A barn with a silo, surrounded by a green field and trees with autumn foliage, with mountains in the background.

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Our top choices for Waitsfield historic hotels

2 bedrooms, travel crib, WiFi, bed sheets

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (48 reviews)
"Excellent Location ! "
United States
Luke A.
The price is AED 564
AED 1,184 total
includes taxes & fees
12 Jul - 13 Jul
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Smart TV

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (39 reviews)
"Good communication. Great location to Sugarbush, and had all the amenities needed."
United States
Julia W.
The price is AED 596
AED 1,234 total
includes taxes & fees
14 Jul - 15 Jul
1830 Enchanting, Light-Filled Farmhouse Apartment
Exterior

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,003 reviews)
"Great place to stay. Food at Morgan's Tavern is excellent and Middlebury is centrally located to some amazing riding."
United States
Ian
The price is AED 499
AED 549 total
includes taxes & fees
27 Jul - 28 Jul
Middlebury Inn
Exterior

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is AED 1,107
AED 1,496 total
includes taxes & fees
20 Jul - 21 Jul
Adorable cabin with screened porch and private fire pit
Smart TV, fireplace, DVD player, books

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is AED 1,107
AED 1,496 total
includes taxes & fees
20 Jul - 21 Jul
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Fridge, microwave, oven, stovetop

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
10.0 out of 10, Exceptional, (80 reviews)
"Lovely property. Will stay again."
United States
Patricia Y.
The price is AED 1,447
AED 2,818 total
includes taxes & fees
15 Jul - 16 Jul
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Interior

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
The price is AED 1,107
AED 1,496 total
includes taxes & fees
15 Jul - 16 Jul
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is AED 1,305
AED 1,737 total
includes taxes & fees
2 Aug - 3 Aug
Cozy and pristine timberframe cabin
Exterior

#378 | Remodeled Studio | Vermonter | 3rd Floor Mt Mansfield Views

#378 | Remodeled Studio | Vermonter | 3rd Floor Mt Mansfield Views
Stowe
9.6 out of 10, Exceptional, (64 reviews)
"The room was in great condition! Love the fireplace and the bath. Heat worked perfectly as it was frigid temps. Very happy with my stay, love Spruce Peak!"
United States
Stefan J.
The price is AED 1,230
AED 1,792 total
includes taxes & fees
30 Jul - 31 Jul
#378 | Remodeled Studio | Vermonter | 3rd Floor Mt Mansfield Views
Exterior

Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"This is a very special place. Close to Middleburyyetfar away. "
United States
Jim P.
The price is AED 1,186
AED 1,590 total
includes taxes & fees
3 Aug - 4 Aug
Inviting timber frame cabin in Vermont's Green Mountains
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.
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Top Waitsfield Hotel Reviews

Green Mountain Inn

Green Mountain Inn

8/10 Good
"Excellent hotel. Great room and amenities"
Lisa 1-night trip
Posted 18 hours ago
Green Mountain Inn

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Frequently asked questions

What should a history enthusiast expect from a trip to Waitsfield?
The historical sites in Waitsfield are likely at the top of your travel itinerary. While you're here, you can visit the ski slopes and riverfront. You can also relish a trip to the coffeehouses during your stay.
What's the best accommodation in Waitsfield to learn about local history?
Based on our travel expertise, Waterfront, Swimming Hotspot, Private Down Town Location, Farmhouse is a top country house on Expedia for those interested in history, and it features onsite laundry facilities and in-room kitchens. Skinner Barn is a short 5-minute drive away.
How many historical hotels are there in Waitsfield?
In Waitsfield, there are 125 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical sites and other places in Waitsfield?
Landmarks like Skinner Barn and Big Eddy Covered Bridge in Waitsfield might be worth a visit. Cultural venues include The Big Picture Theater & Cafe, Main Street Studio, and Mad River Glass Gallery. A couple of additional sights to add to your agenda are Mad River and Sugarbush Ski Resort.
What is a historic hotel like in Waitsfield?
By booking a historic hotel, guests can enjoy a vacation in a place that has an official historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of such hotels in Waitsfield, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most significant. For a heritage hotel, it's often the cultural value and how it inspired the community.
Do historic hotels in Waitsfield have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Waitsfield, you won't be staying at a place that's uncomfortable or rundown.