Hotels in Winchester
Search over 700 hotels from $118
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
Top Rated Winchester Hotels

The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
20.58 mi from city center
$149 nightly
The price is $172 total per night
$172 total
May 5 - May 6
Total with taxes and fees
The Farmington Inn & Suites offers a gym, meeting rooms, and a 24-hour business center. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, a computer station, and express check-out.
Breakfast included
Pet friendly

Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport Windsor Locks CT
Free Cancellation
Reserve now, pay when you stay
21.87 mi from city center
$246 nightly
The price is $283 total per night
$283 total
Apr 26 - Apr 27
Total with taxes and fees
Guests of Sheraton Hartford Hotel at Bradley Airport enjoy a 24-hour gym, free WiFi in public areas, and conference space. Self parking is available for USD 20 per night. The front desk is staffed 24/7 to help with securing valuables, luggage storage, and concierge services. Additional amenities include a 24-hour business center, a computer station, and a gift shop.
Pet friendly
Free WiFi

Delamar West Hartford
1 Memorial Road West Hartford CT
Free Cancellation
Reserve now, pay when you stay
22.67 mi from city center
$392 nightly
The price is $448 total per night
$448 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at Delamar West Hartford enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free valet parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and dry cleaning/laundry. 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 spa hotel include meeting rooms, a conference center, and a 24-hour business center.
Spa
Pet friendly

Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
17.58 mi from city center
$155 nightly
The price is $178 total per night
$178 total
May 3 - May 4
Total with taxes and fees
At Avon Old Farms Hotel, guests enjoy features like an outdoor pool, a 24-hour gym, and a sauna. You'll find RV, bus, and truck parking. The front desk is staffed 24/7 to help with dry cleaning/laundry, 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 family-friendly hotel include free WiFi in public areas, conference space, and a business center.
Pool
Breakfast included

Homewood Suites by Hilton Hartford-Farmington
2 Farm Glen Blvd Farmington CT
Free Cancellation
Reserve now, pay when you stay
21.42 mi from city center
$139 nightly
The price is $159 total per night
$159 total
Apr 26 - Apr 27
Total with taxes and fees
At Homewood Suites by Hilton Hartford-Farmington, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Hampton Inn & Suites Hartford/Farmington
301 Colt Hwy Farmington CT
Free Cancellation
Reserve now, pay when you stay
21.91 mi from city center
$137 nightly
The price is $157 total per night
$157 total
Apr 26 - Apr 27
Total with taxes and fees
Guests staying at Hampton Inn & Suites Hartford/Farmington enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking and a free area shuttle. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a hot tub, conference space, and coffee/tea in a common area.
Pool
Hot Tub

Fairfield Inn & Suites by Marriott Plainville
400 New Britain Ave Plainville CT
Free Cancellation
Reserve now, pay when you stay
23.01 mi from city center
$105 nightly
The price is $121 total per night
$121 total
Apr 23 - Apr 24
Total with taxes and fees
At Fairfield Inn & Suites by Marriott Plainville, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24 hours a day to help with securing valuables and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Home2 Suites by Hilton Bristol
90 CENTURY DRIVE Bristol CT
Free Cancellation
Reserve now, pay when you stay
21.98 mi from city center
$132 nightly
The price is $152 total per night
$152 total
Apr 30 - May 1
Total with taxes and fees
Guests staying at Home2 Suites by Hilton Bristol enjoy a 24-hour gym, free WiFi in public areas, and a hot tub. There's free parking if you drive. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include coffee/tea in a common area, a computer station, and a terrace.
Hot Tub
Breakfast included

Extended Stay America Suites Hartford Farmington
1 Batterson Park Rd Farmington CT
Free Cancellation
Reserve now, pay when you stay
22.56 mi from city center
$103 nightly
The price is $118 total per night
$118 total
Apr 27 - Apr 28
Total with taxes and fees
Renovated in 2025, Extended Stay America Suites Hartford Farmington offers free WiFi in public areas, coffee in a common area, and laundry facilities. Free parking is available if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. This smoke-free hotel also has a vending machine.
Breakfast included
Pet friendly

DoubleTree by Hilton Hotel Bristol, Connecticut
42 Century Dr Bristol CT
Free Cancellation
Reserve now, pay when you stay
22.04 mi from city center
$152 nightly
The price is $174 total per night
$174 total
Apr 30 - May 1
Total with taxes and fees
At DoubleTree by Hilton Hotel Bristol, Connecticut, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free valet parking to good use. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub

Mayflower Inn & Spa, Auberge Collection
118 Woodbury Rd. Washington CT
23.43 mi from city center
$656 nightly
The price is $754 total per night
$754 total
Apr 22 - Apr 23
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection features a full-service spa, an indoor pool, and a gym. Free valet and self parking are available, or if you're not driving, take the airport shuttle (available 24 hours) for USD 175 per vehicle one-way. The front desk is staffed 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this luxury hotel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

The Litchfield Inn
432 Bantam Road Litchfield CT
Free Cancellation
Reserve now, pay when you stay
14.68 mi from city center
$269 nightly
The price is $309 total per night
$309 total
Apr 20 - Apr 21
Total with taxes and fees
Guests staying at The Litchfield Inn enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Other amenities at this spa hotel include a conference center, a 24-hour business center, and a seasonal outdoor pool.
Pool
Breakfast included
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.
How much is a Winchester hotel?
Check Winchester hotel room prices by star rating

5 Star Hotels
1 properties
What's the best place for a stay in Winchester?
What are the best hotels in Winchester?
Here are some top hotels in Winchester:
- The Farmington Inn & Suites is located 20.6 mi away, and this hotel has free breakfast, a health club, and a 24-hour business center.
- Sheraton Hartford Hotel at Bradley Airport is located 21.9 mi away, and this hotel has free WiFi, a 24-hour fitness center, and parking.
- Delamar West Hartford is located 22.7 mi away, and this hotel has a full-service spa, free WiFi, and free valet parking.
What are the best hotels to stay near Winchester Historical Society?
If you're heading to Winchester, you can't miss Winchester Historical Society, 1 mile from the center of town. But why just stop by this well-known collection of historical artifacts when you can stay near it? Our Cottage - Small in Size, Big in Character, on Beautiful Highland Lake is only 0.5 miles away and well-liked by travelers. Highland Lake Gorgeous Sunsets 3RD BAY East Side, Private Dock is another good choice that lies 2 miles from this top attraction.
Winchester hotels essential information
Accommodation | 700 hotels |
|---|---|
Lowest Price | $118 |
Highest Price | $754 |
Popular hotels | The Farmington Inn & Suites, Sheraton Hartford Hotel at Bradley Airport, Delamar West Hartford, Avon Old Farms Hotel, Homewood Suites by Hilton Hartford-Farmington, Hampton Inn & Suites Hartford/Farmington, Fairfield Inn & Suites by Marriott Plainville, Home2 Suites by Hilton Bristol, Extended Stay America Suites Hartford Farmington, DoubleTree by Hilton Hotel Bristol, Connecticut, Mayflower Inn & Spa, Auberge Collection, The Litchfield Inn |
Recent Reviews

Homewood Suites by Hilton Hartford-Farmington
5/5 Excellent
"The staff was extremely helpful during both check-in and check-out. Breakfast was enjoyable with a good variety of options, and everything was clean. The room was well maintained and comfortable throughout our stay."
A verified traveler stayed at Homewood Suites by Hilton Hartford-Farmington
Posted 4 hours ago



