Book 5 Star Hotels in Winchester
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Featured Winchester 5 Stars Hotels
Encore Boston Harbor
1 Broadway Everett MA
Free Cancellation
Reserve now, pay when you stay
5.23 mi from city center
$255 nightly
The price is $285 total per night
$285 total
May 10 - May 11
Total with taxes and fees
Guests of Encore Boston Harbor have access to a full-service spa, a casino, and a nightclub. There's free parking if you drive. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this luxury hotel include a gym, a sauna, and free WiFi in public areas.
Spa
Parking included
Omni Parker House
60 School St Boston MA
Free Cancellation
Reserve now, pay when you stay
7.62 mi from city center
$264 nightly
The price is $307 total per night
$307 total
May 10 - May 11
Total with taxes and fees
Renovated in 2025, Omni Parker House offers a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 70 per night. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a computer station.
Pet friendly
Free WiFi
Hilton Boston Back Bay
40 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
7.78 mi from city center
$224 nightly
The price is $261 total per night
$261 total
May 10 - May 11
Total with taxes and fees
Guests of Hilton Boston Back Bay enjoy a 24-hour gym, free WiFi in public areas, and conference space. Self parking is available for USD 65 per day. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include a business center, a computer station, and express check-in.
Free WiFi
Restaurant
Harborside Inn Of Boston
185 State St Boston MA
7.73 mi from city center
$159 nightly
The price is $185 total per night
$185 total
May 10 - May 11
Total with taxes and fees
Harborside Inn Of Boston features free WiFi in public areas, a business center, and microwave in a common area. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and express check-in.
Free WiFi
Restaurant
The Godfrey Hotel Boston
505 Washington Street Boston MA
7.76 mi from city center
$232 nightly
The price is $270 total per night
$270 total
May 10 - May 11
Total with taxes and fees
The Godfrey Hotel Boston offers a 24-hour gym, a business center, and a meeting room. Valet parking is available for USD 60.00 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this boutique hotel include express check-in, express check-out, and free newspapers.
Pet friendly
Restaurant
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
Free Cancellation
Reserve now, pay when you stay
7.98 mi from city center
$189 nightly
The price is $220 total per night
$220 total
May 25 - May 26
Total with taxes and fees
Guests staying at The Midtown Hotel MOD Collection by Sonesta enjoy a gym, free WiFi in public areas, and an ATM. Self parking is available for USD 45 per night. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. This hotel also has a fireplace in the lobby.
Breakfast included
Pet friendly
The Revolution Hotel
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
8.08 mi from city center
$135 nightly
The price is $157 total per night
$157 total
May 10 - May 11
Total with taxes and fees
The Revolution Hotel features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Offsite parking is available for a fee. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and concierge services. 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 meeting room, express check-out, and a terrace.
Pet friendly
Free WiFi
Seaport Hotel Boston
1 Seaport Lane Boston MA
8.64 mi from city center
$202 nightly
The price is $234 total per night
$234 total
May 10 - May 11
Total with taxes and fees
Guests of Seaport Hotel Boston have access to an indoor pool, a gym, and a steam room. Valet parking is available for USD 59 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and luggage storage. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Pet friendly
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
8.71 mi from city center
$194 nightly
The price is $226 total per night
$226 total
May 10 - May 11
Total with taxes and fees
At Omni Boston Hotel at the Seaport, guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is offered for USD 70 per night. The front desk is staffed 24/7 to help with luggage storage, dry cleaning/laundry, 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 hotel include free WiFi in public areas, a hot tub, and a business center.
Pool
Hot Tub
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 Winchester
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Winchester. 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 Winchester 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?
Winchester 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 Winchester 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 $157 to $307
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 4,200 5 star hotels in Winchester!
Winchester hotels essential information
Accommodation | 4,200 hotels |
|---|---|
Lowest Price | $157 |
Highest Price | $307 |
Popular hotels | Seaport Hotel Boston, The Revolution Hotel, Omni Boston Hotel at the Seaport, The Godfrey Hotel Boston, Harborside Inn Of Boston, Omni Parker House , The Midtown Hotel MOD Collection by Sonesta, Hilton Boston Back Bay, Encore Boston Harbor |
Recent Reviews
Omni Parker House
5/5 Excellent
"Great stay! "
A verified traveler stayed at Omni Parker House
Posted 3 hours ago
