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DoubleTree by Hilton Deadwood at Cadillac Jack's

4.0 star property

Choose dates to view prices

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

Front of property
A Cadillac Club reception area with a modern design, featuring a textured wall and two reception desks.
A modern hotel lobby with a curved seating area, a bar, and a roulette table.
Nightclub
A modern bar area with a counter, seating, and a visible Starbucks sign.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free Wi-Fi
  • Air-conditioning

Explore the area

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

Room options

Room

  • Sleeps 4
  • Free Wi-Fi

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 Wi-Fi

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

10.0 out of 10
Exceptional
(11 reviews)
  • 37 sq m
  • Sleeps 4
  • 1 King Bed
  • Free Wi-Fi

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 Wi-Fi

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
(77 reviews)
  • 28 sq m
  • Sleeps 4
  • 1 King Bed
  • Free Wi-Fi

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
(81 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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 Wi-Fi

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)

8.6 out of 10
Excellent
(7 reviews)
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds
  • Free Wi-Fi

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 Wi-Fi

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 Wi-Fi

Room

  • Sleeps 4
  • Free Wi-Fi

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 Wi-Fi

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About this property

DoubleTree by Hilton Deadwood at Cadillac Jack's

4 restaurants, a casino and an indoor pool are available at this hotel. WiFi in public areas is free. Other amenities include 2 bars/lounges, a 24-hour fitness centre and a snack bar/deli. Housekeeping is available on request.
DoubleTree by Hilton Deadwood at Cadillac Jack's offers 107 accommodations with laptop-compatible safes and a safe. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. 55-inch LED televisions come with premium cable channels and Netflix. Guests can make use of the in-room fridges, microwaves and coffee/tea makers. Bathrooms include a shower, complimentary toiletries and hairdryers.

This Deadwood hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as telephones; free local calls are provided (restrictions may apply). Additionally, rooms include an iron/ironing board and blackout curtains. Hypo-allergenic bedding and change of bedsheets can be requested. Housekeeping is provided on a daily basis.

An indoor pool and a hot tub are on site. Other recreational amenities include a 24-hour fitness centre.

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

Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Deadwood at Cadillac Jack's. During your stay, you'll be connected to the convention centre and just a quick walk from Main Street. Enjoy features like free WiFi in public areas, plus 4 restaurants and 2 bars.
  • Free WiFi
  • Enjoy American cuisine at FLYT Steakhouse, one of the property's 4 restaurants and 2 bars/lounges
  • Cooked-to-order breakfast served daily for a fee
  • Valet parking and self-parking available for a fee
  • Take a swim in the indoor pool or soak in the hot tub
  • Services include dry cleaning/laundry, a concierge and a porter
  • On-site recreation includes a 24-hour gym
  • Guests have great things to say about the location and the helpful staff
  • Within a 15-minute walk of Days of '76 Museum and Adams Museum
  • Local-area shuttle service available for a fee
  • Pets welcome for a fee (restrictions apply)
DoubleTree by Hilton Deadwood at Cadillac Jack's offers its guests an indoor pool, a hot tub, and a 24-hour fitness centre. There are 4 restaurants on site, as well as a coffee shop/cafΘ and a nearby snack bar/deli. You can unwind with a drink at one of the 2 bars/lounges. A computer station is on site and WiFi is free in public spaces.

Business amenities include a 24-hour business centre and 3 meeting rooms. A casino, a terrace, and gift shops/newsstands are also featured at the business-friendly DoubleTree by Hilton Deadwood at Cadillac Jack's. You'll have access to the indoor pool at a partner property. For a fee, parking is available.

Smoking is allowed in designated areas at this 4-star Deadwood hotel.

For a fee, guests can enjoy a cooked-to-order breakfast daily from 8:00 AM to 11 AM.
FLYT Steakhouse – This restaurant specialises in American cuisine and serves breakfast, lunch and dinner. Guests can enjoy drinks at the bar. A children's menu is available. Open daily.
Earl of Sandwich – This delicatessen specialises in American cuisine and serves lunch and dinner. A children's menu is available. Open daily.
Marco's Pizza – This restaurant specialises in pizza and serves lunch and dinner. Open daily.
Made Market – This coffee shop specialises in American cuisine and serves breakfast, lunch and light fare. Open daily.
Room service (during limited hours) is available.

Property amenities

Internet

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

Parking and transport

  • Electric car charging station on site
  • Area shuttle (surcharge)
  • Secured, covered parking on site (USD 14.95 per day)
  • Valet parking on site (USD 14.95 per day; includes in/out privileges)
  • Limited on-site 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 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 foot of space)
  • Hot tub
  • Indoor pool
  • Indoor pool (guest access)
  • Sportsbook
  • TV in common areas

Family friendly

  • In-room cot
  • 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 centre
  • 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
  • Handrails in stairways
  • High-pile carpet in room
  • Lever door handles
  • Lift
  • 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 centre
  • Wheelchair-accessible gym
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible pool
  • Wheelchair-accessible public bathroom
  • 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 cot
  • 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 and check-out are available
Express check-in available
Minimum check-in age - 18

Check-out

Check-out before 11:00 AM
Contactless check-out
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: USD 50 per accommodation, per night (maximum USD 50 per stay)
  • Weight limit: 75 lb per pet
  • Certain rooms only
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children 18 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are available for USD 15.00 per night.
  • Free cots (infant beds)!

Payment types at the property

Important information

Optional extras

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

  • 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 USD50 per stay)
  • Service animals are exempt from fees
  • Rollaway bed fee: USD 15.00 per night

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

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.

We should mention

  • Children aged 18 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in specific rooms only, which can be requested by contacting the property directly at the number on your booking confirmation (please see the Fees section for related charges).
  • 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

DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 722 out of 1003 reviews
Rating 8 - Good. 183 out of 1003 reviews
Rating 6 - Okay. 61 out of 1003 reviews
Rating 4 - Poor. 22 out of 1003 reviews
Rating 2 - Terrible. 15 out of 1003 reviews

9.6/10

Cleanliness

9.2/10

Staff & service

9.2/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Audrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Stacy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Would def stay again.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Sadie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love this hotel and casino!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Ross

Very clean, we enjoyed our stay
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Taylor

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The casino was so nice and so were the rooms. Highly recommend.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Adrienne

Liked: Cleanliness, property conditions & facilities
Great stay with kiddos , room was wonderful
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Polli

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was spotless, bed was comfortable, and the staff were very friendly and helpful.
Stayed 1 night in Feb 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

Jeremiah

We had a great stay!
Stayed 1 night in Nov 2025
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

8/10 Good

Renaye

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Casino was hopping!
Stayed 1 night in Apr 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

Danny

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay was great and the only thing that might have made it better was if the renovation work was already done
Stayed 1 night in Apr 2026
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

Josephine

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

10/10 Excellent

Jean

Liked: Cleanliness, amenities, property conditions & facilities
Everything was great. Enjoyed our stay.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Paul J

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Outstanding
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Loretta

Liked: Cleanliness, amenities, property conditions & facilities
The room was comfortable and clean. The staff were so kind, courteous, and helpful.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Tara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great
Stayed 1 night in Apr 2026
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
Verified review

10/10 Excellent

Cathryn

Liked: Cleanliness, staff & service, amenities
Room location
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Brianne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Second time staying and it’s a great place
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Jodi

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, staff was helpful. Rooms were very quiet
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Barbara

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice place to stay.
Stayed 1 night in Jan 2025
Verified review

10/10 Excellent

Guadalupe

Liked: Cleanliness
Yes it was good
Stayed 4 nights in Mar 2026