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DoubleTree by Hilton Deadwood at Cadillac Jack's

4.0 star property
Pet-friendly Deadwood hotel connected to the convention center, 9-minute walk to Days of '76 Museum

Choose dates to view prices

Photo gallery for DoubleTree by Hilton Deadwood at Cadillac Jack's

Front of property
Property grounds
Casino
4 restaurants, breakfast, lunch, dinner served; American cuisine
Lobby

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
360 Main St, Deadwood, SD, 57732
  • Place, Cadillac Jacks Casino
    ‪1 min walk‬
  • Place, Deadwood Welcome Center
    ‪2 min walk‬
  • Place, Tin Lizzie Gaming Resort
    ‪3 min walk‬

Room options

Junior King Suite with Sofa Bed

  • Sleeps 4

View all photos for Junior Suite, 1 King Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Junior Suite, 1 King Bed

9.2 out of 10
Wonderful
(7 reviews)
  • 350 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Suite, 1 King Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Suite, 1 King Bed

9.8 out of 10
Exceptional
(10 reviews)
  • 400 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Suite, 1 King Bed, Accessible (Roll-In Shower, Mobility & Hearing)

1 bedroom, premium bedding, down comforters, pillowtop beds

Suite, 1 King Bed, Accessible (Roll-In Shower, Mobility & Hearing)

10.0 out of 10
Exceptional
(3 reviews)
  • 400 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 1 King Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Room, 1 King Bed

9.6 out of 10
Exceptional
(68 reviews)
  • 300 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 2 Queen Beds

1 bedroom, premium bedding, down comforters, pillowtop beds

Room, 2 Queen Beds

9.4 out of 10
Exceptional
(68 reviews)
  • 300 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 2 Queen Beds, Accessible (Roll-In Shower, Mobility & Hearing)

1 bedroom, premium bedding, down comforters, pillowtop beds

Room, 2 Queen Beds, Accessible (Roll-In Shower, Mobility & Hearing)

9.4 out of 10
Exceptional
(3 reviews)
  • 300 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 2 Queen Beds, Accessible (3x3 Shower, Mobility & Hearing)

1 bedroom, premium bedding, down comforters, pillowtop beds

Room, 2 Queen Beds, Accessible (3x3 Shower, Mobility & Hearing)

8.4 out of 10
Very good
(6 reviews)
  • 300 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Junior Suite, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

1 bedroom, premium bedding, down comforters, pillowtop beds

Junior Suite, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

  • 350 sq ft
  • Sleeps 4
  • 1 King Bed

View all photos for Room, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

1 bedroom, premium bedding, down comforters, pillowtop beds

Room, 1 King Bed, Accessible (3x3 Shower, Mobility & Hearing)

9.6 out of 10
Exceptional
(4 reviews)
  • 300 sq ft
  • Sleeps 4
  • 1 King Bed

Mobility Hearing Accessible King Suite with Roll in Shower

  • Sleeps 4

Mobility Hearing Accessible Two Queen Room with Roll in Shower

  • Sleeps 4

King Room with Sofa Bed

  • Sleeps 4

Mobility Hearing Accessible Two Queen Room with 3X3 Shower

  • Sleeps 4

Mobility Hearing Accessible Junior King Suite with 3X3 Shower

  • Sleeps 4

Mobility Hearing Accessible King Room with 3X3 Shower

  • Sleeps 4

Two Queen Room

  • Sleeps 4

Two Room One King Bed Suite

  • Sleeps 4

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Property amenity

Four Points by Sheraton Deadwood

Downtown Deadwood
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.2 out of 10, Wonderful, 1,003 reviews
$64 nightly
The price is $76
Jan 4 - Jan 5, 2026
Total with taxes and fees
Four Points by Sheraton Deadwood

About the neighborhood

Deadwood

Located in Downtown Deadwood, DoubleTree by Hilton Deadwood at Cadillac Jack's is a leisurely stroll from popular sights such as Days of '76 Museum and Adams Museum. This 107-room, 4-star hotel has 4 restaurants, a casino, and an indoor pool. It's connected to the convention center in central Deadwood and also close to Mount Moriah Cemetery and Broken Boot Gold Mine.

