Title: Book The Best Hotels in Winchester, MA for 2025 from CA $117 - Compare prices by date | Expedia.ca

  

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![Winchester Town Hall and First Congregational Church at Winchester Center Historic District panorama in downtown Winchester, Massachusetts, USA.](https://images.trvl-media.com/place/175481/b0e1353c-e076-4705-8fac-9f9c6a9d0f94.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Winchester, MA from CA $117

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## Go beyond your typical stay in Winchester

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=POOL)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=SPA_ON_SITE)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=HOUSE_BOAT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=PETS)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&travelerType=family_friendly)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=APART_HOTEL)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=CONDO)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=OCEAN_VIEW)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&lodging=APARTMENT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America&regionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-10-29&d1=2025-10-29&endDate=2025-10-31&d2=2025-10-31&amenities=HOT_TUB)

## Check prices for these dates

Tonight

[Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=175481&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 3,798 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/fcf8d464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/c4d6ab6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/51852890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/8f9ac13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Boston-Andover

Andover

8.2/10

Very good

(1894)

"Friendly staff and nice room for the price. "

CA $171

CA $191 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Andover-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Boston-Andover.h25755.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/daad2b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/9ff70609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/2316fbdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/bde5c383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta Select Boston Danvers

Danvers

8.6/10

Excellent

(1021)

"Great place to stay"

CA $161

CA $179 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Boston-Hotels-Sonesta-Select-Boston-Danvers.h8176.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/13100/13063/270-d0147875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/13100/13063/241253c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/13100/13063/b4b21d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/1000000/20000/13100/13063/983b289e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Boxboro Regency

Boxborough

7.2/10

Good

(1008)

"The food here is EXCELLENT and the facility itself is absolutely beautiful. The indoor pool is great as well. The staff were attentive and welcoming. The room was as depicted in the photos. This hotel is a GREAT price for the amenities/services they offer! Highly recommend!"

CA $145

CA $162 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Boxborough-Hotels-The-Boxboro-Regency.h13063.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1600/1541/4192421d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/1600/1541/244be4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave (1st Floor)](https://images.trvl-media.com/lodging/1000000/10000/1600/1541/95c54abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1600/1541/7ecb77e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus North Shore Hotel

Danvers

9.0/10

Wonderful

(1023)

"Great place to stay"

CA $180

CA $201 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Boston-Hotels-Best-Western-Plus-North-Shore-Hotel.h1541.Hotel-Information)

![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/26600/26520/d2857822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/1000000/30000/26600/26520/6a0d9dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26600/26520/d69f53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/26600/26520/5502ad15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bedford Plaza Hotel - Boston

Bedford

7.2/10

Good

(532)

"Front desk staff was very friendly, the coffee at breakfast was really good, room was clean, bed was comfortable. Will stay here again. "

CA $105

CA $117 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Boston-Hotels-Bedford-Plaza-Hotel-Boston.h26520.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/9985d25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/cbd8e95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/6c9fe3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wylie Inn and Conference Center at Endicott College

Beverly

9.2/10

Wonderful

(1118)

"Beautiful grounds and nice cozy rooms. "

CA $161

CA $180 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/da61c38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/fff59724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/5a4906c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/c5791e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nantasket Beach Resort

Nantasket Beach

8.6/10

Excellent

(1018)

"Lovely place to stay!"

CA $167

CA $216 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Boston-Hotels-Nantasket-Beach-Resort.h796159.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/83bfd872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/54751499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/c1946c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/8573945a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta ES Suites Andover Boston

Andover

8.8/10

Excellent

(1016)

"I loved this hotel, clean, quiet, would come back again"

CA $167

CA $187 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Andover-Hotels-Sonesta-ES-Suites-Andover-Boston.h565095.Hotel-Information)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/90000/84600/84529/bb5a2fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking | Private kitchenette](https://images.trvl-media.com/lodging/1000000/90000/84600/84529/880ecc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/1000000/90000/84600/84529/df033239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84600/84529/2db8e401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Danvers - Boston North Shore

