Hotels near Whitten Woods Trailhead

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Whitten Woods Trailhead hotels

Front of property
Inn On Golden Pond

Inn On Golden Pond

Inn On Golden Pond
3.0 star property
3 km from Whitten Woods Trailhead
10.0 out of 10, Exceptional, (85)
"Wonderful stay with great rooms, delicious made to order breakfast and even kayaks to borrow. "
United States
Amy
Inn On Golden Pond
Exterior
Cottage Place on Squam Lake

Cottage Place on Squam Lake

Cottage Place on Squam Lake
2.0 star property
2.6 km from Whitten Woods Trailhead
The price is P9,538
P14,179 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cottage Place on Squam Lake
Individually decorated, individually furnished, iron/ironing board
Meredith Inn

Meredith Inn

Meredith Inn
2.0 star property
12.4 km from Whitten Woods Trailhead
10.0 out of 10, Exceptional, (133)
"Great place"
United States
Chris
The price is P10,935
P11,865 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Meredith Inn
Exterior
Squam Lake Inn

Squam Lake Inn

Squam Lake Inn
3.5 star property
4.8 km from Whitten Woods Trailhead
9.6 out of 10, Exceptional, (59)
"Outstanding experience -best of our week long trip! "
United States
Michael
The price is P13,177
P14,297 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Squam Lake Inn
Front of property
Colonel Spencer Inn

Colonel Spencer Inn

Colonel Spencer Inn
3.0 star property
10.9 km from Whitten Woods Trailhead
9.8 out of 10, Exceptional, (165)
"What a beautiful place to stay! Very centrally located to embark on day trips throughout New England!! Loved it!!"
United States
William
The price is P11,003
P11,938 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Colonel Spencer Inn
Exterior
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
4.1 km from Whitten Woods Trailhead
9.2 out of 10, Wonderful, (167)
"The apartment was great, we enjoyed the pool, jacuzzi and sauna, and the staff were super nice!!"
United States
Jenn
The price is P7,786
P8,447 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cold Spring Plymouth Resort
Exterior
Fairfield by Marriott Inn & Suites Plymouth White Mountains

Fairfield by Marriott Inn & Suites Plymouth White Mountains

Fairfield by Marriott Inn & Suites Plymouth White Mountains
2.5 star property
10 km from Whitten Woods Trailhead
9.4 out of 10, Exceptional, (705)
"Staff was friendly and place was very clean! "
United States
Joan
The price is P6,071
P6,587 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield by Marriott Inn & Suites Plymouth White Mountains
Fireplace
The Nutmeg Inn

The Nutmeg Inn

The Nutmeg Inn
3.5 star property
12.6 km from Whitten Woods Trailhead
9.6 out of 10, Exceptional, (436)
"Quintessential New England Bed and Breakfast experience! Awesome place!"
United States
Joshua
The price is P10,935
P11,865 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Nutmeg Inn
Interior detail
Sutton House B & B

Sutton House B & B

Sutton House B & B
3.5 star property
13.7 km from Whitten Woods Trailhead
9.6 out of 10, Exceptional, (70)
"Great central location. Great dinner options and shopping were close by. The staff offered helpful suggestions and were very accommodating with our late check in. Would certainly stay again!"
United States
Karen
The price is P10,079
P10,936 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sutton House B & B
Dock
Center Harbor Inn

Center Harbor Inn

Center Harbor Inn
2.0 star property
13.8 km from Whitten Woods Trailhead
9.4 out of 10, Exceptional, (355)
"The quaint inn has everything you need for a quiet weekend away!"
United States
deb
The price is P10,882
P11,808 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Center Harbor Inn
Indoor spa tub
The Common Man Inn & Spa

The Common Man Inn & Spa

The Common Man Inn & Spa
4.0 star property
7.9 km from Whitten Woods Trailhead
9.0 out of 10, Wonderful, (388)
"I loved the place"
United States
Mohammadali
The price is P7,118
P7,723 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Common Man Inn & Spa
Property grounds
Coppertoppe Inn and Retreat Center

