Southern Vermont 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 Southern Vermont Vacation

Leave all the planning up to us with a Southern Vermont vacation package. With everything organized before you leave, the only thing left for you to do is sit back, relax and enjoy this destination's culture and beauty. With so much to see on a trip to Southern Vermont, it can be hard to know where to start. Kick off your journey in Brattleboro at Spofford Lake and The Stone Church — two popular attractions here. Another great city to add to your itinerary is Manchester Centre. Be sure not to miss Stratton Mountain Resort and Green Mountain National Forest. Expedia has hotels, flights and all your other travel needs to help you put together your very own tailored Southern Vermont vacation today.

Top Southern Vermont Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was CA $665, price is now CA $559 per person
CA $559
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (2,388 reviews)
The convenience of being able to share and enjoy the units A&B with my family. Both units were spacious and comfortable.

Reviewed on Jun 8, 2026

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $892, price is now CA $728 per person
CA $728
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (960 reviews)
It's a beautiful resort. The room was literally like a home away from home. Very cozy, very clean. Has a full kitchen with a dishwasher

Reviewed on Jun 11, 2026

The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was CA $942, price is now CA $807 per person
CA $807
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (1,002 reviews)
The room was large, clean and comfortable. The location was near shopping and dining. The check in was quick and pleasant.

Reviewed on Jun 11, 2026

Follansbee Inn

Follansbee Inn

3 out of 5
North Sutton
Price was CA $905, price is now CA $793 per person
CA $793
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Lebanon (LEB)
9.6/10 Exceptional! (94 reviews)
What a lovely inn! A comfortable room and delicious breakfast. Very accommodating hosts.

Reviewed on Jan 4, 2026

Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was CA $1,248, price is now CA $1,151 per person
CA $1,151
per person
Jul 31 - Aug 2
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,007 reviews)
Quick easy. Nice staff. In a quiet section of wolf road. Actually got to sleep

Reviewed on Jun 11, 2026

Where to stay in Southern Vermont

Find the best Southern Vermont areas and neighborhoods for the activities you enjoy most. Learn more about Southern Vermont
Default Image

Manchester Village Historic District

1 out of top 10 points of interest in this area

While there might not be top attractions in Manchester Village Historic District, you can explore the larger area and discover places like Golf Club at Equinox and Equinox Preservation Trust.

Find hotels in Manchester Village Historic District

Ready to book your vacation to Southern Vermont?

 

Choose your dates

Southern Vermont Hotel Deals

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Jun 16 to Jun 17
CA $167
CA $184 total
Jun 16 - Jun 17
includes taxes & fees
8.6/10 Excellent! (899 reviews)
"This truly a gem! One of two remaining historic hotels in Detroit, everything about this hotel was something special. The room was spacious and creatively decorated with a large selection of LP's in the hallway. This also included a record player. The queen size beds were extremely comfortable. The ..."

Reviewed on Jun 12, 2026

Latchis Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is CA $263 per night from Jun 30 to Jul 1
CA $263
CA $347 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (850 reviews)
"A little overboard on the pride flags and and pushing the pride stuff on everybody but otherwise a nice place to stay"

Reviewed on Jun 12, 2026

Kimpton Taconic Hotel by IHG
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jul 9 to Jul 10
CA $182
CA $200 total
Jul 9 - Jul 10
includes taxes & fees
8.2/10 Very Good! (991 reviews)
"Clean and professionally-run hotel - would stay again."

Reviewed on Jun 12, 2026

Hampton Inn Brattleboro
See all 2,077 properties in Southern Vermont
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

Stay near popular Southern Vermont attractions

www.alamy.com

Stratton Mountain Resort

4.6/5 (365 reviews)
Spend days outside on the mountain slopes and evenings eating in the picturesque village and relaxing in cozy mountainside lodging.
See properties

Frequently asked questions

Can I cancel my flight booking to Southern Vermont due to COVID-19?
In these times of uncertainty, many airlines are offering greater flexibility. Head to our Customer Service Portal for useful information about changing or canceling your Southern Vermont flight due to COVID-19.
What's the best way to find cheap flights to Southern Vermont that have flexible change policies?
We know that plans can change from one day to the next, so locking in a flexible fare with Expedia makes sense. Simply click on "No change fee" directly under the "Flexible change policies" filter. Your well-priced and flexible flight to Southern Vermont is just a few clicks away.
What are some of the general tips for travelers to Southern Vermont during the COVID-19 outbreak?
COVID-19 has changed how the world works in countless ways, including how we travel. The following tips will help you navigate these new challenges and get you ready for your journey to Southern Vermont:
  • Before committing to anything, find out if any travel bans or restrictions apply — in both your destination and origin. Get up-to-date information by reviewing government and travel websites.
  • Keep your face mask on even during airport screening. A TSA officer will ask you to temporarily lower your mask to verify your identity.
  • To reduce the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be taken out for screening.
  • Empty everything from your pockets, such as your phone, keys and wallet, and place them in your carry-on instead of the bins. This will reduce handling during screening.
  • If you want to take food through security screening, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your carry-on bag or food container for inspection.

Which airlines fly to Southern Vermont?
Cape Air is a leading air carrier servicing Southern Vermont. Search for airfares to Rutland Southern Vermont Regional Airport (RUT) and you'll have 91 Cape Air flights per month to select from.
How can I find cheap tickets to Southern Vermont?
A good strategy for walking away with cheap fares is to be flexible with your travel dates. Begin with searching for your flight to Southern Vermont, then click on the "flexible dates" link for a list of prices for nearby days. Another tip? Book well in advance. To give you an idea of fares, was the lowest price for a flight to Southern Vermont in the last seven days.
How much is a flight to Southern Vermont?
One-way trips departing from () sold for as little as in the last seven days. During this time, the cost of a return ticket to Southern Vermont ranged between and . If you find a bargain, book ASAP — these prices don't hang around.
What are the most popular airports to fly into in Southern Vermont?
The primary gateway to Southern Vermont, around 91 flights land at Rutland Southern Vermont Regional Airport (RUT) every month. Search for an awesome deal, reserve your seat and get set to explore this popular region.
When is the cheapest time to fly to Southern Vermont?
Try to jet off early on in the week to nab the best airfare to Southern Vermont. Tuesday is normally the most economical day to fly, with Monday right behind it. Saturday often has the most expensive fares. This is because lots of travelers choose to start their vacation on a weekend.
How much is a plane ticket to Southern Vermont?
Fares to Southern Vermont ranged from to in the last seven days. Usually, the sooner you book the better the deal.
Which airlines with flights to Southern Vermont employ COVID-19 cleanliness policies?
In response to the current pandemic, most airlines have introduced new rules and standards to help their passengers and crew fly with confidence. These carriers include:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

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