Danvers

8.8/10

Excellent

(762)

"Room was nice and staff was helpful"

CA $142

CA $159 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Boston-Hotels-Comfort-Inn-Danvers-Boston.h84529.Hotel-Information)

![In-room safe, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/26200/26176/217aab42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26200/26176/8e1874c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/26200/26176/88b533e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26200/26176/3cddef07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Historic Concord

Concord

8.4/10

Very good

(1044)

"Staff were pleasant, but the property needs cleaning"

CA $139

CA $156 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Boston-Hotels-Historic-Concord-Suites.h26176.Hotel-Information)

![American cuisine](https://images.trvl-media.com/lodging/1000000/10000/9300/9284/cffe84f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/1000000/10000/9300/9284/011fc2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/10000/9300/9284/19d6b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/10000/9300/9284/896f835c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Methuen Inn and Conference Center

Methuen

6.2/10

(1035)

"The room was very clean and the area around it was quiet "

CA $136

CA $152 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Methuen-Hotels-Methuen-Inn-And-Conference-Center.h9284.Hotel-Information)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056601/96689681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056601/66f22b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056601/e0a39a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056601/2cf106fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nantasket Beach Hotel

Hull

9.2/10

Wonderful

(1003)

"Always a great relaxing stay here!"

CA $167

CA $184 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Boston-Hotels-Nantasket-Beach-Hotel.h1056601.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/5df36b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/1183a0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/6237acf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/a357ed4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Tewksbury Andover

Tewksbury

8.8/10

Excellent

(789)

"Excellent hotel, right off major highway. Convenient, clean, loved our stay!"

CA $132

CA $147 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Tewksbury-Hotels-Inn-At-Tewksbury.h11189.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/86a0dacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/242a885a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/51bd1fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/18ab3c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hawthorne Hotel

Downtown Salem

9.4/10

Exceptional

(1452)

"Will stay again "

CA $283

CA $316 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/9c2173ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/acb170eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/bc3746b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/f72de532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HYATT house Boston/Waltham

Waltham

8.8/10

Excellent

(1046)

"Great stay"

CA $180

CA $201 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Boston-Hotels-HYATT-House-BostonWaltham.h64132.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/1d66743c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/37caaa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/eb7b15ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/d0a1d113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Waltham Boston

Piety Corner

8.2/10

Very good

(1057)

"Our stay was comfortable and would stay here again if we are in the area area!"

CA $139

CA $156 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Boston-Hotels-Best-Western-Plus-Waltham-Boston.h3018.Hotel-Information)

![Deluxe Room, 2 Double Beds (Bath in Room)](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/6025c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/10b13a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Revolution Hotel

South End

9.0/10

Wonderful

(2182)

"Perfect spot "

CA $176

CA $205 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information)

![Billiards](https://images.trvl-media.com/lodging/20000000/19510000/19508000/19507901/cd8acb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/20000000/19510000/19508000/19507901/770e5398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/20000000/19510000/19508000/19507901/15982e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/20000000/19510000/19508000/19507901/27ba8c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Archer Hotel Boston/Burlington

Burlington

9.6/10

Exceptional

(1022)

"Amazing stay and service will return again for a stay on my vacation."

CA $273

CA $305 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Boston-Hotels-Archer-Hotel-BostonBurlington.h19507901.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/3a90f50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f8efea04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/b4b93ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaport Hotel Boston

Seaport District

9.6/10

Exceptional

(3526)

"Wonderful area and great hotel. "

CA $265

CA $316 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1030000/1029900/1029860/f37e71b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1030000/1029900/1029860/66ea94d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1030000/1029900/1029860/50e4cc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1030000/1029900/1029860/565bf2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Andover Inn

Andover

9.4/10

Exceptional

(470)

"Nice place. "

CA $192

CA $215 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Andover-Hotels-Andover-Inn.h1029860.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&regionId=175481&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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### Stay near popular Winchester attractions

[](https://expedia.ca/Fenway-Park-Hotels.0-l6023384-0.Travel-Guide-Filter-Hotels)

