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DoubleTree by Hilton Deadwood at Cadillac Jack's

Property class: 4

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

A hotel entrance with a wooden walkway leading to a parking area, surrounded by a mountainous landscape. - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)
A modern bar area with a counter, seating, and a visible Starbucks sign. - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)
A modern hotel lobby with a curved seating area, a bar, and a roulette table. - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)
A bar area with a long counter, multiple shelves of bottles, and several bar stools. - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)
A Cadillac Club reception area with a modern design, featuring a textured wall and two reception desks. - DoubleTree by Hilton Deadwood at Cadillac Jack's (Deadwood)
Located close to Days of '76 Museum and Mount Moriah Cemetery, DoubleTree by Hilton Deadwood at Cadillac Jack's provides a casino, a terrace, and a coffee shop/cafe. Hit the jackpot at this hotel with amenities such as a sportsbook, 20 casino gaming tables, and a casino VIP room. For some rest and relaxation, visit the hot tub. At the 4 on-site restaurants, enjoy breakfast, lunch, dinner, kids' meals, and American cuisine. Stay connected with free in-room WiFi, and guests can find other amenities such as dry cleaning/laundry services and 2 bars.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi
  • Air conditioning

Off-peak, on budget: 30% or more off select hotels in our fall sale

Skip the crowds, keep the savings. AARP members save more after Labor Day. Book by Oct 7, 2026.

Room options

Available filters for rooms
Showing 12 of 12 rooms

View all photos for Junior Suite, 1 King Bed

A hotel room with a bed, a desk, a chair, a sofa, a TV, and a large mirror.

Junior Suite, 1 King Bed

9.2 out of 10
Wonderful
(7 reviews)
  • 33 sq m
  • Sleeps 4
  • 1 King Bed
  • Free wired internet

View all photos for Suite, 1 King Bed

A hotel room with a modern design, featuring a large flat-screen TV, a sofa, a red armchair, a desk with a lamp, and a large window with curtains.

Suite, 1 King Bed

9.6 out of 10
Exceptional
(14 reviews)
  • 37 sq m
  • Sleeps 4
  • 1 King Bed
  • Free wired internet

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

A hotel room with a modern design, featuring a large flat-screen TV, a sofa, a red armchair, a desk with a lamp, and a large window with curtains.

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

10.0 out of 10
Exceptional
(3 reviews)
  • 37 sq m
  • Sleeps 4
  • 1 King Bed
  • Free wired internet

View all photos for Room, 1 King Bed

A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.

Room, 1 King Bed

9.6 out of 10
Exceptional
(80 reviews)
  • 28 sq m
  • Sleeps 4
  • 1 King Bed
  • Free wired internet

View all photos for Room, 2 Queen Beds

A hotel room with two beds, a desk, a red chair, a TV, and a mirror.

Room, 2 Queen Beds

9.4 out of 10
Exceptional
(83 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds
  • Free wired internet

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

A hotel room with two beds, a desk, a red chair, a TV, and a mirror.

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

9.4 out of 10
Exceptional
(3 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds
  • Free wired internet

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

A hotel room with two beds, a desk, a red chair, a TV, and a mirror.

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

8.8 out of 10
Excellent
(9 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds
  • Free wired internet

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

A hotel room with a bed, a desk, a chair, a sofa, a TV, and a large mirror.

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

  • 33 sq m
  • Sleeps 4
  • 1 King Bed
  • Free wired internet

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

A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.

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

8.6 out of 10
Excellent
(7 reviews)
  • 28 sq m
  • Sleeps 4
  • 1 King Bed
  • Free wired internet

View all photos for 1 KING BED 2 ROOM SUITE

A hotel room with a large bed, bedside tables, a desk, a lamp, and a window with curtains.

1 KING BED 2 ROOM SUITE

  • Sleeps 2
  • 1 King Bed
  • Free wired internet

View all photos for Junior Suite, 1 King Bed

A hotel room with a bed, a desk, a TV, a red chair, a grey sofa, and a large mirror.

Junior Suite, 1 King Bed

  • Sleeps 4
  • 1 King Bed
  • Free wired internet

View all photos for Suite, 1 King Bed

A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a window with curtains.

Suite, 1 King Bed

  • Sleeps 4
  • 1 King Bed
  • Free wired internet

About the neighborhood

Located in Downtown Deadwood neighborhood, DoubleTree by Hilton Deadwood at Cadillac Jack's is connected to the convention center. The area's natural beauty can be seen at Mount Moriah Cemetery and Black Hills National Forest, while Days of '76 Museum and Adams Museum are cultural highlights. Broken Boot Gold Mine and George S. Mickelson Trail are two other places to visit that come recommended. Take in the nearby slopes with cross-country skiing and downhill skiing, or check out other outdoor activities such as snowshoeing and snowmobiling. Visit our Deadwood travel guide
Map
360 Main St, Deadwood, SD, 57732

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

  • Mustang Sally's
    8 min walk
  • Silverado Franklin Historic Hotel & Gaming Complex
    12 min walk
  • Saloon No. 10
    9 min walk
  • Cadillac Jack's Gaming Resort
    6 min walk
  • Gold Dust
    10 min walk

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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)
  • 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
  • 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

Pets allowed for an extra charge of USD 50 per accommodation, per night (maximum USD 50 per stay)

Service animals are welcome, and are exempt from fees

Up to 75 lbs per pet

Specific rooms only; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

Children and extra beds

Children are welcome

Children up to the age of 18 years can stay for free if using existing beds when occupying the parent or guardian's room

Rollaway/extra beds are available for USD 15.00 per night

Free cribs are available on request at the property

Property payment types

Important information

Optional extras

  • 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

The above list may not be comprehensive. Fees and deposits may 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
Safety features at this property include a fire extinguisher

We should mention

The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Frequently asked questions

Does DoubleTree by Hilton Deadwood at Cadillac Jack's have a pool?

