Book 5 Star Hotels in Chester
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Chester 5 Stars Hotels
Fullerton Inn
40 The Common Chester VT
Free Cancellation
Reserve now, pay when you stay
0.24 mi from city center
$129 nightly
The price is $141 total per night
$141 total
Mar 26 - Mar 27
Total with taxes and fees
Fullerton Inn features free WiFi in public areas, meeting rooms, and a business center. If you drive, put free parking to good use. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. This smoke-free inn also has a garden.
Breakfast included
Parking included
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
Free Cancellation
Reserve now, pay when you stay
1.46 mi from city center
$197 nightly
The price is $215 total per night
$215 total
Mar 31 - Apr 1
Total with taxes and fees
Stone Hearth Inn and Eatery features free WiFi in public areas and a garden. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Breakfast included
Parking included
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
8.76 mi from city center
$135 nightly
The price is $146 total per night
$146 total
Apr 5 - Apr 6
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
Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
26.59 mi from city center
$100 nightly
The price is $110 total per night
$110 total
Mar 26 - Mar 27
Total with taxes and fees
Guests of Colonial Motel And Spa have access to a full-service spa, 2 indoor pools, and a gym. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this spa motel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
The Palmer House Resort, an Ascend Collection Hotel
5383 Main St Manchester Center VT
Free Cancellation
23.5 mi from city center
$113 nightly
The price is $124 total per night
$124 total
Mar 31 - Apr 1
Total with taxes and fees
Guests staying at The Palmer House Resort, an Ascend Collection Hotel enjoy access to a golf course, an indoor pool, and outdoor tennis courts. A stay here includes free parking. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this golf hotel include free WiFi in public areas, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub
Hampton Inn and Suites Manchester
4519 Main St Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
24.29 mi from city center
$141 nightly
The price is $155 total per night
$155 total
Apr 7 - Apr 8
Total with taxes and fees
At Hampton Inn and Suites Manchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a hot tub, a business center, and coffee/tea in a common area.
Pool
Hot Tub
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
25.17 mi from city center
$349 nightly
The price is $384 total per night
$384 total
Apr 5 - Apr 6
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, securing valuables, and luggage storage. 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
$166 nightly
The price is $182 total per night
$182 total
Apr 5 - Apr 6
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 securing valuables, tours or tickets, and luggage storage. 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
Hideaway Inn Mt. Snow
270 Handle Rd West Dover VT
Free Cancellation
Reserve now, pay when you stay
25.54 mi from city center
$115 nightly
The price is $127 total per night
$127 total
Apr 19 - Apr 20
Total with taxes and fees
Guests of Hideaway Inn Mt. Snow enjoy a sauna, free WiFi in public areas, and meeting rooms. There's free parking and a free ski shuttle. Helpful staff is there to provide access to locker space, as well as offer insight about the area. Other amenities at this ski hotel include a seasonal outdoor pool, a microwave in a common area, and a meeting room.
Pool
Pet friendly
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 $110 to $384
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 3,121 5 star hotels in Chester!
Chester hotels essential information
Accommodation | 3,121 hotels |
|---|---|
Lowest Price | $110 |
Highest Price | $384 |
Popular hotels | Fullerton Inn, Stone Hearth Inn and Eatery, Pointe at Castle Hill Resort, Woodstock Inn & Resort, Hampton Inn and Suites Manchester, Hideaway Inn Mt. Snow, The Palmer House Resort, an Ascend Collection Hotel, The Equinox Golf Resort & Spa, Colonial Motel And Spa |
Recent Reviews
Pointe at Castle Hill Resort
5/5 Excellent
"We come here many years. It is in a close proximity to the Okemo Ski Resort and all local restaurants, and very reasonably priced, particularly for the area. It has its own pool and jacuzzi, and a full spa vith an open pool and sauna on the premices is a special treat. Bella at the spa reception was a great help and atrue jewel of the facilty."
A verified traveler stayed at Pointe at Castle Hill Resort
Posted 3 hours ago
