Cheap flights from Winchester

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Cheap round-trip flights from Winchester

The lowest prices found within the past 7 days from Winchester to were for one-way flights and €130 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Winchester Flight Information
Origin airport IATA code
BOS
Return price
€235

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Featured Hotels near Winchester

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
The price is €141 per night from 17 Apr to 18 Apr
€141
includes taxes & fees
17 Apr - 18 Apr
Our customers tell us they can't get enough of The Colonial Hotel's great location. During your stay, you'll be within walking distance of Dunn State Park. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
8.6/10 Excellent! (1,001 reviews)
"I was in town for a wedding and it was so great that I was able to check in early! Everyone was very sweet and accommodating! Will definitely stay again when in town!"

Reviewed on 7 Apr 2025

The Colonial Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
The price is €108 per night from 14 Apr to 15 Apr
€108
includes taxes & fees
14 Apr - 15 Apr
Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Brattleboro I-91. During your stay, you're just a quick walk from Connecticut River. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8.6/10 Excellent! (616 reviews)
"All nice"

Reviewed on 5 Apr 2025

Comfort Inn & Suites Brattleboro I-91
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St, Keene, NH
The price is €138 per night from 14 Apr to 15 Apr
€138
includes taxes & fees
14 Apr - 15 Apr
Our customers tell us that they can't get enough of the helpful staff at Courtyard by Marriott Keene Downtown. During your stay, you're just a quick walk from Historic Main Street. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
8.6/10 Excellent! (1,000 reviews)
"Staff was amazing"

Reviewed on 1 Apr 2025

Courtyard by Marriott Keene Downtown
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The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
The price is €93 per night from 15 Apr to 16 Apr
€93
includes taxes & fees
15 Apr - 16 Apr
Our customers tell us that they can't get enough of the helpful staff at The Putney Inn. During your stay, you're just a quick walk from Connecticut River. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8.2/10 Very Good! (1,000 reviews)
"Good basic hotel. Very clean. Very reasonably priced"

Reviewed on 5 Apr 2025

The Putney Inn
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is €105 per night from 28 Apr to 29 Apr
€105
includes taxes & fees
28 Apr - 29 Apr
Our customers tell us that they enjoy the free breakfast at Hampton Inn Brattleboro. During your stay, you'll be within walking distance of Brattleboro Bowl. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
8/10 Very Good! (813 reviews)
Will stay there again
"Robert the guest service person was extremely professional and friendly when we checked in. The room was clean. The breakfast was adequate. Had an issue hooking up to the WiFI - also the pool wasn’t available- we did tell the front desk in the morning that the tub was not draining. We hadn’t brought ..."

Reviewed on 8 Apr 2025

Hampton Inn Brattleboro
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
The price is €109 per night from 16 Apr to 17 Apr
€109
includes taxes & fees
16 Apr - 17 Apr
Our customers tell us that they can't get enough of the helpful staff at Colonial Motel And Spa. During your stay, you're just a quick walk from Brattleboro Bowl. Features include free WiFi in public areas and free self-parking, plus 2 indoor pools.
6.8/10 (1,000 reviews)
"I really enjoy staying there. Very convenient. Two pools, gym and hot tub. And a bar with very nice kitchen"

Reviewed on 5 Apr 2025

Colonial Motel And Spa
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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.