Cheap Vacations in Lakeland - Winter Haven

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3-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Royal North Beach All Suites

Royal North Beach All Suites

3 out of 5
Save 100% on your flight
Price was $312, price is now $198 per person
$198
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,070, price is now $677 per person
$677
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Hemingway

The Hemingway

4 out of 5
Save 100% on your flight
Price was $489, price is now $311 per person
$311
per person
Oct 9 - Oct 12
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $539, price is now $351 per person
$351
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $474, price is now $314 per person
$314
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $410, price is now $276 per person
$276
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
Price was $488, price is now $331 per person
$331
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

2.5 out of 5
Save 100% on your flight
Price was $471, price is now $320 per person
$320
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $423, price is now $288 per person
$288
per person
Oct 9 - Oct 12
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $370, price is now $254 per person
$254
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
Save 100% on your flight
Price was $402, price is now $281 per person
$281
per person
Sep 30 - Oct 3
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $657, price is now $461 per person
$461
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

4-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Save 100% on your flight
Price was $279, price is now $187 per person
$187
per person
Sep 22 - Sep 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,336, price is now $612 per person
$612
per person
Sep 22 - Sep 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $937, price is now $589 per person
$589
per person
Oct 15 - Oct 19
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $458, price is now $291 per person
$291
per person
Sep 24 - Sep 28
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $413, price is now $267 per person
$267
per person
Sep 24 - Sep 28
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $649, price is now $428 per person
$428
per person
Sep 24 - Sep 28
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Lido Islander Inn

Lido Islander Inn

3 out of 5
Save 100% on your flight
Price was $542, price is now $358 per person
$358
per person
Sep 22 - Sep 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $656, price is now $435 per person
$435
per person
Sep 22 - Sep 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
Price was $460, price is now $308 per person
$308
per person
Sep 24 - Sep 28
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Save 100% on your flight
Price was $319, price is now $217 per person
$217
per person
Oct 15 - Oct 19
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Calini Beach Club by Coolvacay

Calini Beach Club by Coolvacay

3 out of 5
Save 100% on your flight
Price was $908, price is now $625 per person
$625
per person
Sep 22 - Sep 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $315, price is now $217 per person
$217
per person
Sep 22 - Sep 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
Save 100% on your flight
Price was $424, price is now $280 per person
$280
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,802, price is now $918 per person
$918
per person
Sep 23 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,157, price is now $718 per person
$718
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $867, price is now $549 per person
$549
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Save 100% on your flight
Price was $443, price is now $291 per person
$291
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Royal North Beach All Suites

Royal North Beach All Suites

3 out of 5
Save 100% on your flight
Price was $424, price is now $286 per person
$286
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,265, price is now $852 per person
$852
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $910, price is now $620 per person
$620
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $661, price is now $455 per person
$455
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,503, price is now $1,054 per person
$1,054
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Price was $792, price is now $557 per person
$557
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $858, price is now $603 per person
$603
per person
Sep 23 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

6-7 night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $646, price is now $426 per person
$426
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,074, price is now $661 per person
$661
per person
Sep 22 - Sep 28
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,086, price is now $681 per person
$681
per person
Sep 22 - Sep 28
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $969, price is now $620 per person
$620
per person
Sep 22 - Sep 28
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $716, price is now $462 per person
$462
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,374, price is now $894 per person
$894
per person
Sep 22 - Sep 28
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,715, price is now $1,144 per person
$1,144
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $1,130, price is now $776 per person
$776
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Residence Inn By Marriott Tampa Downtown

Residence Inn By Marriott Tampa Downtown

3 out of 5
Save 100% on your flight
Price was $715, price is now $504 per person
$504
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Hemingway

The Hemingway

4 out of 5
Save 100% on your flight
Price was $626, price is now $442 per person
$442
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
Save 100% on your flight
Price was $1,205, price is now $854 per person
$854
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $669, price is now $476 per person
$476
per person
Sep 22 - Sep 28
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Flight deals to Lakeland - Winter Haven

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Sep 18 - Tue, Sep 22
SJU
San Juan
MCO
Orlando
$120 Roundtrip, found 7 hours ago
$120
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Sep 18 from San Juan to Orlando, returning Tue, Sep 22, priced at $120 found 7 hours ago
Wed, Aug 26 - Wed, Sep 9
SJU
San Juan
TPA
Tampa
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 26 from San Juan to Tampa, returning Wed, Sep 9, priced at $141 found 1 day ago
Fri, Sep 25 - Mon, Sep 28
SJU
San Juan
LAL
Lakeland
$227 Roundtrip, found 6 hours ago
$227
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Sep 25 from San Juan to Lakeland, returning Mon, Sep 28, priced at $227 found 6 hours ago

Top rated hotels for your Lakeland - Winter Haven vacation

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Free Cancellation
Reserve now, pay when you stay
34.59 mi from city center
$218 nightly
The price is $245 total per night
$245 total
Aug 23 - Aug 24
Total with taxes and fees
Located in Four Corners, The Grove Resort & Water Park Orlando is on a lake, a 1-minute drive from Surfari Water Park and 11 minutes from Orange County National Golf Club.
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
33.51 mi from city center
$187 nightly
The price is $212 total per night
$212 total
Aug 30 - Aug 31
Total with taxes and fees
Located in Kissimmee, Margaritaville Resort Orlando with H2O Waterpark is a 1-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® Resort.
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
34.22 mi from city center
$155 nightly
The price is $174 total per night
$174 total
Aug 24 - Aug 25
Total with taxes and fees
Located in Kissimmee (Orange Lake), Holiday Inn Club Vacations at Orange Lake Resort by IHG is within a 15-minute drive of Old Town and Disney's Animal Kingdom® Theme Park.
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See all available properties in Lakeland - Winter Haven
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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.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.