Vacations Close To Theatre Winter Haven

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Theatre Winter Haven Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $766, price is now $537 per person
$537
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Staff is extremely friendly! Very clean and comfy bed!

Reviewed on Oct 6, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,235, price is now $1,286 per person
$1,286
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
So clean and anything at all that we needed the staff was more than willing to do great experience

Reviewed on Oct 4, 2026

4BR Spacious Paradise

4BR Spacious Paradise

3 out of 5
Siesta Key Village
Save 100% on your flight
Price was $1,222, price is now $821 per person
$821
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,021, price is now $704 per person
$704
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,201, price is now $830 per person
$830
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $3,016, price is now $2,095 per person
$2,095
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,099, price is now $778 per person
$778
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
Save 100% on your flight
Price was $918, price is now $650 per person
$650
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Never disappoints. Comfortable beds, very clean, great breakfast.

Reviewed on Oct 6, 2026

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Best Lodging Options Near Theatre Winter Haven

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
0.42 km from Theatre Winter Haven
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
0.68 km from Theatre Winter Haven
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 out of 5
202 Cypress Gardens Blvd Winter Haven FL
0.43 km from Theatre Winter Haven
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
2.53 km from Theatre Winter Haven
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
3.92 km from Theatre Winter Haven
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
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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.