Best Resorts in Middlesex

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    one key illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 30 Resorts in Middlesex with updated reviews, rates, and availability.

The Lodge at Spruce Peak, a Destination by Hyatt Residence
Exterior

The Lodge at Spruce Peak, a Destination by Hyatt Residence

4.5 star property
9.0 out of 10, Wonderful, (1000)
"Great amaneties and location. "
The price is $280
includes taxes & fees
$255 per night
May 27 - May 28
The Lodge at Spruce Peak, a Destination by Hyatt Residence
Topnotch Resort
Front of property

Topnotch Resort

4.0 star property
9.0 out of 10, Wonderful, (794)
"Great stay!"
The price is $236
includes taxes & fees
$214 per night
May 5 - May 6
Topnotch Resort
Green Mountain Inn
Exterior

Green Mountain Inn

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Absolutely adorable and charming hotel. "
The price is $187
includes taxes & fees
$170 per night
May 4 - May 5
Green Mountain Inn
Stoweflake Mountain Resort & Spa
Exterior

Stoweflake Mountain Resort & Spa

3.5 star property
8.0 out of 10, Very Good, (979)
"High quality resort like stay! Would recommend!"
The price is $179
includes taxes & fees
$163 per night
May 7 - May 8
Stoweflake Mountain Resort & Spa
2 Bedroom 2 bath in Wyndham Smugglers’ Notch Resort Village. Ski in-out
Snow and ski sports

2 Bedroom 2 bath in Wyndham Smugglers’ Notch Resort Village. Ski in-out

8.8 out of 10, Excellent, (3)
"Great property, great mountain, great host. Would love to return."
2 Bedroom 2 bath in Wyndham Smugglers’ Notch Resort Village. Ski in-out
Smuggler's Notch Resort by Resort Stay
Ropes course (team building)

Smuggler's Notch Resort by Resort Stay

3.5 star property
9.4 out of 10, Exceptional, (3)
"Check in was confusing I was told by different people that it was 4 pm 5 pm and 6 pm. Also a 10 am check out is too early "
Smuggler's Notch Resort by Resort Stay
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 2BR/2BA Delux
Exterior

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 2BR/2BA Delux

9.0 out of 10, Wonderful, (2)
"Great time"
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 2BR/2BA Delux
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 3BR/2BA Delux
Exterior

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 3BR/2BA Delux

10.0 out of 10, Exceptional, (1)
"Everything was great a great experience for all ages. The view from the suite was like a postcard. So many activities for the kids. I would definitely stay again."
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 3BR/2BA Delux
Magnificent 2 story / 3 bedroom Villa in Stowe, VT on Trapp property. Sleeps 6-8
Beach

Magnificent 2 story / 3 bedroom Villa in Stowe, VT on Trapp property. Sleeps 6-8

10.0 out of 10, Exceptional, (2)
"My husband and I along with our kids and some friends had a wonderful time staying at this villa for a week. Lots of things to do on the Trapp Family property as well as in Stowe. Also lovely to relax and enjoy a mug of coffee with a wood fire going in the fireplace of the living room. We will definitely be staying again in the future. Great host!"
Magnificent 2 story / 3 bedroom Villa in Stowe, VT on Trapp property. Sleeps 6-8
Brand New Ski-On/Ski-Off mountain 4BR home w/ jacuzzi
4 bedrooms, iron/ironing board, WiFi, bed sheets

Brand New Ski-On/Ski-Off mountain 4BR home w/ jacuzzi

Brand New Ski-On/Ski-Off mountain 4BR home w/ jacuzzi
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine Reader Survey 2023
Exterior

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine Reader Survey 2023

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine Reader Survey 2023
One of Vermont's best resorts ~ Suits all seasons!
Exterior

One of Vermont's best resorts ~ Suits all seasons!

9.8 out of 10, Exceptional, (9)
"Excellent"
One of Vermont's best resorts ~ Suits all seasons!
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 2BR/2BA Suite
TV, fireplace, DVD player, video library

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 2BR/2BA Suite

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 2BR/2BA Suite
SMUGGLER'S NOTCH 3 BEDROOM DELUXE PRESIDENT'S DAY WEEK 2024
Aerial view

SMUGGLER'S NOTCH 3 BEDROOM DELUXE PRESIDENT'S DAY WEEK 2024

SMUGGLER'S NOTCH 3 BEDROOM DELUXE PRESIDENT'S DAY WEEK 2024
SMUGGLERS NOTCH RESORT VT 3 BEDROOM DELUXE PRESIDENTS WEEK 2024
Snow and ski sports

