Middletown Springs Vacation Packages

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Your Middletown Springs Vacation

Our vacation packages to Middletown Springs give you the power to customize your own adventure. Tailor your journey to your interests and style and make every moment count in this wonderful city. Looking for some sightseeing tips for your trip to Middletown Springs? Lake Saint Catherine and Lake Saint Catherine State Park are two of the main attractions here. Don't delay exploring this city any longer. Your perfect Middletown Springs vacation is a few quick clicks away with Expedia.

Top Middletown Springs Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was CA $782, price is now CA $697 per person
CA $697
per person
Nov 7 - Nov 11
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (809 reviews)
Room was clean and comfortable with lovely back deck overlooking the lake.

Reviewed on Aug. 12, 2025

Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Price was CA $2,961, price is now CA $2,469 per person
CA $2,469
per person
Oct 10 - Oct 14
found 8 hours ago
Roundtrip flight included
Saskatoon (YXE) to Springfield (VSF)
9.6/10 Exceptional! (54 reviews)
This is such a charming, historic New England bed and breakfast. The quintessential Vermont experience right in the heart of the quaint village of West Dover. The Innkeeper knows all the people & places around. Homemade breakfast options are delicious, I had the local blueerry waffles. The Blueberry Festival parade passed right in front of the inn. I drank the Inn's coffee in the morning outside on their lawn, on one of the oversized stone seats around the firepit. There are books on the shelves and games in the living room. The Inn is in a perfect location, walking distance - with sidewalks - to multiple restaurants. And just 10 minutes to the town of Wilmington and the GORGEOUS water at Harriman Reservoir or Lake Raponda. There's 2 golf courses a few minutes away. And 2 ski mountains too! This place is super quiet, but close to whatever you might need. The Inn is filled with cozy furnishings, antiques, fireplaces, etc. Lovely lovely, so New England, so Vermont.

Reviewed on Aug. 8, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was CA $2,119, price is now CA $1,790 per person
CA $1,790
per person
Oct 10 - Oct 14
found 8 hours ago
Roundtrip flight included
Saskatoon (YXE) to Springfield (VSF)
9.2/10 Wonderful! (92 reviews)
A very quaint country home. Beautifully remodeled and oozing warmth. Wonderful innkeeper who is very pleasant and accommodating. Highly recommend the outstanding breakfast in the sunroom. The attached eatery has a marvelous menu and great food.

Reviewed on May 18, 2025

Chalet 239

Chalet 239

2 out of 5
Price was CA $1,687, price is now CA $1,482 per person
CA $1,482
per person
Oct 10 - Oct 14
found 8 hours ago
Roundtrip flight included
Saskatoon (YXE) to Springfield (VSF)
9.4/10 Exceptional! (70 reviews)
Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus.

Reviewed on Aug. 12, 2025

Mountaineer Inn

Mountaineer Inn

2 out of 5
Price was CA $1,501, price is now CA $1,337 per person
CA $1,337
per person
Oct 10 - Oct 14
found 8 hours ago
Roundtrip flight included
Saskatoon (YXE) to Springfield (VSF)
8.8/10 Excellent! (495 reviews)
It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful

Reviewed on Aug. 9, 2025

Ready to book your vacation to Middletown Springs?

 

Choose your dates

Middletown Springs Hotel Deals

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Aug 24 to Aug 25
CA $140
CA $154 total
Aug 24 - Aug 25
includes taxes & fees
6.2/10 (1,003 reviews)
"All great"

Reviewed on Aug. 15, 2025

Days Inn by Wyndham Rutland/Killington Area
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 $166 per night from Sep 3 to Sep 4
CA $166
CA $257 total
Sep 3 - Sep 4
includes taxes & fees
7.2/10 Good! (511 reviews)
"Nice facilities"

Reviewed on Aug. 11, 2025

The Equinox Golf Resort & Spa
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Aug 31 to Sep 1
CA $145
CA $160 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Great stay! Comfortable, clean and friendly. Would stay again."

Reviewed on Aug. 17, 2025

North Star Lodge and Resort
See all 2,181 properties in Middletown Springs
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
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Frequently asked questions

How much does a Middletown Springs vacation package cost?
Offering great value package deals from CA $697 on Expedia, you'll be pleasantly surprised at how much a vacation to Middletown Springs costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Middletown Springs?
January, February and March are great times to search for cheap Middletown Springs vacation packages. Travelling in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Middletown Springs?
Typically, a handful of days is enough to see the top attractions during your Middletown Springs vacation. However, if you prefer to have time to chill out or go on day trips, consider extending your trip.
How to find the best Middletown Springs package deals?
Use Expedia's handy filters to find some great Middletown Springs package deals. When you begin 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 escape for midweek, or browse for Middletown Springs package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Middletown Springs vacation as a package?
You can enjoy significant savings on your Middletown Springs getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Middletown Springs?
If you've got your Middletown Springs vacation dates locked in, book as soon as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Middletown Springs?

  1. Pick your dates: What you'd like to do in Middletown Springs and your favourite season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your accommodations will probably be the largest expense during your trip to Middletown Springs.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to experience in Middletown Springs. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Middletown Springs vacation package.

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