Title: Highlands Vacation Packages 2026 from $489 | Expedia.com

[Hotels in Highlands](https://expedia.com/Highlands-Hudson-Hotels.0-n553248635976481900-0.Travel-Guide-Filter-Hotels)[Flights to Hudson](https://expedia.com/Cheap-Flights-To-Hudson.d177663.Travel-Guide-Flights)[Car Rentals in Highlands](https://expedia.com/Car-Rentals-In-Highlands.d553248635976481900.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976481900/e44efdec-c9bd-415b-8d9b-ffa97570eaaf.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Highlands Vacations from $489

## Book a Hotel + Flight or Car together to unlock savings

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## The Latest Highlands Vacation Packages

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

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kompose Boutique Hotel

Save 100% on your flight

$489

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (5,056 reviews)

We had a great stay at Kompose Boutique Hotel in Sarasota. Everything was clean, modern and very well organized. The staff was friendly and helpful during our entire stay. The breakfast was very good and nicely prepared every morning. It was a great way to start the day before going out. The location is also very convenient – it’s a short drive to the beaches and many restaurants nearby. Overall we were very happy with our stay and would definitely come back again. Thank you for the great hospitality!

Reviewed on Mar 10, 2026

![voco Sarasota by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/6f2696b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$539

per person

Apr 15 - Apr 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,004 reviews)

Very friendly staff and clean rooms

Reviewed on Mar 9, 2026

![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3763f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

Save 100% on your flight

$552

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (530 reviews)

Staff were really friendly from front desk to bartenders to valet. Food was excellent and pool was nice with a fun vibe. Parts of hotel are dated and parts are newly renovated. It’s in a great location. I would return.

Reviewed on Mar 9, 2026

![Arvilla](https://images.trvl-media.com/lodging/115000000/114820000/114812300/114812262/f3abbb67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Arvilla

Sunshine Beach

Save 100% on your flight

$657

per person

May 16 - May 23

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

7.6/10 Good! (41 reviews)

Beautiful old school Florida motel. Recently renovated. Easy check in and out.

Reviewed on Mar 7, 2026

![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/923a3c65_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### RumFish Beach at TradeWinds

Save 100% on your flight

$1,258

per person

Apr 10 - Apr 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.2/10 Very Good! (1,654 reviews)

Spring break trip…excellent beach and amenities. The staff was really friendly and the room was a great size for 4.

Reviewed on Mar 8, 2026

## Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. [Learn more about Highlands](https://expedia.com/Port-Richey-Highlands.dx553248635976481900)

![Holmes Beach](https://images.trvl-media.com/place/553248635976471280/f18adeec-ced9-4fff-b172-f18e0a34fe37.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Hudson Beach Estates

1 out of top 10 points of interest in this area

4/5(9 area reviews)

 Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Beacon Woods Golf Course. 

[Find hotel + flight trips in Hudson Beach Estates](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Hudson%20Beach%20Estates&DestID=553248635976471280&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Boats2](https://images.trvl-media.com/place/553248635976480562/10ff41f8-d5b6-4a32-a57b-3dc1584047bc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sea Ranch

 While Sea Ranch isn't home to many top sights, Hudson Beach and Beacon Woods Golf Course are some notable places to visit nearby. 

[Find hotel + flight trips in Sea Ranch](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sea%20Ranch&DestID=553248635976480562&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Pirate ship at St Andrews State Park](https://images.trvl-media.com/place/553248635976481436/9268ec32-a2bc-43c6-b9f7-858ff8d266f5.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Gulf Shores

 Gulf Shores might not have many top sights, but Hudson Beach and Beacon Woods Golf Course are two attractions nearby that you can check out. 

[Find hotel + flight trips in Gulf Shores](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Gulf%20Shores&DestID=553248635976481436&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Dusk sunset above Gulf of Mexico ocean in Hudson Florida with orange sky](https://images.trvl-media.com/place/553248635976481017/6c2f5cf4-ade0-4535-b6b8-e7bed75b0eb6.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Gulf Coast Acres

2 out of top 10 points of interest in this area

 While visiting Gulf Coast Acres, you might make a stop by sights like Colorama Music and Show Palace Dinner Theater. 

