Bridgewater Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Bridgewater Vacation

Put together a custom vacation package to Bridgewater and get ready to experience this fascinating city the way you want. Think about staying in the neighborhood of West Bridgewater, which is good for skiing and lots more. A trip to Bridgewater is a superb opportunity to sightsee. Be sure to stop by renowned attractions like Marsh-Billings-Rockefeller National Historical Park, Woodstock Town Hall Theatre and VINS Nature Center. Expedia has what you need to escape the everyday. Tailor your vacation to Bridgewater to suit your style of travel, whatever that may look like.

Top Bridgewater Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was CA $1,528, price is now CA $1,261 per person
CA $1,261
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (890 reviews)

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was CA $2,515, price is now CA $2,056 per person
CA $2,056
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
No reviews

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was CA $2,981, price is now CA $2,441 per person
CA $2,441
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was CA $1,460, price is now CA $1,294 per person
CA $1,294
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (1,002 reviews)

The Weston

The Weston

5 out of 5
Price was CA $2,232, price is now CA $1,994 per person
CA $1,994
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
10/10 Exceptional! (12 reviews)
It’s the perfect getaway, cozy, upscale, clean. We would definitely recommend and visit again.

Reviewed on Nov 1, 2026

Ready to book your vacation to Bridgewater?

 

Choose your dates

Bridgewater Hotel Deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundable
The price is CA $177 per night from Nov 15 to Nov 16
CA $177
CA $194 total
Nov 15 - Nov 16
includes taxes & fees
Comfort Inn Rutland - Killington
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Nov 9 to Nov 10
CA $187
CA $203 total
Nov 9 - Nov 10
includes taxes & fees
8.4/10 Very good! (1,009 reviews)
"We stayed here one night, but the room was clean and quiet. The lobby was cabin core vibes which I loved. They even had a little stream with giant Koi. The pool area was beautiful. Location to restaurants and king Arthur flour was key. Free breakfast had waffle makers! Very pleased and would stay ..."

Reviewed on Nov 6, 2026

Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Nov 8 to Nov 9
CA $188
CA $217 total
Nov 8 - Nov 9
includes taxes & fees
The Mountain Inn at Killington
See all 2,639 properties in Bridgewater
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 Bridgewater vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,261 on Expedia. However, how much your vacation to Bridgewater costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Bridgewater?
To pick up cheap Bridgewater vacation packages, organize your getaway outside of busy periods such as public holidays. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for Bridgewater?
Generally, a handful of days is enough to tick off the major sights during your Bridgewater vacation. But if you prefer to have time to kick back or go on day tours, consider extending your itinerary.
How to find the best Bridgewater package deals?
Use Expedia's filter tool to help you find some tempting Bridgewater package deals. When you start 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 adventure for midweek, or look for Bridgewater package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Bridgewater vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can customize your Bridgewater trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Bridgewater?
If you're planning an impromptu Bridgewater getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Bridgewater?

  1. Choose your dates: The things you'd like to do in Bridgewater and your preferred season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to airfares and activities. Your hotel will probably be the largest expense during your trip to Bridgewater.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to experience in Bridgewater. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Bridgewater vacation package.

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