Hotels near Skylight Pond Trailhead

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Dec 23 - Dec 24
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Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Skylight Pond Trailhead hotels

Exterior
Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
5.1 km from Skylight Pond Trailhead
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is P16,383
P17,858 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Robert Frost Mountain Cabins
View from property
Swift House Inn

Swift House Inn

Swift House Inn
3.0 star property
16.2 km from Skylight Pond Trailhead
9.4 out of 10, Exceptional, (323)
"Great place!! Excellent breakfast. Great restaurant with Friendly staff.Quaint Vermont Inn with nice rooms. "
United States
Doug
Swift House Inn
Lobby sitting area
Bristol Suites

Bristol Suites

Bristol Suites
2.5 star property
18 km from Skylight Pond Trailhead
9.6 out of 10, Exceptional, (192)
"Very nice place to stay while exploring Bristol and surrounding area. "
United States
Jean-Pierre
The price is P11,279
P12,295 total
includes taxes & fees
Dec 28 - Dec 29
Bristol Suites
Exterior
Courtyard Middlebury

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
15 km from Skylight Pond Trailhead
8.8 out of 10, Excellent, (546)
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is P7,340
P8,074 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard Middlebury
Exterior
Middlebury Inn

Middlebury Inn

Middlebury Inn
3.0 star property
16.2 km from Skylight Pond Trailhead
9.0 out of 10, Wonderful, (1004)
"Perfect New England Inn right in the heart of town."
United States
LaTascha
The price is P7,610
P8,371 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Middlebury Inn
Lobby
Middlebury Sweets Motel

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
13.9 km from Skylight Pond Trailhead
8.6 out of 10, Excellent, (388)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is P5,749
P6,324 total
includes taxes & fees
Dec 30 - Dec 31
Middlebury Sweets Motel
Desk, iron/ironing board, bed sheets, wheelchair access
The Lodge at Lincoln Peak

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, (174)
"Nice clean hotel, great remodeled bathroom, great customer service "
United States
Bao
The price is P12,273
P14,715 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Lodge at Lincoln Peak
Living area
Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home
3.0 star property
16.4 km from Skylight Pond Trailhead
The price is P30,457
P83,341 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Clyde's Cabin 4 Bedroom Home
View from property
22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning
3.0 star property
17.7 km from Skylight Pond Trailhead
The price is P18,256
P56,077 total
includes taxes & fees
Jan 20 - Jan 21, 2026
22 Village Run 3 Bedroom Condo by RedAwning
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 Skylight Pond Trailhead Hotel Reviews

Middlebury Inn

Middlebury Inn

10/10 Excellent
"I didn’t have breakfast. The coolness of my room was fine."
Sam 1-night trip
Posted 5 days ago
Middlebury Inn
Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

10/10 Excellent
"We loved how cozy and warm the cabin was, how easy the fireplace was to operate, and how much room we had. The view of sunrise from the back window and our ability to walk out there to enjoy it was a pleasant surprise. We'd love to come back."
Sanjay 2-night trip
Posted 1 year ago
Robert Frost Mountain Cabins

Hotels near other Skylight Pond Trailhead attractions

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.
See properties

Rikert Nordic Center

Hit the slopes in Ripton with a visit to Rikert Nordic Center. You can enjoy the coffeehouses while in the area.
See properties

Frequently asked questions

What's the area like around Skylight Pond Trailhead?
Skylight Pond Trailhead is located in Ripton. Travelers like this welcoming area for its restaurants. You'll find 21 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay near Skylight Pond Trailhead?
Robert Frost Mountain Cabins is one of the top choices for your stay based on our traveler data, and this cabin offers free parking and private balconies. It's located 3.2 mi (5.1 km) from Skylight Pond Trailhead. Another good choice is Chipman Inn, located 1.9 mi (3.1 km) away.
How many hotels will I be able to find close to Skylight Pond Trailhead?
Expedia has 21 hotels and other accommodations 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 fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view the top deals on offer near Skylight Pond Trailhead.