![Fenway Park featuring a sporting event and night scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20987-Fenway-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6023384)

[](https://expedia.ca/Harvard-University-Hotels.0-l6034936-0.Travel-Guide-Filter-Hotels)

![Harvard University which includes a city and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21000-Harvard-University.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6034936)

[](https://expedia.ca/Boston-Common-Hotels.0-l507377-0.Travel-Guide-Filter-Hotels)

![Boston Common which includes flowers, a garden and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21217-Boston-Common.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=507377)

[](https://expedia.ca/New-England-Aquarium-Hotels.0-l6070109-0.Travel-Guide-Filter-Hotels)

![New England Aquarium](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476046-New-England-Aquarium.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6070109)

[](https://expedia.ca/Gillette-Stadium-Hotels.0-l6034500-0.Travel-Guide-Filter-Hotels)

![Gillette Stadium](https://mediaim.expedia.com/destination/2/dbb8b23949ff195c0c2ca1207ea300cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's great live music and acclaimed theater scene.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6034500)

[](https://expedia.ca/Copley-Square-Hotels.0-l6070057-0.Travel-Guide-Filter-Hotels)

![Copley Square](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531084-copley-square.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6070057)

## More cheap stays in Winchester

![Hampton Inn Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/bfe287d7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Boston Logan Airport Chelsea

200 2nd Street, Chelsea, MA

CA $196

CA $219 total

Nov 9 - Nov 10

includes taxes & fees

9/10 Wonderful! (2,316 reviews)

[](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information)

![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/8c770017_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Lakeside Inn

595 North Ave, Wakefield, MA

CA $142

CA $159 total

Nov 2 - Nov 3

includes taxes & fees

7.4/10 Good! (2,238 reviews)

[](https://expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information)

![Motel 6 Framingham, MA - Boston West](https://images.trvl-media.com/lodging/1000000/60000/51200/51104/6cb3f7db_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Framingham, MA - Boston West

1668 Worcester Rd, Framingham, MA

CA $132

CA $142 total

Nov 2 - Nov 3

includes taxes & fees

6.6/10 (1,062 reviews)

[](https://expedia.ca/Framingham-Hotels-Motel-6-Framingham.h51104.Hotel-Information)

![Hampton Inn & Suites Boston/Waltham](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Boston/Waltham

135 2nd Ave, Waltham, MA

CA $197

CA $220 total

Oct 26 - Oct 27

includes taxes & fees

9.2/10 Wonderful! (1,443 reviews)

[](https://expedia.ca/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information)

![Ramada by Wyndham Boston](https://images.trvl-media.com/lodging/1000000/10000/300/293/b875dc04_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Ramada by Wyndham Boston

800 Morrissey Blvd, Boston, MA

CA $134

CA $156 total

Nov 9 - Nov 10

includes taxes & fees

6.6/10 (1,488 reviews)

[](https://expedia.ca/Boston-Hotels-Ramada-By-Wyndham-Boston.h293.Hotel-Information)

![Red Roof Inn PLUS+ Boston - Woburn/ Burlington](https://images.trvl-media.com/lodging/1000000/40000/34700/34605/227f83c7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Red Roof Inn PLUS+ Boston - Woburn/ Burlington

19 Commerce Way, Woburn, MA

CA $140

CA $156 total

Nov 2 - Nov 3

includes taxes & fees

7/10 Good! (1,146 reviews)

[](https://expedia.ca/Boston-Hotels-Red-Roof-Inn-PLUS-Boston-Woburn-Burlington.h34605.Hotel-Information)

## Hotels in Winchester with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_w.jpg)

5 Star Hotels

13 properties

[](https://expedia.ca/5Star-Winchester-Hotels.s50-0-d175481.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_w.jpg)

4 Star Hotels

84 properties

[](https://expedia.ca/4Star-Winchester-Hotels.s40-0-d175481.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/1000000/20000/10400/10301/b08dd3b1_w.jpg)

3 Star Hotels

248 properties

[](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d175481.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/bfe287d7_w.jpg)

