Success Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

Your Success Vacation

Entertainment, food, art and more … It's all waiting for you with a Success vacation package. And with the ability to easily customize your city break, you know it'll be one that's memorable. Eager to see the sights but not sure where to begin? Any trip to Success should include Moffett House Museum and Genealogy Center. Expedia can help you escape your routine. Tailor your vacation to Success to match your travel style, whatever that may be.

Success Hotel Deals

Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle Newry ME
$148 nightly
The price is $160 total per night from Jan 13 to Jan 14
$160 total
Jan 13 - Jan 14
Total with taxes and fees
8.8/10 Excellent! (445 reviews)
Very convenient ski on/off hotel with great pool/hot tub. Staff were all very friendly & helpful.

Reviewed on Jan 7, 2026

Jordan Hotel
Town and Country Inn & Resort

Town and Country Inn & Resort

2.5 out of 5
20 State Route 2 Gorham NH
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $98 total per night from Jan 20 to Jan 21
$98 total
Jan 20 - Jan 21
Total with taxes and fees
8.8/10 Excellent! (1,017 reviews)
The room was fantastic.

Reviewed on Jan 12, 2026

Town and Country Inn & Resort
The Glen House Hotel

The Glen House Hotel

3.5 out of 5
979 NH Rt 16 Gorham NH
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $167 total per night from Jan 14 to Jan 15
$167 total
Jan 14 - Jan 15
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
The view

Reviewed on Jan 7, 2026

The Glen House Hotel
See all 942 properties in Success
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.

Find the Best Success Vacation Packages

Success Essential Information

Language
English
Currency
U.S dollars
Top Sights
Milan Hill State Park and North Woods Rafting - Day Tours

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Frequently asked questions

How much does a Success vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Success costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Success?
April, October and December are the best times to search for cheap Success vacation packages. Traveling in less busy periods means you can typically find lower prices on hotels and flights.
How many days is enough for Success?
The ideal length of your Success vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to check out all the main sights and explore some hidden spots along the way.
How to find the best Success package deals?
Use Expedia's filter tool to find some great Success package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Success package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Success vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Success vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Success?
If you're considering a spontaneous Success getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Success vacation packages?
Secure your dream trip to Success with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.