Cheap Vacations in Lakeland - Winter Haven

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Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Price was $807, price is now $596 per person
$596
per person
May 5 - May 8
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,280, price is now $800 per person
$800
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,002, price is now $648 per person
$648
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,225, price is now $858 per person
$858
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,241, price is now $873 per person
$873
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,115, price is now $785 per person
$785
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $2,060, price is now $1,464 per person
$1,464
per person
May 2 - May 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,229, price is now $905 per person
$905
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $866, price is now $642 per person
$642
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,089, price is now $813 per person
$813
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

3-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
Price was $375, price is now $302 per person
$302
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $613, price is now $442 per person
$442
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was $1,174, price is now $862 per person
$862
per person
Apr 13 - Apr 16
found 24 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Price was $807, price is now $596 per person
$596
per person
May 5 - May 8
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,619, price is now $1,212 per person
$1,212
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $916, price is now $719 per person
$719
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $501, price is now $396 per person
$396
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Save 100% on your flight
Price was $4,078, price is now $3,222 per person
$3,222
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Price was $621, price is now $494 per person
$494
per person
Apr 30 - May 3
found 6 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $475, price is now $380 per person
$380
per person
Apr 13 - Apr 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
Price was $852, price is now $687 per person
$687
per person
Apr 23 - Apr 26
found 12 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Price was $606, price is now $489 per person
$489
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

4-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Save 100% on your flight
Price was $572, price is now $414 per person
$414
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,280, price is now $800 per person
$800
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,002, price is now $648 per person
$648
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $851, price is now $564 per person
$564
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,225, price is now $858 per person
$858
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,241, price is now $873 per person
$873
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,115, price is now $785 per person
$785
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,763, price is now $1,297 per person
$1,297
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $866, price is now $642 per person
$642
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Price was $612, price is now $454 per person
$454
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,089, price is now $813 per person
$813
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $922, price is now $690 per person
$690
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

5-night Lakeland - Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $716, price is now $408 per person
$408
per person
Apr 18 - Apr 23
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,289, price is now $837 per person
$837
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,430, price is now $934 per person
$934
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $966, price is now $641 per person
$641
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,412, price is now $957 per person
$957
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $876, price is now $595 per person
$595
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,346, price is now $917 per person
$917
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,950, price is now $1,354 per person
$1,354
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $852, price is now $620 per person
$620
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
Save 100% on your flight
Price was $1,355, price is now $1,016 per person
$1,016
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was $1,011, price is now $765 per person
$765
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Price was $589, price is now $449 per person
$449
per person
Apr 13 - Apr 18
found 1 day ago
Roundtrip 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.
Tropical Palms Hotel

Tropical Palms Hotel

2.5 out of 5
Price was $608, price is now $445 per person
$445
per person
Apr 15 - Apr 21
found 13 hours ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,451, price is now $884 per person
$884
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $1,655, price is now $1,061 per person
$1,061
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,136, price is now $738 per person
$738
per person
Apr 24 - Apr 30
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,268, price is now $829 per person
$829
per person
May 3 - May 9
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,000, price is now $664 per person
$664
per person
May 3 - May 9
found 1 day ago
Roundtrip flight included
Kansas City (MCI) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,041, price is now $708 per person
$708
per person
Apr 24 - Apr 30
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
La Tortuga Historic Downtown Pass A Grille

La Tortuga Historic Downtown Pass A Grille

4 out of 5
Save 100% on your flight
Price was $1,832, price is now $1,297 per person
$1,297
per person
Apr 15 - Apr 21
found 16 hours ago
Roundtrip flight included
New York (NYC) 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 $1,153, price is now $816 per person
$816
per person
Apr 24 - Apr 30
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,775, price is now $1,291 per person
$1,291
per person
Apr 17 - Apr 24
found 24 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Price was $1,131, price is now $828 per person
$828
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $1,046, price is now $766 per person
$766
per person
Apr 24 - Apr 30
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Wed, Apr 15 - Tue, Apr 21
SJU
San Juan
MCO
Orlando
$175 Roundtrip, found 5 hours ago
$175
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, Apr 15 from San Juan to Orlando, returning Tue, Apr 21, priced at $175 found 5 hours ago
Thu, Apr 9 - Sun, Apr 12
SJU
San Juan
TPA
Tampa
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Apr 9 from San Juan to Tampa, returning Sun, Apr 12, priced at $179 found 4 days ago
Sun, May 10 - Fri, May 15
SEA
Seattle
TPA
Tampa
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Seattle to Tampa, returning Fri, May 15, priced at $200 found 3 days 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
$229 nightly
The price is $257 total per night
$257 total
Apr 12 - Apr 13
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.
Pool
Hot Tub
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
$181 nightly
The price is $204 total per night
$204 total
Apr 12 - Apr 13
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 ChampionsGate Golf Club.
Pool
Hot Tub
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
32.79 mi from city center
$129 nightly
The price is $146 total per night
$146 total
Apr 12 - Apr 13
Total with taxes and fees
When you stay at Westgate Town Center Resort in Kissimmee, you'll be on a lake, a 5-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort.
Pool
Hot Tub
Don't see what you're looking for?
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.