Castle Keep

Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
per person
30 Oct - 3 Nov
found 8 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Restaurant had good breakfast

Reviewed on 9 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Oct - 3 Nov
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on 11 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
30 Oct - 3 Nov
found 8 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Gorgeous hotel. Hotel staff in all areas were extremely professional and helpful to include front desk, concierge, bar tenders, hostess and cleaning crew.

Reviewed on 10 Aug 2025

Popular places to visit

Kesling Nature Preserve

You can take time to visit Kesling Nature Preserve during your travels to Three Oaks. Wander the marina or discover the area's sunrises.

Kesling Nature Preserve

Four Winds Casino New Buffalo

Why not try your luck with a visit to Four Winds Casino New Buffalo during your travels in New Buffalo? Stroll along the lakeside or visit the casinos in the area.

Four Winds Casino New Buffalo

Hesston Steam Museum

You can spend an afternoon studying the exhibits at Hesston Steam Museum during your trip to La Porte. Visit the area's casinos or amble around its beautiful beaches.

Hesston Steam Museum

Galien River County Park

Explore the great outdoors at Galien River County Park, a lovely green space in New Buffalo. Wander the beautiful beaches and lakeside in the area.

Galien River County Park

Glassman Park

You can take time to visit Glassman Park during your travels to Union Pier. Stroll along this family-friendly area's beaches or simply enjoy its wineries.

Glassman Park

Ghost Isle Brewery

You can take time to visit Ghost Isle Brewery during your travels to New Buffalo. Stroll along the beautiful beaches or visit the casinos in the area.

Ghost Isle Brewery

Top Hotel Deals

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
Four Winds Casino Resort – New Buffalo
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd, New Buffalo, MI
Quality Inn Near Interstate I94
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive, New Buffalo, MI
Baymont by Wyndham New Buffalo
Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo

2.5 out of 5
11400 Holiday Drive, New Buffalo, MI
Fairfield Inn & Suites by Marriott New Buffalo
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

New Buffalo
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 out of 5
11500 Holiday Dr, New Buffalo, MI
Holiday Inn Express & Suites New Buffalo by IHG
Tranquil Wooded Retreat – Walk to Beach & Downtown | Tallgrass Cottage

Tranquil Wooded Retreat – Walk to Beach & Downtown | Tallgrass Cottage

New Buffalo
Tranquil Wooded Retreat – Walk to Beach & Downtown | Tallgrass Cottage
Indoor Pool & Rooftop Deck. Close shops, Restaurants, Breweries & the Casino

Indoor Pool & Rooftop Deck. Close shops, Restaurants, Breweries & the Casino

New Buffalo
Indoor Pool & Rooftop Deck. Close shops, Restaurants, Breweries & the Casino
8+ Bedroom House on 30 Acres with Pool/Kayaking/Woods/Trails/Farm, Near Beach!

8+ Bedroom House on 30 Acres with Pool/Kayaking/Woods/Trails/Farm, Near Beach!

Union Pier
8+ Bedroom House on 30 Acres with Pool/Kayaking/Woods/Trails/Farm, Near Beach!
See all 1,505 properties in Castle Keep
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.