Sherwood Vacations from $312

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The Latest Sherwood vacation packages

Price found within the past 48 hours. Click for updated prices.
WoodSpring Suites Cleveland North

WoodSpring Suites Cleveland North

2.5 out of 5
Price was $422, price is now $312 per person
$312
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Chattanooga (CHA)
8/10 Very Good! (27 reviews)
Staff was helpful and accommodating. Rooms were cleanish, I travel for work so I bring my own cleaning supplies. Only downfall is you can hear everything around you in your room. Not very well insulated.

Reviewed on May 10, 2026

The Lodge at Lookout Mountain

The Lodge at Lookout Mountain

2 out of 5
Lookout Valley
Price was $794, price is now $633 per person
$633
per person
Aug 1 - Aug 8
found 9 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Chattanooga (CHA)
9.2/10 Wonderful! (478 reviews)
I love this place! Rooms are clean and decorated simply! The management is quick to respond and checks on you during the stay! Parking is simple in front of each room and there is even a seating area and small games outside !

Reviewed on May 16, 2026

Hotel Clemons

Hotel Clemons

3 out of 5
Downtown Chattanooga
Price was $1,179, price is now $1,013 per person
$1,013
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chattanooga (CHA)
9.8/10 Exceptional! (1,057 reviews)
Great room, clean and fun things to do

Reviewed on May 12, 2026

Super 8 by Wyndham Calhoun

Super 8 by Wyndham Calhoun

2 out of 5
Price was $412, price is now $355 per person
$355
per person
Jul 19 - Jul 24
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
8/10 Very Good! (1,003 reviews)
In the middle of renovation. Need to complete. Looks like it will be nice when complete

Reviewed on May 2, 2026

Holiday Inn Express Calhoun South by IHG

Holiday Inn Express Calhoun South by IHG

2.5 out of 5
Price was $568, price is now $504 per person
$504
per person
Jul 19 - Jul 24
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
9/10 Wonderful! (833 reviews)
I have stayed on each floor and each floor was very nice!! Clean room, spacious, peaceful, and comfortable!! I have enjoyed my stay each time!!

Reviewed on May 12, 2026

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Sherwood Hotel Deals

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3 out of 5
844 W Main Street Monteagle TN
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $59 total per night from May 19 to May 20
$59 total
May 19 - May 20
Total with taxes and fees
8.6/10 Excellent! (1,181 reviews)
Would have liked a microwave oven

Reviewed on May 14, 2026

The Smokehouse Lodge and Cabins
The Sewanee Inn

The Sewanee Inn

4 out of 5
1235 University Ave Sewanee TN
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $234 total per night from May 18 to May 19
$234 total
May 18 - May 19
Total with taxes and fees
9.8/10 Exceptional! (422 reviews)
This was a very quiet and clean hotel.

Reviewed on May 16, 2026

The Sewanee Inn
Spark by Hilton Kimball

Spark by Hilton Kimball

2.5 out of 5
205 Kimball Crossing Dr Jasper TN
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $99 total per night from May 24 to May 25
$99 total
May 24 - May 25
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Hotel was very clean and staff was very friendly and helpful. However, the room was very small and there was no coffee maker in the room. The room was very clean. The elevator was out of order. Thankfully, they put us in a 1st floor room. Otherwise, we could not have dragged all our luggage up stairs. ...

Reviewed on May 14, 2026

Spark by Hilton Kimball
See all 507 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.

Find the Best Sherwood Vacation Packages

Sherwood Essential Information

Language
English
Currency
U.S dollars
Top Sights
University of the South, Monteagle Sunday School Assembly and Sewanee Golf and Tennis Club

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Frequently asked questions

How much does a Sherwood vacation package cost?
You can grab a vacation package to this destination from $312 on Expedia. However, how much your vacation to Sherwood costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Sherwood?
October, November and December are the best times to search for cheap Sherwood vacation packages. Opting to travel in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Sherwood?
Usually, a handful of days is enough to visit the major sights during your Sherwood vacation. However, if you prefer to have more time to relax or take day trips, think about extending your itinerary.
How to find the best Sherwood package deals?
Begin your search for a Sherwood package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor 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 straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sherwood escape underway.
Is it cheaper to book a Sherwood vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations separately. Better still, you can customize your Sherwood getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Sherwood?
If you're considering a spontaneous Sherwood vacation, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Sherwood vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Sherwood trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.