What's nearby

  • Cadillac Jacks Casino - 1 min walk - 0.0 miles
  • Main Street - 1 min walk - 0.0 miles
  • Deadwood Welcome Center - 2 min walk - 0.1 miles
  • Tin Lizzie Gaming Resort - 3 min walk - 0.2 miles
  • Deadwood Mountain Grand - 12 min walk - 0.7 miles

Getting around

  • Rapid City Regional Airport (RAP) - 58 min drive

Restaurants

  • ‪Silverado Franklin Historic Hotel & Gaming Complex - ‬12 min walk
  • ‪Mustang Sally's - ‬8 min walk
  • ‪First Gold Gaming Resort - ‬9 min walk
  • ‪Saloon No. 10 - ‬9 min walk
  • ‪Gem Steakhouse & Saloon - ‬7 min walk

About this property

DoubleTree by Hilton Deadwood at Cadillac Jack's

Pet-friendly Deadwood hotel connected to the convention center, 9-minute walk to Days of '76 Museum
DoubleTree by Hilton Deadwood at Cadillac Jack's features a casino, an indoor pool, and a 24-hour gym. Parking is available for USD 14.95 per day (USD 14.95 per day for valet parking), and there's also an area shuttle. Front-desk staff can answer questions 24/7, and assist with securing valuables, luggage storage, and concierge services. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
55-inch LED TVs come with cable channels and Netflix, and guests can stay connected with free WiFi and wired Internet. Pillowtop beds sport premium bedding and down comforters, and bathrooms offer hair dryers and free toiletries. Refrigerators, microwaves, and coffee makers are also available. Housekeeping is available on request.
An indoor pool and a hot tub are on site. Other recreational amenities include a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

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Total with taxes and fees
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Property amenities

Internet

  • Available in all rooms: Free WiFi and wired internet
  • Available in some public areas: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Area shuttle (surcharge)
  • Secured, covered self parking on site (USD 14.95 per day)
  • Valet parking on site (USD 14.95 per day; includes in/out privileges)
  • Limited onsite valet and self parking
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Daily cooked-to-order breakfast available 8:00 AM to 11:00 AM for a fee: USD 10 to 20 per person
  • 2 bars/lounges
  • 4 restaurants
  • A coffee shop/cafe
  • Coffee and tea in common areas
  • Snack bar/deli

Restaurants on site

  • Earl of Sandwich
  • FLYT Steakhouse
  • Guadalajara's
  • Made Market
  • Marco's Pizza

Things to do

  • 20 gaming tables
  • 24-hour gym
  • 250 slot machines
  • Casino (10,000 square feet of space)
  • Hot tub
  • Indoor pool
  • Indoor pool (guest access)
  • Sportsbook
  • TV in common areas

Family friendly

  • In-room crib
  • In-room microwave
  • In-room refrigerator
  • Indoor pool
  • Rollaway/extra bed (surcharge)
  • Separate bedroom
  • Snack bar/deli

Conveniences

  • 24-hour front desk
  • ATM
  • Gift shop/newsstand
  • Luggage storage
  • Safe at front desk

Guest services

  • Change of bedsheets (on request)
  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Porter/bellhop
  • Proposal/romance packages
  • Wedding services

Business services

  • 24-hour business center
  • 3 meeting rooms
  • Computer station

Outdoors

  • In the mountains
  • Pool loungers
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Braille/raised signage
  • Elevator
  • Handrails in stairways
  • High-pile carpet in room
  • Lever door handles
  • Low-height bed
  • Low-height view port in door
  • Phone accessibility kit
  • Stair-free path to entrance
  • Tile flooring in room
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible business center
  • Wheelchair-accessible gym
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible restaurant
  • Wheelchair-accessible van parking
  • Wheelchair-width doorways
  • Wheelchairs on site

More

  • 4 floors
  • Ballroom
  • Banquet hall
  • Built in 2002
  • Designated smoking areas
  • Reception hall
  • Vegan dining options
  • Vegetarian breakfast available
  • Vegetarian dining options

Room amenities

Bedroom

  • Blackout drapes
  • Down comforter
  • Free crib
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding
  • Rollaway/extra bed (surcharge)

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 55-inch LED TV with premium cable channels
  • Netflix

Food and drink

  • Coffee/tea maker
  • Limited room service
  • Microwave
  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Desk
  • Desk chair
  • Free local calls
  • Heating (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Laptop workspace
  • Laptop-compatible safe
  • Mobile key entry
  • Phone
  • Safe
  • Water-efficient showers

