Book 5 Star Hotels in Chester
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Featured Chester 5 Stars Hotels
Pointe at Castle Hill Resort
2940 State Route 103, Cavendish, VT
8.76 mi from city center
$167 nightly
The price is $181 total per night
$181 total
Oct 19 - Oct 20
Total with taxes and fees
At Pointe at Castle Hill Resort, guests enjoy a full-service spa, an indoor pool, and a gym. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Other amenities at this spa hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub
Jackson Gore Village
111 Jackson Gore Road, Ludlow, VT
Free Cancellation
Reserve now, pay when you stay
12.6 mi from city center
$193 nightly
The price is $213 total per night
$213 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Jackson Gore Village have access to ski-in/ski-out access, a full-service spa, and an indoor pool. Free valet and self parking are available, and there's also a free ski shuttle. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, concierge services, and securing valuables. Other amenities at this ski hotel include an outdoor pool, a gym, and a sauna.
Pool
Hot Tub
The Covered Bridge Inn
1043 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
26.33 mi from city center
$108 nightly
The price is $119 total per night
$119 total
Oct 13 - Oct 14
Total with taxes and fees
The Covered Bridge Inn features free WiFi in public areas and a TV in a common area. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. This hotel also has a vending machine.
Breakfast included
Parking included
Kimpton Taconic Hotel by IHG
3835 Main St., Manchester, VT
Free Cancellation
24.85 mi from city center
$192 nightly
The price is $211 total per night
$211 total
Nov 2 - Nov 3
Total with taxes and fees
Kimpton Taconic Hotel by IHG offers a 24-hour gym, meeting rooms, and conference space. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include a seasonal outdoor pool, coffee/tea in a common area, and free use of bicycles.
Pool
Pet friendly
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
25.17 mi from city center
$449 nightly
The price is $494 total per night
$494 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Woodstock Inn & Resort have access to a golf course, a full-service spa, and an indoor pool. Free valet parking is included with your stay. The front desk is staffed 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury resort include a gym, 2 hot tubs, and a sauna.
Pool
Hot Tub
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
Free Cancellation
Reserve now, pay when you stay
25 mi from city center
$164 nightly
The price is $181 total per night
$181 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of The Equinox Golf Resort & Spa have access to a golf course, a full-service spa, and an indoor pool. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a 24-hour gym, a sauna, and outdoor tennis courts.
Pool
Hot Tub
The Shire Woodstock
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
25.48 mi from city center
$155 nightly
The price is $170 total per night
$170 total
Nov 2 - Nov 3
Total with taxes and fees
The Shire Woodstock features free WiFi in public areas, coffee in a common area, and free use of bicycles. You can take advantage of free parking if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include a picnic area and a garden.
Pet friendly
Parking included
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd, Keene, NH
Free Cancellation
Reserve now, pay when you stay
27.75 mi from city center
$125 nightly
The price is $136 total per night
$136 total
Oct 26 - Oct 27
Total with taxes and fees
At Keene Elm City Hotel, an Ascend Collection Hotel, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with securing valuables and dry cleaning/laundry. Additional amenities include a business center, a microwave in a common area, and express check-in.
Pool
Breakfast included
Mount Snow Grand Summit Resort
89 Grand Summit Way, West Dover, VT
Free Cancellation
25.45 mi from city center
$153 nightly
The price is $168 total per night
$168 total
Nov 11 - Nov 12
Total with taxes and fees
Guests of Mount Snow Grand Summit Resort have access to ski-in/ski-out access, a full-service spa, and an outdoor pool. Free valet and self parking are available, and there's also a free area shuttle. Front-desk staff can answer questions 24/7, and assist with securing valuables, tours or tickets, and luggage storage. Other amenities at this ski resort include a gym, a sauna, and free WiFi in public areas.
Pool
Spa
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.
Best 5 star hotels in Chester
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Chester. After all, treating yourself to the finer things is what vacations are about.
What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Chester hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.
What amenities can I expect at a 5 star hotel?
Chester 5 star hotels and resorts typically offer luxury amenities such as:
- Gourmet restaurant
- Full-service fitness center with pool
- Luxury spa
- Welcome gifts upon arrival
- Top-of-the-line beds and linens
- Designer personal care products
- Premium cable, free Wi-Fi and device docking stations
How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Chester with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:
- Search hotels by price, ranging from $119 to $494
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 2,996 5 star hotels in Chester!
Chester hotels essential information
Accommodation | 2,996 hotels |
|---|---|
Lowest Price | $119 |
Highest Price | $494 |
Popular hotels | The Shire Woodstock, Woodstock Inn & Resort, The Equinox Golf Resort & Spa, Jackson Gore Village, Pointe at Castle Hill Resort, Kimpton Taconic Hotel by IHG, Mount Snow Grand Summit Resort, Keene Elm City Hotel, an Ascend Collection Hotel, The Covered Bridge Inn |
Recent Reviews
Woodstock Inn & Resort
5/5 Excellent
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
A verified traveler stayed at Woodstock Inn & Resort
Posted 1 day ago
