Somerset Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Joe Vickiana

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

Top Somerset Vacation Deals

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.6/10 Excellent! (1,000 reviews)
Great little place. Very friendly and clean.

Reviewed on Jul. 31, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (791 reviews)
The Air Conditioning unit was waking me up every time it started up. Room 225. That is my only inconvenience. Everything else was wonderful.

Reviewed on Aug. 1, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Views were spectacular

Reviewed on Jul. 16, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.6/10 Excellent! (740 reviews)
The property itself was nice. The restaurant was good, a little overpriced for quality but still pretty good. The bed wasnt the most comfortable but also ok. Our room didnt have a mini fridge, which made it hard to buy and store the delicious cheeses you cam purchase at all the neighboring cheese factories and dairy farms. There was enough things to do in the area for a few summer days. The pool was large and clean. They also had a bunch of hot tubs, which was nice.

Reviewed on Aug. 4, 2025

Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Clock Tower Base Area
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8/10 Very Good! (207 reviews)
Loved the location for this ski in ski out. Nice to look out the balcony and be right in the middle of the action. The sofa bed was uncomfortable with springs popping up all over. The back door didn't lock and the window handle was broken . There was a light bulb that was out and not all the outlets worked. The tv situation was a nightmare with one tv all snowy and the other one whose remote was missing the select button and could not choose a channel. The location was great but would not choose this room again .

Reviewed on Feb. 19, 2025

Ready to book your vacation to Somerset?

 

Choose your dates

Somerset Hotel Deals

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $301 per night from Sep 7 to Sep 8
CA $301
CA $337 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (481 reviews)
"The property was spacious but still had a cozy feel."

Reviewed on Jul. 29, 2025

The Williams Inn
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 14 to Aug 15
CA $176
CA $267 total
Aug 14 - Aug 15
includes taxes & fees
7.2/10 Good! (504 reviews)
"Beautiful setting! Comfortable rooms"

Reviewed on Jul. 25, 2025

The Equinox Golf Resort & Spa
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Sep 7 to Sep 8
CA $198
CA $221 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Everything was excellent."

Reviewed on Aug. 3, 2025

Hotel Downstreet, Ascend Hotel Collection
See all 1,959 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Somerset vacation package cost?
Offering excellent value package deals from CA $1,239 on Expedia, you'll be surprised at how little a vacation to Somerset costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Somerset?
If you'd like to score a cheap Somerset vacation package, consider travelling in January, February and March. You'll usually find lower prices on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Somerset?
The ideal duration of your Somerset vacation depends on what you'd like to see. Typically, a few days to a week will give you enough time to check out all the top attractions and explore some hidden spots along the way.
How to find the best Somerset package deals?
Use Expedia's filters to find some unbeatable Somerset package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Somerset package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Somerset vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Somerset vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Somerset?
If you're considering a spur-of-the-moment Somerset vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Somerset?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the available activities will also help you decide when to visit Somerset.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will probably be the largest expense during your trip to Somerset.
  3. Decide how long to go for: Now that you're up to speed on Somerset, you can figure out the perfect length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: After you've nailed down your dates and duration, lock in the ideal Somerset vacation package for you.

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