Chelsea Vacations from $689

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $758, price is now $689 per person
$689
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lebanon (LEB)
9.4/10 Exceptional! (252 reviews)
This hotel is pretty new. The beds were comfortable, the room and the hotel was clean. The laundry room was convenient and was not overly expensive.

Reviewed on Aug 23, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,358, price is now $1,005 per person
$1,005
per person
Sep 30 - Oct 6
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lebanon (LEB)
9/10 Wonderful! (732 reviews)
Great place to stay and see the beautiful mt ascutney

Reviewed on Aug 24, 2025

The Inn at Weathersfield

The Inn at Weathersfield

4 out of 5
Price was $1,021, price is now $864 per person
$864
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lebanon (LEB)
10/10 Exceptional! (63 reviews)
Lovely innkeeper and staff! We are staying again in December

Reviewed on Aug 23, 2025

Lake Morey Resort

Lake Morey Resort

3.5 out of 5
Price was $1,900, price is now $1,730 per person
$1,730
per person
Sep 30 - Oct 6
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Lebanon (LEB)
8.8/10 Excellent! (186 reviews)
Older hotel. Very clean. Staff was helpful and friendly. Beautiful spot.

Reviewed on Jul 11, 2025

The Whimsical Chalet 3 Bedroom Chalet by RedAwning

The Whimsical Chalet 3 Bedroom Chalet by RedAwning

3 out of 5
Price was $1,298, price is now $1,223 per person
$1,223
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Lebanon (LEB)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Chelsea
View all trips

Chelsea Hotel Deals

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2 out of 5
Chelsea
$171 nightly
The price is $192 total per night from Aug 26 to Aug 27
$192 total
Aug 26 - Aug 27
Total with taxes and fees
10/10 Exceptional! (20 reviews)
"Nice lodging. We all enjoyed vacation visiting with the goats and walking along the creek."

Reviewed on Aug 8, 2025

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Comfort Inn & Suites Montpelier-Berlin

Comfort Inn & Suites Montpelier-Berlin

2.5 out of 5
213 Paine Turnpike N, Berlin, Montpelier, VT
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $133 total per night from Sep 1 to Sep 2
$133 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
"Room was clean and comfortable. Staff was friendly and helpful. Enjoyed the complimentary lemon infused water and cookies upon our arrival and had a great breakfast on our way out."

Reviewed on Aug 23, 2025

Comfort Inn & Suites Montpelier-Berlin
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66, Randolph Center, VT
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $176 total per night from Sep 7 to Sep 8
$176 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (255 reviews)
"The only thing I would change is that the Kleenex/facial tissue was like sandpaper. Very convenient."

Reviewed on Aug 21, 2025

My Place Hotel-Randolph VT
See all 668 properties in Chelsea
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chelsea vacation package cost?
Offering great value package deals from $689 on Expedia, you'll be surprised at how little a vacation to Chelsea costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chelsea?
April, May and October are great times to search for cheap Chelsea vacation packages. Traveling in less busy periods means you can usually find better prices on hotels and flights.
How many days is enough for Chelsea?
The ideal duration of your Chelsea vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to check out all the top sights and explore some hidden gems along the way.
How to find the best Chelsea package deals?
Use Expedia's filter tool to find some unbeatable Chelsea package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Chelsea package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Chelsea vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a personalized Chelsea vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Chelsea?
If you're considering a spur-of-the-moment Chelsea getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Chelsea vacation packages?
Your Chelsea getaway is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.