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime
Contactless check-in available
Express check-in available
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM
Contactless check-out available
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk, smart lock

Pets

  • This property welcomes pets for USD 50 per accommodation, per night (maximum USD 50 per stay)
  • Pet weight must not exceed 75 lbs per pet
  • Certain rooms only
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Children 18 years old and younger stay free when using existing bedding
  • Rollaway/extra beds are available for USD 15.00 per night
  • Free cribs/infant beds are available

Property payment types

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Fee for cooked-to-order breakfast: approximately USD 10 to 20 per person
  • Covered self parking fee: USD 14.95 per day (in/out privileges)
  • Valet parking fee: USD 14.95 per day (in/out privileges)
  • Pet fee: USD 50 per accommodation, per night (maximum USD 50 per stay)
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 15.00 per night

This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards, and cash
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
The front desk is open 24 hours a day, and checking in and out are easy with express services. Driving? This property offers parking (fees apply), along with a car charging station.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards, debit cards, and cash.
  • Guests can access their rooms with a mobile device.

Additional information about polices, regulations, and more:

  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Cadillac Jacks
Cadillac Jacks Gaming
Cadillac Jacks Gaming Resort
Cadillac Jacks Gaming Resort Ascend Collection hotel
Gaming Resort
Cadillac Jacks Gaming Resort Ascend Collection hotel Deadwood
Cadillac Jack's Gaming Deadwood
Cadillac Jack’s Hotel Deadwood
Cadillac Jack’s Hotel
Cadillac Jack’s Deadwood
Cadillac Jack’s
DoubleTree Hilton Deadwood Cadillac Jack's Hotel
Cadillac Jack's Hotel Deadwood
Cadillac Jack's Hotel
Cadillac Jack's Deadwood
Cadillac Jack's
DoubleTree Hilton Cadillac Jack's Hotel
DoubleTree Hilton Deadwood Cadillac Jack's
DoubleTree Hilton Cadillac Jack's
Cadillac Jack's Hotel Suites
Cadillac Jack’s Hotel Suites
Cadillac Jacks Gaming Resort an Ascend Collection hotel
DoubleTree Hilton Callac Jack
DoubleTree by Hilton Deadwood at Cadillac Jack's Hotel
DoubleTree by Hilton Deadwood at Cadillac Jack's Deadwood
DoubleTree by Hilton Deadwood at Cadillac Jack's Hotel Deadwood

Frequently asked questions

Is free cancellation available at DoubleTree by Hilton Deadwood at Cadillac Jack's?

DoubleTree by Hilton Deadwood at Cadillac Jack's offers free cancellation on certain room rates. For specific requirements, take a look at the cancellation policy on Orbitz.

What is there to do near DoubleTree by Hilton Deadwood at Cadillac Jack's?

This hotel is situated in Downtown Deadwood, just steps from Main Street and Cadillac Jacks Casino, and within a short walk of Tin Lizzie Gaming Resort. You'll also find Mineral Palace Casino and Days of '76 Museum less than a mile away.

Is parking available on site at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, valet parking is offered for USD 14.95 per day with in/out privileges. Accessible parking and electric car charging are also available for guests.

Does DoubleTree by Hilton Deadwood at Cadillac Jack's feature a casino?

Yes, DoubleTree by Hilton Deadwood at Cadillac Jack's has a casino that's 10000 square feet and includes 20 gaming tables, 250 slot machines, and a VIP room.

Is there an indoor pool at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, this hotel has an indoor pool along with a hot tub.

What will couples enjoy most about a stay at DoubleTree by Hilton Deadwood at Cadillac Jack's?

There are plenty of amenities for couples at this hotel, including an indoor pool, 2 bars, and 4 restaurants.

Are there hot tubs at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Yes, this hotel has a spa tub.

Does DoubleTree by Hilton Deadwood at Cadillac Jack's have a restaurant that serves breakfast?

Yes, DoubleTree by Hilton Deadwood at Cadillac Jack's has 4 restaurants, and serves a cooked-to-order breakfast each morning for a surcharge.

Does DoubleTree by Hilton Deadwood at Cadillac Jack's allow pets to stay for free?