2 Star Hotels

297 properties

[](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d175481.Travel-Guide-Filter-Hotels)

## Find out more about Winchester

### Top reasons to visit Winchester

-   **Outdoor Activities:** Winchester is perfect for outdoor enthusiasts, offering scenic parks and nearby ski fields for year-round fun.
-   **Historic Charm:** Explore the charming historic district filled with significant sites and rich local history.
-   **Cultural Experiences:** Enjoy educational attractions and visit historic colleges and universities in the area.
-   **Family-Friendly Adventures:** With a variety of activities, Winchester is ideal for families seeking leisure and excitement.
-   **Diverse Accommodations:** Choose from charming bed & breakfasts to well-equipped hotels tailored to various needs.

### Find great hotels near Winchester

Winchester, Massachusetts, offers a delightful array of accommodation options, from charming bed & breakfasts to well-equipped hotels. Whether you're seeking a pet-friendly stay, a business-focused environment, or an LGBTQIA welcoming atmosphere, Winchester has something for everyone. Explore the best hotels in the area, ensuring a comfortable and memorable vacation experience while enjoying the rich history and vibrant community that this picturesque town has to offer.

-   **[citizenM Boston North Station:](https://www.expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)** A modern haven for business travellers, citizenM Boston North Station is a 4-star hotel that offers a unique blend of style and functionality. Located 11.3km from Winchester, this property prides itself on being LGBTQIA welcoming, making it a perfect choice for inclusive travel. The hotel features a 24-hour business centre, accessible meeting rooms, and a vibrant atmosphere that encourages creativity and collaboration. Guests appreciate the contemporary design and tech-savvy amenities, ensuring a seamless stay whether for work or leisure.
-   **[Hyatt Regency Boston/Cambridge:](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information)** Situated 11.3km from Winchester, Hyatt Regency Boston/Cambridge is an elegant 4-star retreat that caters to both business and leisure travellers. This LGBTQIA-friendly and pet-friendly hotel offers a wealth of amenities including conference spaces and business district access, making it ideal for corporate guests. For those travelling with furry friends, the hotel’s pet policy ensures a comfortable stay. Guests enjoy the sophisticated atmosphere, exceptional dining options, and breathtaking views of the Charles River, creating a memorable experience.
-   **[Four Points by Sheraton Boston Newton:](https://www.expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Newton.h10301.Hotel-Information)** A charming 3.5-star hotel located 11.3km from Winchester, Four Points by Sheraton Boston Newton offers a family-friendly atmosphere alongside business amenities. This property is perfect for those seeking a nature-themed getaway with a touch of convenience for children, featuring video game consoles and complimentary cribs. The hotel’s business centre and meeting rooms cater to the needs of professional guests, while its warm and welcoming environment makes it an excellent choice for families looking to unwind and explore.

### Where to stay in Winchester

Winchester, Massachusetts, offers an ideal blend of outdoor activities and cultural experiences for families and solo travellers alike. Explore the charming historic district, stroll through scenic parks, or enjoy a weekend getaway filled with friendly locals. Nearby, the vibrant atmosphere of urban life and rich history beckons, making it a convenient base for discovering the surrounding areas. Whether you're seeking family-friendly adventures or a taste of local business culture, Winchester has something for everyone.

-   **[Boston:](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels)** As a vibrant metropolis, Boston offers a rich blend of history, culture, and modern attractions. Situated a short distance from Winchester, Boston is a must-visit for its educational institutions, lively music scene, and extensive shopping options. The city’s peak tourist seasons are in July to August and October, making these months ideal for experiencing its bustling atmosphere. Notable landmarks include historic sports stadiums and event venues, providing a perfect backdrop for both family outings and cultural explorations.
-   **[Woburn:](https://www.expedia.ca/Woburn-Hotels.d10373.Travel-Guide-Hotels)** Located only 3.2km from Winchester, Woburn is a charming city that welcomes visitors with its family-friendly atmosphere and cultural experiences. With a consistent influx of travellers throughout the year, particularly in April, July, and September, Woburn is perfect for those looking to enjoy shopping at local centres and visiting nearby beaches. The city boasts attractions such as stadiums and event venues, making it a great spot for fun-filled days with family and friends.
-   **[West Medford:](https://www.expedia.ca/West-Medford-Boston-Hotels.0-n173092-0.Travel-Guide-Filter-Hotels)** Just 3.2km from Winchester, West Medford is a quaint neighbourhood known for its seasonal charm. Visitors flock here in March to April and November to enjoy its cultural and outdoor experiences. The area features shopping areas and educational institutions, alongside historic buildings that tell the story of its past. West Medford is ideal for those who appreciate a mix of modern amenities and historical significance, making it an inviting stop on your journey.

