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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

DoubleTree by Hilton Deadwood at Cadillac Jack's is in historic Deadwood's center, offering four American cuisine restaurants. Guests can unwind in the spa tub or indoor pool. The helpful staff provides dry cleaning and laundry services at this upscale hotel for a memorable stay.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Room service
  • Bar
  • Pet friendly

Room options

Available filters for rooms
Showing 9 of 9 rooms

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)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
  • 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)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
  • 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)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Hypo-allergenic bedding
  • 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
(67 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Hypo-allergenic bedding
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Hypo-allergenic bedding
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Hypo-allergenic bedding
  • 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)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Connecting rooms available
Free cribs/infant beds
Refrigerator
HDTV
Hypo-allergenic bedding
  • 300 sq ft
  • Sleeps 4
  • 1 King Bed

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About the neighborhood

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

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

About this property

DoubleTree by Hilton Deadwood at Cadillac Jack's

Upscale hotel near Black Hills National Forest
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. For those looking to try their luck, this hotel boasts 250 slot machines, a sportsbook, and 20 casino gaming tables. For some rest and relaxation, visit the hot tub. At the 4 on-site restaurants, enjoy breakfast, lunch, dinner, kids' meals, and American cuisine. Free in-room WiFi is available to all guests, along with dry cleaning/laundry services and 2 bars.
Other perks at this hotel include:
  • An indoor pool along with sun loungers
  • Cooked-to-order breakfast (surcharge), valet parking (surcharge), and an area shuttle
  • An electric car charging station, access to a nearby indoor pool, and express check-out
  • Express check-in, 3 meeting rooms, and a reception hall
  • Guest reviews say great things about the helpful staff and location
Room features
All 107 individually furnished rooms feature comforts such as premium bedding and laptop-compatible safes, as well as perks like laptop-friendly workspaces and air conditioning. Guest reviews speak positively of the clean rooms at the property.
Extra amenities include:
  • Hypo-allergenic bedding, pillowtop mattresses, and down comforters
  • Bathrooms with showers and free toiletries
  • 55-inch HDTVs with Netflix and premium channels
  • Wardrobes/closets, refrigerators, and microwaves

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Nov 30 - Dec 1
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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
  • 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

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

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)

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

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

Yes, this property has an indoor pool.

How much does it cost to stay at DoubleTree by Hilton Deadwood at Cadillac Jack's?

As of Nov 24, 2025, prices found for a 1-night stay for 2 adults at DoubleTree by Hilton Deadwood at Cadillac Jack's on Dec 7, 2025 start from $59.04, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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).

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Reviews

DoubleTree by Hilton Deadwood at Cadillac Jack's Reviews

9.2

Wonderful

9.4

Cleanliness

8.0

Location

9.2

Staff & service

9.2

Eco-friendliness

9.4

Property conditions & facilities
Rating 10 - Excellent. 720 out of 1011 reviews
Rating 8 - Good. 190 out of 1011 reviews
Rating 6 - Okay. 63 out of 1011 reviews
Rating 4 - Poor. 24 out of 1011 reviews
Rating 2 - Terrible. 14 out of 1011 reviews

Reviews

10/10 Excellent

Jeremiah

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

10/10 Excellent

Daniel

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

10/10 Excellent

Amber

Friendly and helpful staff
Stayed 2 nights in Oct 2025

10/10 Excellent

Josephine

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

10/10 Excellent

Tina

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was so nice
Stayed 2 nights in Oct 2025

10/10 Excellent

Tim

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place
Stayed 1 night in Sep 2025

10/10 Excellent

Michael

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

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

2/10 Terrible

Jason

Liked: Cleanliness, property conditions & facilities
Not what was expected. The only nice staff we experienced was the bartender near the roulette on Sunday morning. He needs a raise.
Stayed 3 nights in Nov 2025

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely hotel, shame about the repairs that were happening outside the hotel. We realised that it was necessary so wouldn’t mark down the hotel for this
Stayed 2 nights in Oct 2025

10/10 Excellent

Andrew

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

Great spot in Deadwood

Great location, very clean, this is one of deadwood’s finest hotels.
Stayed 1 night in Aug 2025

10/10 Excellent

Trevor

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

10/10 Excellent

Alexis

Liked: Cleanliness, staff & service, property conditions & facilities
Absolutely beautiful view and great walking distance from downtown. Would stay there again.
Stayed 2 nights in Jul 2025

10/10 Excellent

Carrie

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

Kaila

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was great! Bed was comfy and overall the entire experience was great!
Stayed 1 night in Aug 2025

6/10 Okay

Mary

Liked: Cleanliness, amenities, property conditions & facilities
Hotel and room were satisfactory. However, pet owners beware! A $50 fee per night per pet. Also, the wifi did not work.
Stayed 1 night in Sep 2025

10/10 Excellent

Dallas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Would highly recommend staying here. Great spot for home base. Lots to see and do at deadwood. And amazing adventures with in short driving distance. Can't wait to go back.
Stayed 2 nights in Aug 2025

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Parking is awkward and tight, but overall a great place to stay.
Stayed 2 nights in Jul 2025

10/10 Excellent

Bruce

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

Great hotel and restaurants at Cadillac Jack's

Our hotel room was very nice and the food options are great here. We had all our meals {late lunch, evening appetizers and drinks at the bar, and breakfast) at the FLYT Steakhouse and nothing disappointed.
Stayed 1 night in Jul 2025

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved our stay. Would definitely come back.
Stayed 1 night in Jul 2025

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

10/10 Excellent

Pamela

Liked: Cleanliness, amenities, property conditions & facilities
Excellent service! Beautiful place to stay
Stayed 2 nights in Jul 2025

4/10 Poor

Joel

Disliked: Staff & service, amenities, property conditions & facilities
Wasn't ready for check-in until almost 10 pm
Stayed 1 night in Oct 2025

10/10 Excellent

Carla

Liked: Cleanliness, property conditions & facilities
Comfortable, helpful friendly staff.
Stayed 2 nights in Jul 2025

10/10 Excellent

Karen

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