SMUGGLERS NOTCH RESORT VT 3 BEDROOM DELUXE PRESIDENTS WEEK 2024

10.0 out of 10, Exceptional, (1)
"My family and I had a fantastic week especially with the new snowfalls! David was very kind when we spoke, answered all my questions and shared recommendations of local grocery stores and restaurants. The configuration of the condo was perfect for our two families and the ladybugs that moved in! :) The room with the 4 twin beds gets very cold so we kept the door open as much as possible but I would recommend bringing a space heater since I don’t believe that is something that can be fixed. We...
SMUGGLERS NOTCH RESORT VT 3 BEDROOM DELUXE PRESIDENTS WEEK 2024
Wyndham Smugglers' Notch ^ 3 Bedroom Presidential
Exterior

Wyndham Smugglers' Notch ^ 3 Bedroom Presidential

Wyndham Smugglers' Notch ^ 3 Bedroom Presidential
Fall in the Vermont Mountains
Living area

Fall in the Vermont Mountains

Fall in the Vermont Mountains
Club Wyndham Smugglers Notch, 2 Bedroom 2 Bath Perfect time for Christmas skiing
Outdoor pool, a heated pool

Club Wyndham Smugglers Notch, 2 Bedroom 2 Bath Perfect time for Christmas skiing

Club Wyndham Smugglers Notch, 2 Bedroom 2 Bath Perfect time for Christmas skiing
Beautiful Deluxe 2 Bedroom Condo in Smugglers Notch Resort
Exterior

Beautiful Deluxe 2 Bedroom Condo in Smugglers Notch Resort

Beautiful Deluxe 2 Bedroom Condo in Smugglers Notch Resort
Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 1BR/1BA Delux
Exterior

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 1BR/1BA Delux

Smugglers Notch Awarded #1 Resort in the East by SKI Magazine 2023 1BR/1BA Delux
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.
Don't see what you're looking for?
See all available properties in Middlesex
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middlesex

Dog-friendly home with panoramic mountain views, grill, deck, & pool table
TV

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

9.0 out of 10, Wonderful, (10)
"This was our first weekend stay in Vermont and it was great! I could definitely see us staying here again."
Dog-friendly home with panoramic mountain views, grill, deck, & pool table
Stowe Cabins in the Woods
One Bedroom w/ 1 King Bed (Pets not allowed) | Living area | 32-inch TV with cable channels

Stowe Cabins in the Woods

2.5 star property
8.8 out of 10, Excellent, (287)
"Cozy no frill basic cabin….simple stay with necessity kitchen and hot shower, clean & comfort beds. Owners are friendly and welcoming. We enjoyed our stay ! "
Stowe Cabins in the Woods
Smugglers' Notch Resort
Snow and ski sports

Smugglers' Notch Resort

3.0 star property
8.0 out of 10, Very Good, (108)
"Wish we could have stayed longer! "
The price is $332
includes taxes & fees
$307 per night
May 30 - May 31
Smugglers' Notch Resort
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.

Frequently asked questions

What is Middlesex like for a resort vacation?
Longing for a relaxing escape? Indulge in the comforts and luxuries of a resort, where you can find everything you need for your vacation from convenient food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you picture yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What's a top resort in Middlesex?
Our highest-rated resorts around Middlesex: The Lodge at Spruce Peak, a Destination by Hyatt Residence - Luxury resort, 5-minute walk from Stowe Mountain Resort. 17.1 mi (27.5 km) from Middlesex. Features 4 restaurants, a golf course, and ski-in/ski-out access. Green Mountain Inn - Ski resort. 11.9 mi (19.2 km) from Middlesex. Has 2 restaurants, a full-service spa, and a fitness center. Popular for its great location. Stoweflake Mountain Resort & Spa - Family-friendly resort. 12.6 mi (20.3 km) from Middlesex. Highly rated for its great location. Enjoy the seasonal outdoor pool, 2 outdoor tennis courts, and health club. Topnotch Resort - Luxury resort. 14.2 mi (22.9 km) from Middlesex. Amenities include 2 outdoor pools, a full-service spa, and a fitness center. Guests love the great location. Smuggler’s Notch Resort by Resort Stay - Ski resort right by Smugglers Notch. 21.1 mi (34 km) from Middlesex. Access to 3 outdoor pools, 10 restaurants, and 2 indoor pools.
What can I do in Middlesex?
Mad River Valley, Ben and Jerry’s Factory, and Vermont State House are a few interesting places to visit nearby. Additional attractions in the area include Hubbard Park and Cold Hollow Cider Mill.
What's the weather like in Middlesex?
The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Middlesex are March, January, December, and February, with each month seeing an average of 22 inches of snowfall.
What's the best way to get to and around Middlesex?
Fly into Montpelier, VT (MPV-Edward F. Knapp State), which is located 8.5 mi (13.6 km) away from the city center. You can also search for flights into Stowe, VT (MVL-Morrisville-Stowe State), which is 17.2 mi (27.7 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.