### Things to do near Winchester

Winchester, Massachusetts, is perfect for a family vacation with its outdoor activities and cultural experiences. Visitors can enjoy educational attractions, explore the local shopping mall, and even hit the nearby ski fields. Whether you're looking to unwind or engage in fun activities, a trip to Winchester offers a delightful mix of leisure and adventure for everyone.

**Shopping**

For a delightful shopping experience in Winchester, visit [Wine & Cheese Cask](https://www.expedia.ca/Wine-Cheese-Cask-Hotels.0-l553248621532667236-0.Travel-Guide-Filter-Hotels), just 8.0km away. [Harvard Square](https://www.expedia.ca/Harvard-Square-Hotels.0-l6070079-0.Travel-Guide-Filter-Hotels), 9.7km away, offers a vibrant mix of entertainment and shopping. If you're up for a drive, check out the [Boston Public Market](https://www.expedia.ca/Boston-Public-Market-Hotels.0-l553248621533117592-0.Travel-Guide-Filter-Hotels), located 11.3km away, for local goods and flavours.

**Recreation**

Experience the vibrant entertainment vibes at [MGM Music Hall at Fenway](https://www.expedia.ca/MGM-Music-Hall-At-Fenway-Hotels.0-l811179345399357440-0.Travel-Guide-Filter-Hotels), just 12.9km from Winchester, featuring captivating concerts. For sports enthusiasts, [Agganis Arena](https://www.expedia.ca/Agganis-Arena-Hotels.0-l6229782-0.Travel-Guide-Filter-Hotels), 11.3km away, offers thrilling events. Alternatively, enjoy ice skating at [Burlington Ice Palace](https://www.expedia.ca/Burlington-Ice-Palace-Hotels.0-l553248621532667274-0.Travel-Guide-Filter-Hotels), only 4.8km from Winchester, combining sports and adventure.

**Adventure**

Experience the beauty of [Horn Pond](https://www.expedia.ca/Horn-Pond-Hotels.0-l553248621561930457-0.Travel-Guide-Filter-Hotels), a serene outdoor haven 3.2km from Winchester, perfect for hiking and picnicking. For water sports enthusiasts, the [Courageous Sailing Center](https://www.expedia.ca/Courageous-Sailing-Center-Hotels.0-l6228826-0.Travel-Guide-Filter-Hotels), located 11.3km away, offers thrilling sailing adventures. Unleash your competitive spirit at [Boston Paintball](https://www.expedia.ca/Boston-Paintball-Hotels.0-l553248621532667271-0.Travel-Guide-Filter-Hotels), also 11.3km from Winchester.

**Nightlife**

Experience the adventure at [LEGOLAND® Discovery Center](https://www.expedia.ca/LEGOLAND-Discovery-Center-Hotels.0-l553248621561930613-0.Travel-Guide-Filter-Hotels), just 8.0km away, or catch a romantic film at [Somerville Theatre](https://www.expedia.ca/Somerville-Theatre-Hotels.0-l6262321-0.Travel-Guide-Filter-Hotels), 6.4km from Winchester. For a relaxed evening, enjoy drinks at [Cambridge Common](https://www.expedia.ca/Cambridge-Common-Hotels.0-l553248621532667235-0.Travel-Guide-Filter-Hotels), also 8.0km away, offering a charming atmosphere for entertainment and romance.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### Booking tips and Expedia advantages for Winchester

