Find Shopping Hotels in Chester, VT

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Shopping Hotels

This weekend
Next weekend

Our top choices for Chester hotels with shopping nearby

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (14 reviews)
"This was absolutely perfect. Every part of the cabin was well thought out from design to decor. We had such an amazing time and already want to plan another getaway to this place. "
United States
Adam B.
The price is AED 760
AED 1,287 total
includes taxes & fees
24 Mar - 25 Mar
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (59 reviews)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
The price is AED 610
AED 1,131 total
includes taxes & fees
23 Mar - 24 Mar
Family Friendly Hilltop House In Putney Vermont

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is AED 294
AED 1,208 total
includes taxes & fees
25 Mar - 26 Mar
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Dover
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay."
United States
Anonymous traveler
The price is AED 823
AED 2,105 total
includes taxes & fees
1 Mar - 2 Mar
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (2 reviews)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is AED 775
AED 1,849 total
includes taxes & fees
2 Mar - 3 Mar
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (28 reviews)
"Overall very clean and nice. Needs some updating like more spoons, only 2, bigger coffee cups. And a new coffee table that is very worn. "
United States
David A.
The price is AED 422
AED 1,159 total
includes taxes & fees
11 Mar - 12 Mar
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14 reviews)
"Excellent Location.. "
United States
Juan Carlos L.
The price is AED 533
AED 1,311 total
includes taxes & fees
2 Mar - 3 Mar
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Two Double bed Hotel Room with outdoor heated pool 216

Two Double bed Hotel Room with outdoor heated pool 216
Killington
The price is AED 465
AED 684 total
includes taxes & fees
23 Mar - 24 Mar
Two Double bed Hotel Room with outdoor heated pool 216

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (565 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is AED 1,135
AED 1,410 total
includes taxes & fees
22 Mar - 23 Mar
Woodstock Inn & Resort

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 404
AED 859 total
includes taxes & fees
3 Mar - 4 Mar
Efficient condo near slopes with kitchenette & great location
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Top Chester Hotel Reviews