Somerset Vacations from $323

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Photo by Dylan Demers/Mount Snow

The Latest Somerset vacation packages

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

Hampton Inn Brattleboro

2.5 out of 5
Price was $429, price is now $323 per person
$323
per person
Jan 23 - Jan 26
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
8.2/10 Very Good! (904 reviews)
The room was very clean, and both staff and service were outstanding.

Reviewed on Nov 4, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,541, price is now $1,142 per person
$1,142
per person
Jan 19 - Jan 25
found 19 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rutland (RUT)
7.4/10 Good! (1,000 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 Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $454, price is now $341 per person
$341
per person
Jan 23 - Jan 26
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Springfield (VSF)
7.8/10 Good! (1,019 reviews)
Easy check in. Clean building and room. Conveniently located.

Reviewed on Nov 9, 2025

Four Columns Inn

Four Columns Inn

3 out of 5
Price was $490, price is now $370 per person
$370
per person
Jan 23 - Jan 26
found 14 hours ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
9.6/10 Exceptional! (8 reviews)
Cozy inn in a beautiful setting, and great staff and service

Reviewed on Oct 27, 2025

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,456, price is now $1,124 per person
$1,124
per person
Jan 19 - Jan 25
found 19 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rutland (RUT)
9.2/10 Wonderful! (919 reviews)
Room was very clean, linens seemed new, shower was excellent with lots of hot water, bathroom redone. The beds were a little soft but I have a bad back so it might not be a problem for you. The location is as close to the mountain without actually being a mountain property. Older place, so don't expect The Plaza but clean, the staff was kind and responsive and the breakfast good. Cannot beat the location. Nice little game room for kids and places to store your gear.

Reviewed on Nov 10, 2025

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Somerset Hotel Deals

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundable
$136 nightly
The price is $152 total per night from Dec 11 to Dec 12
$152 total
Dec 11 - Dec 12
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again.

Reviewed on Nov 3, 2025

Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Nov 24 to Nov 25
$208 total
Nov 24 - Nov 25
Total with taxes and fees
9.6/10 Exceptional! (537 reviews)
Yes

Reviewed on Nov 9, 2025

The Williams Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
$194 nightly
The price is $213 total per night from Dec 1 to Dec 2
$213 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (812 reviews)
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee

Reviewed on Oct 25, 2025

Kimpton Taconic Hotel by IHG
See all 2,026 properties in Somerset
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 Somerset Vacation Packages

Somerset Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Somerset vacation package cost?
Offering great value package deals from $323 on Expedia, you'll be pleasantly surprised at how much a vacation to Somerset costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Somerset?
If you'd like to snag a cheap Somerset vacation package, consider traveling in March, April and October. You'll generally find lower rates on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Somerset?
The ideal duration of your Somerset vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to visit all the major sights and discover some hidden treasures along the way.
How to find the best Somerset package deals?
Begin your search for a Somerset package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Somerset package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Somerset adventure off to a flying start.
Is it cheaper to book a Somerset vacation as a package?
You can enjoy significant savings on your Somerset escape by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Somerset?
If you're planning an impromptu Somerset vacation, 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 land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Somerset vacation packages?
Jet off on your perfect escape to Somerset with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals 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.