Rockingham Vacations from $624

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Your Rockingham Vacation

Memorable adventures await when you lock in a Rockingham vacation package. Whether you're a foodie, art buff or just a traveler who loves to discover new places, there's something for everyone in this lively city. If your trip to Rockingham includes some sightseeing, visit renowned attractions like Vermont Country Store, Bellows Falls Opera House and Jud Hartmann Gallery. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your Rockingham vacation plans into motion!

The Latest Rockingham vacation packages

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

The Vermont Inn

3 out of 5
Price was $768, price is now $624 per person
$624
per person
Jan 9 - Jan 12
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9.2/10 Wonderful! (412 reviews)
Staff was courteous, helpful, and friendly. Room was incredibly spacious, clean, and comfortable. Quiet and charming inn with a lot of history and character.

Reviewed on Nov 23, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,076, price is now $858 per person
$858
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
7.4/10 Good! (1,003 reviews)
Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!

Reviewed on Nov 5, 2025

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,255, price is now $1,020 per person
$1,020
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
No reviews
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,139, price is now $949 per person
$949
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
9.2/10 Wonderful! (549 reviews)
Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town

Reviewed on Nov 26, 2025

Pond View Cabin in Chittenden

Pond View Cabin in Chittenden

2 out of 5
Price was $1,149, price is now $991 per person
$991
per person
Jan 9 - Jan 12
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
No reviews
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Discover the most popular places to visit in Rockingham

Vermont Country Store

Enjoy an outing to Vermont Country Store during your stay in Rockingham. You can seek out the ski slopes while in the area.

Vermont Country Store

Bellows Falls Opera House

You can enjoy a show at Bellows Falls Opera House during your trip to Rockingham. You can seek out the ski slopes while in the area.

Bellows Falls Opera House

Rockingham Hotel Deals

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls

2 out of 5
593 Rockingham Rd Bellows Falls VT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from Dec 28 to Dec 29
$110 total
Dec 28 - Dec 29
Total with taxes and fees
6/10 (288 reviews)
Clean room. Very basic. Easy access to the interstate.

Reviewed on Oct 19, 2025

Rodeway Inn Bellows Falls
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $158 total per night from Dec 4 to Dec 5
$158 total
Dec 4 - Dec 5
Total with taxes and fees
8.2/10 Very Good! (922 reviews)
Everything was very nice. I was checked in at the desk by "Jolene" who was cordial, friendly, and welcoming. The room was very clean and it was very quiet. The breakfast in the morning was excellent as was the coffee station. I do miss the little snack bag at the front desk where we could grab 'n ...

Reviewed on Nov 20, 2025

Hampton Inn Brattleboro
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$146 nightly
The price is $159 total per night from Dec 7 to Dec 8
$159 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (918 reviews)
Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter.

Reviewed on Nov 11, 2025

Pointe at Castle Hill Resort
See all 1,727 properties in Rockingham
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 Rockingham Vacation Packages

Rockingham Essential Information

Language
English
Currency
U.S dollars
Population
5,200
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Bellows Falls Opera House, Vermont Museum of Mining and Minerals and Grafton Ponds Outdoor Center

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Frequently asked questions

How much does a Rockingham vacation package cost?
You can pick up a vacation package to this destination from $624 on Expedia. But how much your vacation to Rockingham costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Rockingham?
July, September and November are great times to look for cheap Rockingham vacation packages. Choosing to travel in less busy periods means you can typically find better prices on flights and accommodations.
How many days is enough for Rockingham?
With a well-planned schedule, you can easily tick off the main Rockingham sights in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Rockingham vacation for longer.
How to find the best Rockingham package deals?
Begin your search for a Rockingham package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Rockingham package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rockingham escape off to a flying start.
Is it cheaper to book a Rockingham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can personalize your Rockingham trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Rockingham?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Rockingham getaway.
Does Expedia offer Book Now, Pay Later Rockingham vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Rockingham vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with 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.