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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Skylight Pond Trailhead hotels

A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.

1. Middlebury Inn

Middlebury Inn
3.0 star property
16.2 km from Skylight Pond Trailhead
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice historic Inn."
United States
Bret
The price is 3.333.960 ₫
3.667.356 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Middlebury Inn
A large, multi-story house with a sign for 'Swift House Inn' indicating it is a lodging establishment.

2. Swift House Inn

Swift House Inn
3.0 star property
16.2 km from Skylight Pond Trailhead
9.6 out of 10, Exceptional, (375 reviews)
"Fantastic place, wish we had been able to stay longer!!"
United States
Susan
The price is 5.301.923 ₫
5.832.115 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Swift House Inn
A forested area with a river, rocks, and three wooden Adirondack chairs.

3. The Warren Lodge

The Warren Lodge
2.5 star property
18.8 km from Skylight Pond Trailhead
9.2 out of 10, Wonderful, (745 reviews)
"Great affordable place to stay for Leaf Peepers!"
United States
Barry
The price is 4.031.879 ₫
4.526.571 ₫ total
includes taxes & fees
11 Nov - 12 Nov
The Warren Lodge
A library with leather sofas, bookshelves, and wall-mounted lamps.

4. Bristol Suites

Bristol Suites
2.5 star property
18 km from Skylight Pond Trailhead
9.6 out of 10, Exceptional, (205 reviews)
"Charming hotel and great location."
United States
Hayden
The price is 4.714.364 ₫
5.138.569 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Bristol Suites
A grocery store aisle with candy dispensers and bulk bins.

5. Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
13.9 km from Skylight Pond Trailhead
8.6 out of 10, Excellent, (413 reviews)
"The room was absolutely adorable and cozy, and looked recently renovated. It was great!"
United States
David
The price is 3.084.428 ₫
3.392.871 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Middlebury Sweets Motel
A large, multi-story hotel with a covered entrance and multiple windows.

6. Courtyard Middlebury

Courtyard Middlebury
3.0 star property
15 km from Skylight Pond Trailhead
8.8 out of 10, Excellent, (620 reviews)
"A bit far from the center of town but very clean and well maintained."
United States
Richard
The price is 3.258.071 ₫
3.583.878 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Courtyard Middlebury
A red building with a pool and a snow-covered roof.

7. Clay Brook Hotel

Clay Brook Hotel
3.5 star property
18.4 km from Skylight Pond Trailhead
8.4 out of 10, Very good, (33 reviews)
"Amazing hotel stay! I stayed during off season so it was fairly empty. My room was incredibly clean and QUIET! I slept like a baby. The hotel room had such a classic “wealthy” vibe to it. Very luxurious in a modern way. Staff was friendly. Parking was great. Only semi bad experience was the restaurant on property (inside of the hotel) - food wasn’t the best and very expensive. (Although my bartender was very nice)"
United States
Cory
The price is 7.385.647 ₫
8.855.290 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Clay Brook Hotel
A cozy interior with a stone fireplace, wooden beams, and a seating area with sofas and chairs.

8. The Lodge at Lincoln Peak

The Lodge at Lincoln Peak
2.5 star property
18 km from Skylight Pond Trailhead
8.0 out of 10, Very good, (181 reviews)
"The location was convenient."
United States
Deborah
The price is 4.838.872 ₫
5.801.734 ₫ total
includes taxes & fees
8 Nov - 9 Nov
The Lodge at Lincoln Peak
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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Compare popular hotels close to Skylight Pond Trailhead

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.
Middlebury Inn
3.0 star property
9.0
Wonderful
1,000 reviews
View
A large, multi-story house with a sign for 'Swift House Inn' indicating it is a lodging establishment.
Swift House Inn
3.0 star property
9.6
Exceptional
375 reviews
View
A forested area with a river, rocks, and three wooden Adirondack chairs.
The Warren Lodge
2.5 star property
9.2
Wonderful
745 reviews
View
A library with leather sofas, bookshelves, and wall-mounted lamps.
Bristol Suites
2.5 star property
9.6
Exceptional
205 reviews
View
A grocery store aisle with candy dispensers and bulk bins.
Middlebury Sweets Motel
2.5 star property
8.6
Excellent
413 reviews
View

Top Skylight Pond Trailhead Hotel Reviews

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

10/10 Excellent
"Absolutely gorgeous dream of a cottage. Homey, easily understood amenities, everything clearly labeled. Setting - magical. Lovely trails on the property. We had a great time and we would love to return!!"
Aliza 1-night trip
Posted 1 month ago
Robert Frost Mountain Cabins

Other attractions near Skylight Pond Trailhead

Robert Frost Farm National Historic Site

You can learn about the history of Ripton with a visit to Robert Frost Farm National Historic Site. You can enjoy the restaurants while in the area.
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Frequently asked questions

What's the area like around Skylight Pond Trailhead?
Skylight Pond Trailhead is located in Ripton. Travellers like this welcoming area for its restaurants. You'll find 20 hotels and other accommodations within a few miles for a convenient home base.
How many hotels will I find close to Skylight Pond Trailhead?
Expedia has 20 hotels and other accommodation options a few miles from Skylight Pond Trailhead.
If I need to cancel the hotel reservation for my stay near Skylight Pond Trailhead, will I receive a refund?
Yes! You'll find that most room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get top deals close to Skylight Pond Trailhead.