---
title: "Chelsea Vacation Packages 2026 from $394 | Expedia"
description: "Bundle Chelsea flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels :white_check_mark:"
canonical: "https://www.expedia.com/Chelsea.d553248635975866508.Destination-Travel-Guides"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-15T15:48:21Z
---

# Chelsea Vacations from $394

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

- ## Plan, book, travel with confidence
- ### Better together
Save up to $2,000 when you book a flight and hotel together\*
- ### Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ### Rest easy
Plan, book, and manage your trip all in one place

## The Latest Chelsea Vacation Packages

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A spacious lobby with a high ceiling, modern lighting fixtures, and a central staircase.](https://images.trvl-media.com/lodging/1000000/20000/18700/18646/defb1a9d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![An indoor swimming pool area with blue lounge chairs and large windows.](https://images.trvl-media.com/lodging/1000000/20000/18700/18646/882d9397.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 29 - Feb 1**

### [Hyatt Regency Cincinnati + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-29/2027-02-01/?FromAirport=BWI&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18646&dealMarker=&paandie=true&cabinClass=e)
Downtown Cincinnati
3 nights

**9.0/10** \- Wonderful (1,664 reviews)
Roundtrip • Baltimore (BWI) - Cincinnati (CVG)
BWI - CVG • Nonstop CVG - BWI • 1 stop
[~~$477~~](https://www.expedia.com/)

**$394**
per traveler
found 1 day ago
- ![A rustic bar area with a wooden bar counter, stools, and a variety of bottles and glasses.](https://images.trvl-media.com/lodging/12000000/11690000/11688300/11688222/40c412dc.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A cozy room with a wooden wall, a sofa, and a dining table.](https://images.trvl-media.com/lodging/12000000/11690000/11688300/11688222/d1cc1454.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 19 - Dec 23**

### [Pillow and Paddock B&B + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-19/2026-12-23/?FromAirport=HOU&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11688222&dealMarker=&paandie=true&cabinClass=e)
La Grange
4 nights

**10/10** \- Exceptional (52 reviews)
"Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it."
Reviewed December 22, 2025
Roundtrip • Houston (HOU) - Louisville (SDF)
IAH - SDF • Nonstop SDF - IAH • Nonstop
Save 100% on your flight
[~~$1,544~~](https://www.expedia.com/)

**$1,061**
per traveler
found 1 day ago
- ![A rooftop terrace with outdoor seating, overlooking a cityscape with historic buildings and a modern structure.](https://images.trvl-media.com/lodging/16000000/15110000/15108500/15108459/53b2e008.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A bar area with a central bar, multiple stools, and shelves stocked with bottles.](https://images.trvl-media.com/lodging/16000000/15110000/15108500/15108459/f9427a4f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 29 - Feb 1**

### [Hotel Covington Cincinnati Riverfront + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-29/2027-02-01/?FromAirport=BWI&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15108459&dealMarker=&paandie=true&cabinClass=e)
Central Business District
3 nights

**9.6/10** \- Exceptional (1,001 reviews)
Roundtrip • Baltimore (BWI) - Cincinnati (CVG)
BWI - CVG • Nonstop CVG - BWI • 1 stop
[~~$615~~](https://www.expedia.com/)

**$450**
per traveler
found 1 day ago
- ![A bar area with a television screen, bar stools, and a variety of bottles and glasses.](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399685/28577935.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A lobby with a reception desk, a seating area with orange sofas, and a patterned carpet.](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399685/4b9b4b45.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 29 - Feb 1**

### [voco The Clair Cincinnati Downtown by IHG + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-29/2027-02-01/?FromAirport=BWI&Destination=CVG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15399685&dealMarker=&paandie=true&cabinClass=e)
Downtown Cincinnati
3 nights

**9.2/10** \- Wonderful (1,442 reviews)
Roundtrip • Baltimore (BWI) - Cincinnati (CVG)
BWI - CVG • Nonstop CVG - BWI • 1 stop
[~~$578~~](https://www.expedia.com/)

**$449**
per traveler
found 1 day ago
- ![A spacious lobby with a central escalator, seating areas, and modern lighting.](https://images.trvl-media.com/lodging/1000000/330000/327000/326983/86f8b290.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern lobby with a central seating area, an escalator, and a staircase.](https://images.trvl-media.com/lodging/1000000/330000/327000/326983/02c3ac5e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 19 - Dec 23**

### [Hyatt Regency Louisville + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-19/2026-12-23/?FromAirport=HOU&Destination=SDF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=326983&dealMarker=&paandie=true&cabinClass=e)
Downtown Louisville
4 nights

**8.8/10** \- Excellent (1,006 reviews)
"Bed was hard but good stay"
Reviewed November 14, 2026
Roundtrip • Houston (HOU) - Louisville (SDF)
IAH - SDF • Nonstop SDF - IAH • Nonstop
[~~$741~~](https://www.expedia.com/)

**$578**
per traveler
found 1 day ago

## Chelsea Hotel Deals

### [Comfort Inn Madison near Clifty Falls](https://www.expedia.com/Madison-Hotels-Comfort-Inn.h869431.Hotel-Information)

![A Comfort Inn hotel with a gas station attached, featuring a stone facade and multiple windows.](https://images.trvl-media.com/lodging/1000000/870000/869500/869431/d5b848b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 3767 Clifty Dr, Madison, IN, 47250, US
- Location: 7.2 mi from Chelsea
- Star rating: 2.5/5
- Guest rating: 8.8/10 (Excellent, 767 reviews)
- Price: $88 nightly, $102 total, Dec 10 - Dec 11, Total with taxes and fees
- Review: We are always happy with our stay!!