Yes, this property has an indoor pool.

Is DoubleTree by Hilton Deadwood at Cadillac Jack's pet-friendly?

Yes, DoubleTree by Hilton Deadwood at Cadillac Jack's allows pets with a maximum weight of up to 75 lbs per pet. There's a fee of USD 50 per accommodation, per night. Service animals are exempt from fees.

How much is parking?

Self parking is available for USD 14.95 per day. Valet parking is available for USD 14.95 per day.

What time is check-in at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Check-in start time: 4:00 PM; Check-in end time: anytime.

What time is check-out at DoubleTree by Hilton Deadwood at Cadillac Jack's?

Check-out is at 11:00 AM.

Where is DoubleTree by Hilton Deadwood at Cadillac Jack's located?

Located in Downtown Deadwood, this hotel is within a 15-minute walk of Days of '76 Museum and Adams Museum. Mount Moriah Cemetery and Broken Boot Gold Mine are also within 2 mi (3 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

9.2

Wonderful

9.6

Cleanliness

8.0

Location

9.2

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 723 out of 1009 reviews
Rating 8 - Good. 189 out of 1009 reviews
Rating 6 - Okay. 60 out of 1009 reviews
Rating 4 - Poor. 22 out of 1009 reviews
Rating 2 - Terrible. 15 out of 1009 reviews

Reviews

Verified review

8/10 Good

Ashley

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was great, rooms were clean and comfortable.
Stayed 2 nights in Sep 2026
Verified review

8/10 Good

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was amazing
Stayed 4 nights in Aug 2026
Verified review

8/10 Good

Patricia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Comfortable beds and pillows. Nice pool and hot tub.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My wife and I stayed for three nights and loved every minute of it. Beautiful property and the food at FLYT restaurant is outstanding.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was very nice and clean.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Angela

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, nice hotel. Staff was helpful and friendly.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Dana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was clean, there’s a great restaurant (FlyT steakhouse),everyone was friendly and helpful and the location was great.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Wissam

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice bright and clean room. The location is excellent. It has a casino and restaurants.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Had a blast !!! Having the casinos there was nice after a day of adventure! Would stay again!! Warm cookies!!!!
Stayed 1 night in Jun 2026
Verified review

8/10 Good

LISA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was clean. The staff was really good was good. There’s a couple places in there to eat breakfast.
Stayed 3 nights in Jul 2026
Verified review

8/10 Good

Carri Ann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was clean, casino along all of the main floor, staff was helpful, no good breakfast options in complex of several hotels was only down side.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great. The room was huge. Staff were nice and it was very convenient. I definitely go back.
Stayed 3 nights in Jul 2026
Verified review

8/10 Good

Mary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very tight machines. Some of the staff were helpful others were rude. Especially the ones in suits. Breakfast and dinner was okay. We like it in Deadwood. We will visit again.
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was wonderful. Most of the staff was so nice.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Alaina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel staff was super friendly and the GM, Chuck, was very accommodating for our needs! Everything was very clean and smelled good. We had a wonderful stay and I can't wait to go back again! I definitely recommend staying here while in Deadwood!
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice casino and nice front end person but needed more customer service on the check in counter. Only one person and the line was long to get your room took about 15 minutes to get the room. He was doing as good as possible with the long line.
Stayed 1 night in Aug 2026
Verified review

10/10 Excellent

Ann

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms were outstanding. The staff was friendly and helpful. Wish I could have stayed longer
Stayed 2 nights in May 2026
Verified review

8/10 Good

Michele

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great rooms and hotel. Perfect location. Only downside was we unfortunately got food poisoning from the casino coffee.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Larry

Liked: Cleanliness, amenities, property conditions & facilities
The room was beautiful, clean and so comfortable! Fantastic place!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Daniel

Liked: Cleanliness, amenities, property conditions & facilities
Great area and great staff.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Mike

Liked: Cleanliness, amenities, property conditions & facilities
Staff was very accommodating during my stay. Everyone I interacted with was very kind and friendly.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a very nice room. Plenty of slots to play. I was there in the middle of the week so it wasnt too busy.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Nancy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very clean. I like the way they check on you by texting. All my questions were answered in a timely manner.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Roger

Liked: Cleanliness, staff & service, property conditions & facilities
Great place to stay. Flyt restaurant was excellent too!
Stayed 1 night in May 2025
Verified review

8/10 Good

Mark

Liked: Cleanliness, amenities, property conditions & facilities
The staff was so helpful and friendly. They went out of their way to help us at check in and other needs during our stay.
Stayed 2 nights in Jan 2026