To save money during your visit to Winchester, consider travelling between December and February when hotel prices are lowest. Sundays are the most affordable days to book a stay, while Saturdays tend to be pricier. Use Expedia’s search tool to filter hotel options by budget and eco-friendly preferences, allowing you to find the best deals easily. Additionally, look for package deals that combine your hotel, flights, and activities for further savings. For getting around, take advantage of public transport options, which are typically more cost-effective.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winchester are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
-   **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winchester is Sunday. The most expensive day to stay in Winchester is Saturday.
-   **Find cheap hotels on Expedia:** Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels available for booking.
-   **Consider bundling your trip:** You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

### Find the best attractions near Winchester

Winchester, Massachusetts, is an ideal destination for outdoor enthusiasts and culture-loving families. Visitors can explore a variety of attractions, including urban parks, historic colleges and universities, and significant historic sites. This charming town offers a perfect blend of culture, city experiences, and family-friendly activities, ensuring a memorable vacation for travellers of all interests.

-   **[Fenway Park:](https://www.expedia.ca/Fenway-Park-Hotels.0-l6023384-0.Travel-Guide-Filter-Hotels)** Experience the iconic atmosphere of Fenway Park, one of the oldest baseball stadiums in the United States. Located 12.9km from Winchester, it offers a unique glimpse into sports history and a vibrant culture that resonates with both sports fans and casual visitors alike.
-   **[Harvard University:](https://www.expedia.ca/Harvard-University-Hotels.0-l6034936-0.Travel-Guide-Filter-Hotels)** Immerse yourself in the rich heritage of Harvard University, just 9.7km away. This prestigious institution is renowned for its stunning architecture and cultural significance, providing a serene setting for exploration and inspiration.
-   **[TD Garden:](https://www.expedia.ca/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels)** Located 11.3km from Winchester, TD Garden is a bustling venue for events and conferences. Experience the lively business atmosphere while enjoying world-class entertainment, including sports and concerts.

### Best time to go to Winchester

The best time to visit Winchester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --- | --- | --- | --- | --- | --- |
| January | 28.6°F (-1.9°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| February | 29.8°F (-1.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low |
| March | 36.9°F (2.7°C) | Light Rain | Mostly Sunny | Average | Average |
| April | 47.7°F (8.7°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| May | 58.3°F (14.6°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| June | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Average | Average |
| July | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| August | 72.3°F (22.4°C) | Light Rain | Mostly Sunny | Average | Average |
| September | 65.3°F (18.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| November | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| December | 35.1°F (1.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |

### The nearest major airports for your trip to Winchester

To reach Winchester, Massachusetts, you can fly into several nearby airports. Boston Logan International Airport ([BOS](https://www.expedia.ca/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)) is located 14.5km away and offers excellent accommodations, including the 5-star [Encore Boston Harbor](https://www.expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information), [The Langham](https://www.expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information), Boston, and [The Liberty](https://www.expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information), a Marriott Luxury Collection Hotel, all within 4.8km of the airport. Providence's T.F. Green Airport ([PVD](https://www.expedia.ca/TF-Green-Airport-Hotels.0-aPVD-0.Travel-Guide-Filter-Hotels)) is 54.8km away, with nearby options like the [Omni Providence Hotel](https://www.expedia.ca/Providence-Hotels-Omni-Providence-Hotel.h24536.Hotel-Information) and [Graduate by Hilton Providence](https://www.expedia.ca/Providence-Hotels-Graduate-Providence.h20009389.Hotel-Information), both 11.3km from the airport. Lastly, Manchester-Boston Regional Airport ([MHT](https://www.expedia.ca/Manchester-Boston-Regional-Airport-Hotels.0-aMHT-0.Travel-Guide-Filter-Hotels)) is 57.9km from Winchester, with the 5-star Grand at Bedford Village Inn and [DoubleTree by Hilton Manchester Downtown](https://www.expedia.ca/Manchester-Hotels-DoubleTree-By-Hilton-Manchester-Downtown.h19860.Hotel-Information) located just 6.4km away.