### [Fairfield Inn & Suites Madison Historic Eagle Cotton Mill](https://www.expedia.com/Madison-Hotels-Fairfield-Inn-Suites-Madison-Historic-Eagle-Cotton-Mill.h61401267.Hotel-Information)

![A modern bar area with a long counter, multiple stools, and a well-stocked liquor display.](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401267/63e231bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 108 ST. MICHAELS AVENUE, Madison, IN, 47250, US
- Location: 10 mi from Chelsea
- Star rating: 3/5
- Guest rating: 9.8/10 (Exceptional, 475 reviews)
- Price: $132 nightly, $152 total, Dec 13 - Dec 14, Total with taxes and fees
- Review: Absolutely stunning facility huge rooms would stay here anytime

### [Hampton Inn & Suites Scottsburg](https://www.expedia.com/Madison-Hotels-Hampton-Inn-Suites-Scottsburg.h424884.Hotel-Information)

![A modern interior with a fireplace, wooden panel wall, bar area, and kitchen with coffee machines.](https://images.trvl-media.com/lodging/1000000/430000/424900/424884/b7b55b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1535 W Mcclain Ave, Scottsburg, IN, 47170, US
- Location: 14.6 mi from Chelsea
- Star rating: 2.5/5
- Guest rating: 8.6/10 (Excellent, 1002 reviews)
- Price: $116 nightly, $130 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Loved it, clean, spacious. Staff very friendly. Adjusted our reservations as needed. Cost was reasonable. Would return.

### [Holiday Inn Express & Suites Scottsburg by IHG](https://www.expedia.com/Madison-Hotels-Holiday-Inn-Express-Suites-Scottsburg.h116863.Hotel-Information)

![An outdoor patio area with a fire pit, seating, and string lights.](https://images.trvl-media.com/lodging/1000000/120000/116900/116863/fe112897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 200 S Beechwood Ave, Scottsburg, IN, 47170, US
- Location: 14.2 mi from Chelsea
- Star rating: 2.5/5
- Guest rating: 8.8/10 (Excellent, 747 reviews)
- Price: $105 nightly, $118 total, Nov 20 - Nov 21, Total with taxes and fees

### [Hillside Inn](https://www.expedia.com/Madison-Hotels-Hillside-Inn.h894180.Hotel-Information)

![A hotel room with a bed, two bedside lamps, a dresser, a chair, and a balcony with a view.](https://images.trvl-media.com/lodging/1000000/900000/894200/894180/cd0f46d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 831 E Main St, Madison, IN, 47250, US
- Location: 10.3 mi from Chelsea
- Star rating: 2.5/5
- Guest rating: 8.8/10 (Excellent, 1000 reviews)
- Price: $89 nightly, $102 total, Nov 18 - Nov 19, Total with taxes and fees

### [HavenPointe Inn & Suites](https://www.expedia.com/Madison-Hotels-Campbells-Motel.h6257614.Hotel-Information)

![A hotel room with a bed, a desk, a chair, a sofa, and a bench.](https://images.trvl-media.com/lodging/7000000/6260000/6257700/6257614/f3f454b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 300 N Gardner St, Scottsburg, IN, 47170, US
- Location: 14 mi from Chelsea
- Star rating: 3/5
- Guest rating: 8.8/10 (Excellent, 699 reviews)
- Price: $75 nightly, $83 total, Nov 16 - Nov 17, Total with taxes and fees

### [Red Roof Inn Charlestown](https://www.expedia.com/Charlestown-Hotels-Charlestown-Inn.h114282362.Hotel-Information)

![A hotel lobby with a fireplace, seating area, and a dining space with round tables and chairs.](https://images.trvl-media.com/lodging/115000000/114290000/114282400/114282362/490240aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 2201 Grace Ave, Charlestown, IN, 47111, US
- Location: 16.1 mi from Chelsea
- Star rating: 2/5
- Guest rating: 8.6/10 (Excellent, 111 reviews)
- Price: $76 nightly, $85 total, Dec 13 - Dec 14, Total with taxes and fees

### [Riverboat Inn and Suites](https://www.expedia.com/Madison-Hotels-Riverboat-Inn-And-Suites.h106547778.Hotel-Information)

![An outdoor dining area with wooden tables and chairs, large windows, and a view of a lake.](https://images.trvl-media.com/lodging/107000000/106550000/106547800/106547778/0fb52970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 906 E 1st St, Madison, IN, 47250, US
- Location: 10.2 mi from Chelsea
- Star rating: 3/5
- Guest rating: 9.2/10 (Wonderful, 181 reviews)
- Price: $107 nightly, $123 total, Nov 16 - Nov 17, Total with taxes and fees

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.

[See all properties in Chelsea](https://www.expedia.com/Hotel-Search?startDate=2026-11-29&endDate=2026-11-30&regionId=553248635975866508&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does a Chelsea vacation package cost?

You'll find cheap prices from $394 on Expedia for your Chelsea break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Chelsea costs.

### What are the cheapest months to go to Chelsea?

January, February and May are great times to look for cheap Chelsea vacation packages. Traveling in less busy periods means you can typically find better prices on hotels and flights.

### How many days is enough for Chelsea?

Typically, a handful of days is enough to check out the top attractions during your Chelsea vacation. However, if you want to have time to kick back or go on day trips, consider extending your itinerary.

### How to find the best Chelsea package deals?

Start your search for a Chelsea package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Chelsea package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chelsea escape off to a flying start.

### Is it cheaper to book a Chelsea vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can personalize your Chelsea getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

### When to book a vacation package to Chelsea?

If you're considering a spur-of-the-moment Chelsea adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking ahead.

### Does Expedia offer Book Now, Pay Later Chelsea vacation packages?

If you're anything like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Chelsea trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap [vacation packages with payment plans](https://www.expedia.com/lp/b/vacations/payment-plans) as soon as you spot them.

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