Deals on vacations and trips to Sherwood

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Sherwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Select Chattanooga Hamilton Place

Sonesta Select Chattanooga Hamilton Place

3 out of 5
Hamilton Place
Price was $469, price is now $399 per person
$399
per person
Mar 19 - Mar 24
just found
Roundtrip non-stop flight included
Chicago (ORD) to Chattanooga (CHA)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a snack bar/deli are also offered.
Chattanooga Heritage Inn

Chattanooga Heritage Inn

2.5 out of 5
Tyner
Price was $536, price is now $409 per person
$409
per person
Mar 19 - Mar 24
just found
Roundtrip non-stop flight included
Chicago (ORD) to Chattanooga (CHA)
A restaurant and a seasonal outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.
Hotel Clemons

Hotel Clemons

3 out of 5
Downtown Chattanooga
Price was $746, price is now $623 per person
$623
per person
Mar 19 - Mar 24
just found
Roundtrip non-stop flight included
Chicago (ORD) to Chattanooga (CHA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, a coffee shop, and luggage storage are also on offer.
Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

3.5 out of 5
Downtown Chattanooga
Price was $798, price is now $679 per person
$679
per person
Mar 19 - Mar 24
just found
Roundtrip non-stop flight included
Chicago (ORD) to Chattanooga (CHA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a computer station are also on offer.
La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn

La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn

3 out of 5
Lookout Valley
Price was $656, price is now $573 per person
$573
per person
Mar 19 - Mar 24
just found
Roundtrip non-stop flight included
Chicago (ORD) to Chattanooga (CHA)
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the business center. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Sherwood hotels deals

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3 out of 5
844 W Main Street Monteagle TN
Free Cancellation
Reserve now, pay when you stay
$44 nightly
The price is $51 total per night
$51 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a garden, and a lobby fireplace are also on offer.
Pool
Pet friendly
The Sewanee Inn

The Sewanee Inn

4 out of 5
1235 University Ave Sewanee TN
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $226 total per night
$226 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A golf course and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Free WiFi
Restaurant
Spark by Hilton Kimball

Spark by Hilton Kimball

2.5 out of 5
205 Kimball Crossing Dr Jasper TN
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $88 total per night
$88 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A business center, free WiFi in public areas, and a snack bar/deli are also on offer.
Pool
Breakfast included
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
1156 Highway 28 Jasper TN
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $76 total per night
$76 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A gym is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
Quality Inn Monteagle

Quality Inn Monteagle

2.5 out of 5
509 W Main St Pelham TN
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $93 total per night
$93 total
Dec 25 - Dec 26
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and express check-out are also on offer.
Pool
Breakfast included
Sasquatch Farm

Sasquatch Farm

3 out of 5
2985 Browns Trace Rd South Pittsburg TN
$175 nightly
The price is $201 total per night
$201 total
Dec 25 - Dec 26
Total with taxes and fees
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area, laundry facilities, and barbecue grills are also on offer.
Pet friendly
Parking included
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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 are vacation packages to Sherwood?
Your travel daydreams can come true in Sherwood from as little as $399. Our affordable package deals include flights and hotels, so you'll find booking is a cinch. The only thing you'll have to worry about is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Sherwood?
You can lock in fantastic Sherwood package deals with Travelocity. Mix and match from 400 airlines and 1,000,000 properties worldwide and turn your travel dreams into a reality.
Why should I book my Sherwood vacation bundle via Travelocity?
Nothing beats the satisfaction of knowing you've just picked up the best deal in town — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.
Will I save money on my Sherwood car rental if I combine it with my hotel or flight?
With a Sherwood vacation package, you can bundle your flight, car and hotel bookings and save a whole lot. If you'd love to see the best of this impressive city, why not make a beeline for Grand Ole Opry? This popular attraction is 90 mi from Sherwood. With a rental car, you'll be there soon enough.
Which airport is best for Sherwood?
Huntsville Intl. Airport (HSV) is the starting point of your Sherwood getaway. About 55 mi southwest of Sherwood, it welcomes travelers from all over every day. Your other option is Chattanooga Metropolitan Airport (CHA), 40 mi away from central Sherwood.

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