## Recent reviews of Winchester hotels

![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg)

### The Godfrey Hotel Boston

5/5 Excellent

"Location is very convenient to theatre district for a venue I was attending. Hotel is very clean and the staff is polite and welcoming. The restaurant, Ruka, is wonderful. "

A verified traveller stayed at The Godfrey Hotel Boston

Posted 7 hours ago

[](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg)

### The Arcadian Hotel

5/5 Excellent

"I had an amazing time at the arcadian, it was nice and clean and the interior decor/lobby was beautiful. Easy to walk to a center where theres plenty of food and shopping!"

A verified traveller stayed at The Arcadian Hotel

Posted 1 day ago

[](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information)

![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg)

### citizenM Boston Back Bay

5/5 Excellent

"Very modern, nice interior and very helpful staff location is excellent too "

A verified traveller stayed at citizenM Boston Back Bay

Posted 2 days ago

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information)

![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg)

### citizenM Boston North Station

5/5 Excellent

"Will definitely stay here again!"

A verified traveller stayed at citizenM Boston North Station

Posted 2 days ago

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg)

### Seaport Hotel Boston

5/5 Excellent

"Wonderful area and great hotel. "

A verified traveller from dinuba stayed at Seaport Hotel Boston

Posted 2 days ago

[](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information)

![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg)

### The Revolution Hotel

5/5 Excellent

"Fast check in very convenient exactly what you need it for. Well decorated"

A verified traveller stayed at The Revolution Hotel

Posted 3 days ago

[](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information)

![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg)

### Harborside Inn Of Boston

5/5 Excellent

"Great hotel. Perfect. "

A verified traveller stayed at Harborside Inn Of Boston

Posted 3 days ago

[](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg)

### Encore Boston Harbor

5/5 Excellent

"Wonderful room!"

A verified traveller stayed at Encore Boston Harbor

Posted 3 days ago

[](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information)

![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg)

### Copley Square Hotel, a FOUND Hotel

5/5 Excellent

"Love this hotel!!!"

A verified traveller from Miami stayed at Copley Square Hotel, a FOUND Hotel

Posted 3 days ago

[](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information)

## Frequently asked questions

### When is the best time to go to Winchester?

> The most popular time to visit Winchester is in April. During this month, the city comes alive with vibrant spring blooms and pleasant weather, with temperatures averaging around 12 to 16°C. This makes it an ideal period for exploring the stunning Winchester Cathedral, strolling through the picturesque streets, and enjoying the beautiful gardens that adorn the city.
> 
>   
> 
> As you delve into the peak season, which spans from April to June, you'll find that Winchester attracts a diverse array of visitors keen to experience its rich history and charming atmosphere. The city buzzes with activity during this time, with various events, such as the famous Winchester Science Festival, drawing in crowds and adding to the lively ambiance.
> 
>   
> 
> For those who relish outdoor adventures, spring is a delightful time to enjoy Winchester's scenic parks and the surrounding countryside. The mild weather allows for comfortable walks along the River Itchen or a leisurely bike ride through the nearby South Downs National Park. The blossoming flora enhances the beauty of your surroundings, providing a great backdrop for memorable photos.
> 
>   
> 
> If you're looking for a more budget-friendly option, consider visiting in November. While the weather may be cooler, with temperatures averaging around 5 to 10°C, the city is less crowded, allowing for a more intimate experience. You can still enjoy the historical sites without the hustle and bustle of peak tourist season.

### Can I cancel my hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winchester hotel for you.

### How can I save on a Winchester hotel booking with Expedia?

> With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Winchester hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

### How much is the nightly rate at a Winchester hotel?

> Prices for hotels in Winchester often vary, but you can find a great deal from CA $117 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [Book Hotels in Winchester on Expedia.com](https://www.expedia.com/Winchester-Hotels.d175481.Travel-Guide-Hotels)

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

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![QR code to download the app](data:image/png;base64,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)