Hotels with Bars in Sheboygan, WI
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Featured Sheboygan Hotels with Bar

Lighthouse Inn
1515 Memorial Dr Two Rivers WI
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $112 total per night
$112 total
Dec 21 - Dec 22
Total with taxes and fees
At Lighthouse Inn, guests enjoy a private beach, an indoor pool, and a gym. You can take advantage of free parking, along with an airport shuttle for a fee. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, a hot tub, and meeting rooms.
On private beach
Pool

The Inn on Maritime Bay, an Ascend Collection Hotel
101 Maritime Dr Manitowoc WI
Free Cancellation
$123 nightly
The price is $139 total per night
$139 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at The Inn on Maritime Bay, an Ascend Collection Hotel enjoy an indoor pool, a sauna, and free WiFi in public areas. If you decide to drive, there's free parking. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Inn of Sheboygan
930 N 8th St Sheboygan WI
At Inn of Sheboygan, guests have access to free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready.
Parking included
Free WiFi

Blue Harbor Resort and Conference Center
725 Blue Harbor Drive Sheboygan WI
$207 nightly
The price is $235 total per night
$235 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Blue Harbor Resort and Conference Center have access to a full-service spa, a free water park, and an indoor pool. There's RV, bus, and truck parking and an area shuttle. The front desk is staffed 24/7 to help with dry cleaning or laundry, and answer any questions about the accommodations. Other amenities at this beach resort include a lazy river, a 24-hour gym, and free WiFi in public areas.
Pool
Hot Tub

Wingate by Wyndham Sheboygan
723 Center Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Wingate by Wyndham Sheboygan enjoy an indoor pool, free WiFi in public areas, and meeting rooms. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and tours/tickets. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Pool
Breakfast included

Fairway Inn & Suites
250 W. Church St. Mishicot WI
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $57 total per night
$57 total
Dec 24 - Dec 25
Total with taxes and fees
At Fairway Inn & Suites, guests enjoy an indoor pool, a gym, and a sauna. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Other amenities at this golf resort include free WiFi in public areas, a hot tub, and an outdoor tennis court.
Pool
Hot Tub

Holiday Inn Manitowoc by IHG
4601 Calumet Ave Manitowoc WI
Free Cancellation
$87 nightly
The price is $99 total per night
$99 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Holiday Inn Manitowoc by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub

Inn On Woodlake
705 Woodlake Rd Kohler WI
Free Cancellation
$229 nightly
The price is $253 total per night
$253 total
Dec 21 - Dec 22
Total with taxes and fees
At Inn On Woodlake, guests have access to a gym, free WiFi in public areas, and meeting rooms. Transportation is made easy with an area shuttle. The front desk is staffed 24 hours a day to help with luggage storage and dry cleaning/laundry. Other amenities at this beach hotel include conference space, a business center, and a computer station.
Breakfast included
Pet friendly

The Osthoff Resort
101 Osthoff Avenue Elkhart Lake WI
$251 nightly
The price is $283 total per night
$283 total
Dec 19 - Dec 20
Total with taxes and fees
At The Osthoff Resort, guests enjoy a full-service spa, an indoor pool, and a gym. Free parking is available if you drive. The front desk is staffed 24/7 to help with dry cleaning/laundry, concierge services, and securing valuables. Other amenities at this beach resort include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Harbor Winds Hotel
905 S 8th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Dec 25 - Dec 26
Total with taxes and fees
Guests of Harbor Winds Hotel enjoy free WiFi in public areas, coffee in a common area, and a TV in a common area. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests.
Breakfast included
Parking included

La Quinta Inn by Wyndham Sheboygan
2932 Kohler Memorial Dr Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $85 total per night
$85 total
Dec 22 - Dec 23
Total with taxes and fees
La Quinta Inn by Wyndham Sheboygan features a gym, free WiFi in public areas, and conference space. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to help with dry cleaning or laundry, and answer any questions about the area. Other amenities at this golf hotel include a business center, express check-out, and laundry facilities.
Breakfast included
Pet friendly

The Rochester Inn, A Historic Hotel
504 Water St Sheboygan Falls WI
$202 nightly
The price is $224 total per night
$224 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Rochester Inn, A Historic Hotel features free WiFi in public areas and a garden. If you drive, put free parking to good use.
Parking included
Free WiFi

AmericInn by Wyndham Manitowoc
5020 Hecker Rd Manitowoc WI
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $107 total per night
$107 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
AmericInn by Wyndham Manitowoc features an indoor pool, a children's pool, and a 24-hour gym. Free parking is included with your stay. The front desk is staffed 24 hours a day to help with tours/tickets and dry cleaning/laundry. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub

Plymouth Suites Hotel
606 E Mill St Plymouth WI
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Dec 22 - Dec 23
Total with taxes and fees
Renovated in 2025, Plymouth Suites Hotel offers free WiFi in public areas, coffee in a common area, and laundry facilities. Onsite parking is offered for a fee. This smoke-free hotel also has barbecue grills.
Free WiFi
Air conditioning

Comfort Inn & Suites Sheboygan I-43
3912 Motel Rd Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $82 total per night
$82 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43 features an indoor pool, a children's pool, and a gym. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub
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.
Sheboygan hotels essential information
Accommodation | 681 hotels |
|---|---|
Lowest Price | $57 |
Highest Price | $283 |
Popular hotels | Lighthouse Inn, The Inn on Maritime Bay, an Ascend Collection Hotel, Inn of Sheboygan, Blue Harbor Resort and Conference Center, Wingate by Wyndham Sheboygan, Fairway Inn & Suites, Holiday Inn Manitowoc by IHG, Inn On Woodlake, The Osthoff Resort, Harbor Winds Hotel, La Quinta Inn by Wyndham Sheboygan, The Rochester Inn, A Historic Hotel, AmericInn by Wyndham Manitowoc, Plymouth Suites Hotel, Comfort Inn & Suites Sheboygan I-43 |
Recent Hotels with Bar Reviews

Watershed Hotel
5/5 Excellent
"Clean rooms very friendly "
A verified traveler stayed at Watershed Hotel
Posted 2 days ago
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