Photo by Donny Campos
Find 2 Star Hotels in Winchester, NH from AED 325
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Winchester 2 Star Hotels
Compare Winchester 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
8.6 out of 10, Excellent, (618)
The price is AED 397
AED 436 total
includes taxes & fees
22 Apr - 23 Apr

Hampton Inn Brattleboro
Hampton Inn Brattleboro
8.2 out of 10, Very Good, (813)
The price is AED 411
AED 452 total
includes taxes & fees
28 Apr - 29 Apr

The Putney Inn
The Putney Inn
8.4 out of 10, Very Good, (1001)
The price is AED 340
AED 371 total
includes taxes & fees
24 Apr - 25 Apr

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
8.8 out of 10, Excellent, (980)
The price is AED 529
AED 582 total
includes taxes & fees
27 Apr - 28 Apr

Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
7.2 out of 10, Good, (1000)
The price is AED 325
AED 352 total
includes taxes & fees
4 May - 5 May

Hampton Inn & Suites Greenfield
Hampton Inn & Suites Greenfield
8.6 out of 10, Excellent, (788)
The price is AED 559
AED 624 total
includes taxes & fees
27 Apr - 28 Apr

Latchis Hotel
Latchis Hotel
8.4 out of 10, Very Good, (726)
The price is AED 477
AED 524 total
includes taxes & fees
24 Apr - 25 Apr

Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
8.8 out of 10, Excellent, (700)
The price is AED 503
AED 546 total
includes taxes & fees
18 May - 19 May
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.

The Colonial Hotel
625 Betty Spring Road, Gardner, MA
The price is AED 514 per night from Apr 20 to Apr 21
AED 514
AED 574 total
includes taxes & fees
20 Apr - 21 Apr
8.6/10 Excellent! (1,003 reviews)
Still don't see what you're looking for?
See all properties in Winchester.
You can also use these popular filters to refine your search.
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.
Learn more about Winchester
Get away to relaxing Winchester! Enjoy the lake views, forests, and more.

Photo by Donny Campos
Open Photo by Donny Campos
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

Days Inn by Wyndham Keene NH
5/5 Excellent
Great place
"Great check-in. Room actually smelled really fresh when we walked in. Super comfy bed and bedding."
A verified traveler stayed at Days Inn by Wyndham Keene NH
Posted 8 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Winchester Hotels by Star Rating
Stay near popular Winchester attractions
- Hotels near Keene State College
- Hotels near Green Mountain National Forest
- Hotels near Connecticut River
- Hotels near Deerfield Academy
- Hotels near Monadnock State Park
- Hotels near Northfield Mount Hermon School
- Hotels near Landmark College
- Hotels near The Stone Church
- Hotels near Franklin Pierce University
- Hotels near Colonial Theatre
- Hotels near Spofford Lake
- Hotels near Historic Main Street
- Hotels near Cushing Academy
- Hotels near Turner Falls
More Hotel Options in Winchester
Explore more hotels
- Fairfield Inn & Suites by Marriott Keene Downtown
- Hampton Inn & Suites Keene
- Riverside Hotel, Ascend Hotel Collection
- Blooming Inn
- Days Inn by Wyndham Keene NH
- Riverhouse by Weekender (Formerly Jack Daniels Inn)
- Vikings Villages Resort
- Black Mountain Inn
- Holiday Inn Express Keene by IHG
- The Burrell House
- Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
- The Inn At Crumpin Fox
- The Covered Bridge Inn
- GAMERS HAVEN, River Wine Inn!
- Monadnock Inn
- The Jelly Mill-A River Retreat
- Hike & Swim On-Site: Cozy Falls Brook Cabin
- Jacksonville Cabin w/ Wraparound Deck & Views
- The Lodge at West River
- Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!