[Find hotel + flight trips in Gulf Coast Acres](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Gulf%20Coast%20Acres&DestID=553248635976481017&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Signal Cove

 When in Signal Cove, you can plan a visit to Hudson Beach and Beacon Woods Golf Course, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Signal Cove](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Signal%20Cove&DestID=553248635976472041&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Highlands Hotel Deals

![Motel 6 Spring Hill, FL - Weeki Wachee](https://images.trvl-media.com/lodging/1000000/30000/22500/22426/b1bcd6ce_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL

Fully refundableReserve now, pay when you stay

$70 nightly

$78 total

Apr 1 - Apr 2

Total with taxes and fees

7.4/10 Good! (1,430 reviews)

The room had bubbled ceiling paint, the air conditioner was exremely loud and rickity, the bed was not comfortable, there were people all over sitting outside at all hours smoking pot and other drugs, the door latches seemed unsafe, there were 2 bugs crawling on the sink in the bathroom area, tub/shower ...

Reviewed on Mar 9, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=22426&PinnedHotelID=22426&HadPinnedHotel=true&regionId=553248635976481900)

![Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping](https://images.trvl-media.com/lodging/100000000/99030000/99029500/99029488/0af077ac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

 Spring Hill FL

10/10 Exceptional! (311 reviews)

Host was very helpful and accommodating for our stay at the mermaid house, house was clean, welcoming and very well situated on the river to do a lot of manatee and boater watching, beds were very comfortable. All in all this was a great stay for us trqveling from seattle to weeki wachee.

Reviewed on Feb 24, 2026

[Get rates](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%2F2026&selected=99029488&PinnedHotelID=99029488&HadPinnedHotel=true&regionId=553248635976481900)

[](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%2F2026&selected=99029488&PinnedHotelID=99029488&HadPinnedHotel=true&regionId=553248635976481900)

![Quality Inn & Suites Tarpon Springs South](https://images.trvl-media.com/lodging/1000000/10000/2900/2801/d89cb1d3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Quality Inn & Suites Tarpon Springs South

38724 US Highway 19 North Tarpon Springs FL

Fully refundableReserve now, pay when you stay

$94 nightly

$106 total

Apr 5 - Apr 6

Total with taxes and fees

8/10 Very Good! (1,046 reviews)

Everything was great. Breakfast was simple but very well done. Thanks!

Reviewed on Mar 6, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=2801&PinnedHotelID=2801&HadPinnedHotel=true&regionId=553248635976481900)

[See all 1,715 properties in Highlands](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F11%2F2026&endDate=3%2F12%2F2026&regionId=553248635976481900)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Highlands

![Florida’s gulf coast has some of the most beautiful sunsets. This picture was taken at Hudson Beach, luckily the weather has been beautiful all weekend and we were able to enjoy blue skies these weekend. #floridasunset #hudsonbeach #gulfofmexico #floridalifestyle #beachbum](https://images.trvl-media.com/place/177663/f0d9565a-be5a-4113-9f8b-bd4d85345637.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hudson Beach

4/5(32 reviews)

Why not spend a carefree afternoon at Hudson Beach during your travels in Hudson? Amble around the area's parks or visit its shops. 

[](https://expedia.com/Hudson-Beach-Hudson-Beach-Estates.d553248621565061336.Vacation-Attraction)

#### Beacon Woods Golf Course

Enjoy a round of golf in Hudson at Beacon Woods Golf Course. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants. 

[](https://expedia.com/Beacon-Woods-Golf-Course-Bayonet-Point.d553248621561885264.Vacation-Attraction)

#### Show Palace Dinner Theater

You can enjoy a show at Show Palace Dinner Theater during your stay in Hudson. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants. 

[](https://expedia.com/Show-Palace-Dinner-Theater-Gulf-Coast-Acres.d553248621532653842.Vacation-Attraction)

### Things to do

![Clear Kayak Tours in Weeki Wachee](https://mediaim.expedia.com/localexpert/3655017/1c969f3b-efd0-4204-b9b1-c5200e9b224d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Clear Kayak Tours in Weeki Wachee

$79

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/clear-kayak-tours-in-weeki-wachee.a3655017.activity-details)

![Audio Guide to New Port Richey's History and Quirky People](https://mediaim.expedia.com/localexpert/49362992/b1a9e4dd-8b72-460f-8948-c37e422c3132.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Audio Guide to New Port Richey's History and Quirky People

$7

per adult

[](https://expedia.com/things-to-do/audio-guide-to-new-port-richeys-history-and-quirky-people.a49362992.activity-details)

[See all activities in Hudson](https://expedia.com/things-to-do/search?rid=553248635976481900)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.