Although they can't stay for free, pets are welcome at DoubleTree by Hilton Deadwood at Cadillac Jack's for a fee of USD 50 per accommodation, per night.

Does DoubleTree by Hilton Deadwood at Cadillac Jack's have connecting rooms?

Yes, you can book connecting guestrooms at this hotel for your group or family vacation.

Are there rooms with balconies that I can book at DoubleTree by Hilton Deadwood at Cadillac Jack's?

No, there aren't any guestrooms with balconies at DoubleTree by Hilton Deadwood at Cadillac Jack's.

Does DoubleTree by Hilton Deadwood at Cadillac Jack's have a wedding venue on site?

There are wedding services available at DoubleTree by Hilton Deadwood at Cadillac Jack's if that's in your vacation plans.

DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 715 out of 1003 reviews
Rating 8 - Good. 188 out of 1003 reviews
Rating 6 - Okay. 62 out of 1003 reviews
Rating 4 - Poor. 24 out of 1003 reviews
Rating 2 - Terrible. 14 out of 1003 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

9.2/10

Amenities

9.4/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

10/10 Excellent

Daniel, Mankato

Stayed 1 night in Nov 2025

10/10 Excellent

Tim

Stayed 3 nights in Sep 2025

4/10 Poor

Michael

Traveled with family
Disliked: Cleanliness, amenities, property conditions & facilities
Room stunk like rotten food and the window face a cement wall
Stayed 1 night in Sep 2025

10/10 Excellent

Kellie

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jun 2025

8/10 Good

Michael

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

10/10 Excellent

Adam P

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great place with reasonable pricing

Very nice and newly updated. As nice as any Vegas casino, but with reasonable food/beverage/gaming prices. Compared to the other Deadwood options, Cadillac Jack's is the only one I would consider going forward. Will be back!
Stayed 2 nights in Sep 2025

10/10 Excellent

Matt

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Sep 2025

8/10 Good

Thomas

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2025

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Perfect location easy walk into town

Location was perfect. Parking on site. Several food choices. Staff amazing. Easy walk into town
Stayed 2 nights in Sep 2025

10/10 Excellent

Terry

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was great! Cudo’s to Chuck the Asst Manager. Very helpful!
Stayed 1 night in Sep 2025

10/10 Excellent

Michael, Calgary

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent hiotel
Stayed 1 night in Sep 2025

10/10 Excellent

Josephine

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a great stay.
Stayed 1 night in Aug 2025

6/10 Okay

Ana

Traveled with partner
Liked: Cleanliness, staff & service, amenities
The room was clean and fine, the mattress needs replaced, some of the staff weren’t very friendly. It was fine overall but could be better.
Stayed 3 nights in Aug 2025

10/10 Excellent

brandi

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

8/10 Good

James

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Cadillac Jacks more of a Ford

Very nice room. Tried taking shower when I arrived. It took 4 - 5 minutes for warm water to start then was actually hot. Poor water temp control. Staff was very friendly once they came to desk. I was not expecting to pay for parking but I did have to pay. It is a very busy place since you are basically checking in on the casino floor. No success on casino floor. If there is a next time it might be better now that I know what to expect.
Stayed 1 night in Sep 2025

10/10 Excellent

Karen

Liked: Cleanliness, amenities, property conditions & facilities
Great
Stayed 2 nights in Sep 2025

8/10 Good

Baharma

Liked: Cleanliness, staff & service
I liked how clean the room was. But I didn’t like the smoke alarm went off and woke me up 3 times in one night .
Stayed 2 nights in Aug 2025

8/10 Good

Terry

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities
The price has over the top, only place I’ve stayed that required a security deposit
Stayed 1 night in Aug 2025

10/10 Excellent

Carrie

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome trip. Walking distance to Main St. Deadwood.
Stayed 2 nights in Aug 2025

10/10 Excellent

Catherine

Stayed 1 night in Aug 2025

10/10 Excellent

Klaire

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Aug 2025

10/10 Excellent

Timothy

Stayed 4 nights in Aug 2025

8/10 Good

Ardella, Calgary

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was our second stay at Double Tree. We always enjoy our time here. The fire alarm went off a few times throughout one of our nights, but it seemed to be addressed in a timely manner.
Stayed 3 nights in Aug 2025

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025