An aerial view of a town with a mix of historic and modern buildings, a central church, and surrounding green spaces.

Weekend getaways in Woodstock

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Dates

November 2026

December 2026

Upfront pricing
Our total price for your stay includes taxes and fees
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Check prices for these dates

Oct 30

Nov 6

Nov 13

Nov 20

Featured weekend hotel deals in Woodstock

A modern hotel room with a large mirror, a bathtub, a flat-screen TV, a sofa, and a large window.

AmericInn by Wyndham Woodstock IL

Woodstock

$116 nightly

Oct 30 - Nov 1

Total with taxes and fees

Check out pet-friendly hotels in Woodstock

A motel with a 'VACANCY' sign, a number '930' on the door, and a chimney.

Bob's Woodstock Motel

Woodstock

$70 nightly

Oct 25 - Oct 26

Total with taxes and fees

AmericInn by Wyndham Woodstock IL

Woodstock

$90 nightly

Oct 25 - Oct 26

Total with taxes and fees

A red house with a porch, a wooden staircase, and a flag.

Lovely 1-bedroom apartment with AC in charming Woodstock

Woodstock

$170 nightly

Oct 25 - Oct 26

Total with taxes and fees

Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

Woodstock

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Top Woodstock Hotel Reviews

AmericInn by Wyndham Woodstock IL

Woodstock

10/10 Excellent

Anonymous traveler

A modern living room with a staircase, a sofa, a coffee table, and a fireplace.

Country Inn & Suites by Radisson, Crystal Lake, IL

Crystal Lake

10/10 Excellent

Megan

An outdoor patio with a fire pit, two chairs, a table, and a striped umbrella.

HARMONY INN

Huntley

10/10 Excellent

I felt comfortable, safe and well taken care of at the Harmony Inn. Stepping out of my room into the kitchen and on through the doors to the patio was a pleasure (fixing a cup of tea and grabbing a homemade muffin - all included - as I headed to the outdoor seating area, complete with gas heater). Then I attempted to do a little painting of the flowers. There were other snacks including fruit and yogurt😁. Dave, our gracious host, showed me how to feed the ducks and geese which also live on...

Nikki

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a herringbone patterned floor.

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Crystal Lake

10/10 Excellent

Laura

A buffet with various food items, including omelets and other dishes, served in metal trays.

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Algonquin

10/10 Excellent

Anonymous traveler

A waterfront hotel with a dock leading to a building featuring multiple balconies and a restaurant named "Gino's East Pizzeria".

Harbor Shores on Lake Geneva

Lake Geneva

10/10 Excellent

Michelle

A porch with a rocking chair and a table, surrounded by evergreen trees.

Seven Oaks Bed & Breakfast

Lake Geneva

10/10 Excellent

Kathy

The Abbey Resort with a large, triangular building and a steeple, surrounded by well-maintained landscaping and a clear sky.

Abbey Resort and Avani Spa

Fontana

10/10 Excellent

Bennett

A hotel entrance with a brick facade and a sign reading "Waterfront Hotel & Marina".

Waterfront Hotel and Marina

McHenry

10/10 Excellent

Id rather keep it a secret but we loved this hotel. Updated, clean and the river view is great. Has a fun restaurant/bar downstairs that is right on the river and a great hang out. My only issue was we couldn't really use the balcony cause of spiders and my crazy fear of them but I think it comes with the territory of being on the water. Yes, they keep the lobby door open but this has 0 effect on my stay !

Emily