 Route 414, Waterloo, NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Sep 22 to Sep 23
$141 total
Sep 22 - Sep 23
Total with taxes and fees
del Lago Resort & Casino
The Gould Hotel

The Gould Hotel

3.5 out of 5
108 Falls Street, Seneca Falls, NY
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $138 total per night from Sep 1 to Sep 2
$138 total
Sep 1 - Sep 2
Total with taxes and fees
The Gould Hotel
The Lux Hotel & Conference Center, Ascend Hotel Collection

The Lux Hotel & Conference Center, Ascend Hotel Collection

2.5 out of 5
2468 State Route 414, Waterloo, NY
Fully refundable
$107 nightly
The price is $119 total per night from Sep 1 to Sep 2
$119 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (400 reviews)
"Loved the breakfast! Very nice employees. Bed was so comfortable and soft."

Reviewed on Aug 24, 2025

The Lux Hotel & Conference Center, Ascend Hotel Collection
See all 905 properties in Sherwood
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 vacation package cost?
You'll find cheap prices from $416 on Expedia for your Sherwood getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Sherwood costs.
What are the cheapest months to go to Sherwood?
January, September and December are great times to search for cheap Sherwood vacation packages. Choosing to travel in less busy months means you can generally find better prices on flights and accommodations.
How many days is enough for Sherwood?
With a well-planned itinerary, you can easily tick off the most popular Sherwood sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Sherwood vacation for longer.
How to find the best Sherwood package deals?
Start your search for a Sherwood package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Sherwood package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sherwood getaway off to a flying start.
Is it cheaper to book a Sherwood vacation as a package?
You can enjoy significant savings on your next Sherwood break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Sherwood?
Secure amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Sherwood trip.
Does Expedia offer Book Now, Pay Later Sherwood vacation packages?
Jet off on your dream getaway to Sherwood with Expedia's Book Now, Pay Later vacations. No need to save up or hold off until payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.