Coppertoppe Inn and Retreat Center

Coppertoppe Inn and Retreat Center
3.5 star property
11.9 km from Whitten Woods Trailhead
9.2 out of 10, Wonderful, (210)
"We love the accommodations, our hosts, the food and the view."
United States
Peabody
The price is P12,441
P13,499 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Coppertoppe Inn and Retreat Center
Premium bedding, free WiFi, bed sheets
The Sunny G B&B

The Sunny G B&B

The Sunny G B&B
2.5 star property
17.5 km from Whitten Woods Trailhead
9.4 out of 10, Exceptional, (685)
"Perfect B&B. Enjoyed our stay and the owners were great! "
United States
Deborah
The price is P7,340
P7,964 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Sunny G B&B
Fireplace
Best Western Plymouth Inn-White Mountains

Best Western Plymouth Inn-White Mountains

Best Western Plymouth Inn-White Mountains
2.5 star property
11.9 km from Whitten Woods Trailhead
9.0 out of 10, Wonderful, (969)
"The frontdesk and breakfast staff were exceptional"
United States
Christopher
The price is P5,882
P6,382 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plymouth Inn-White Mountains
Iron/ironing board, free WiFi, bed sheets
Moultonborough Inn

Moultonborough Inn

Moultonborough Inn
3.0 star property
16.2 km from Whitten Woods Trailhead
9.0 out of 10, Wonderful, (197)
"Nice place. Would stay there again. "
United States
Leon
Moultonborough Inn
Indoor pool, outdoor pool
The Summit Resort

The Summit Resort

The Summit Resort
3.0 star property
19.1 km from Whitten Woods Trailhead
9.0 out of 10, Wonderful, (340)
"Easy check-in, great facilities as always. Very friendly and accommodating staff."
United States
Vasileios-Arsenios
The price is P13,824
P14,999 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Summit Resort
Indoor pool, outdoor pool, sun loungers
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake
3.0 star property
12.2 km from Whitten Woods Trailhead
8.4 out of 10, Very Good, (913)
"Great staff clean room"
United States
Nicole
The price is P5,322
P8,295 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Mill Falls Resort Collection at the Lake
Lobby sitting area
Steele Hill Resorts

Steele Hill Resorts

Steele Hill Resorts
3.0 star property
18 km from Whitten Woods Trailhead
8.4 out of 10, Very Good, (745)
"Pool/hot tubs"
United States
Ada
The price is P11,118
P12,063 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Steele Hill Resorts
Exterior
Barn Door Hostel

Barn Door Hostel

Barn Door Hostel
1.0 star property
18.7 km from Whitten Woods Trailhead
8.0 out of 10, Very Good, (6)
"Great hostel, everything is clean, staff is really nice"
United States
Danny
The price is P6,304
P6,840 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Barn Door Hostel
Exterior
Pilgrim Inn & Cottages

Pilgrim Inn & Cottages

Pilgrim Inn & Cottages
2.0 star property
8.3 km from Whitten Woods Trailhead
7.4 out of 10, Good, (413)
"Quaint little motel, super friendly staff and very helpful. Fast easy check in. Nice room for the price. Easy area to get around. "
United States
Charles
The price is P5,235
P5,680 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pilgrim Inn & Cottages
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

Top Whitten Woods Trailhead Hotel Reviews

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

10/10 Excellent
"The room was clean and well-equipped, with all the necessary amenities in good condition."
Allen 1-night trip
Posted 4 days ago
Cold Spring Plymouth Resort

Hotels near other Whitten Woods Trailhead attractions

St. Mark's Episcopal Church

After visiting St. Mark's Episcopal Church, make a plan to see the other sights and activities in Ashland. Wander the lakeside or discover the area's mountain views.
See properties

Pauline E Glidden Toy Museum

You can spend time studying the exhibits at Pauline E Glidden Toy Museum in Ashland. Stroll along the lakeside or discover the area's mountain views.
See properties

Frequently asked questions

What's the area like around Whitten Woods Trailhead?
Whitten Woods Trailhead is located in Ashland. Travelers like the surrounding area for its mountain views. If you're looking for a convenient place to stay, check out the 7 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Whitten Woods Trailhead?
Quality Inn Ashland is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and free WiFi. It's located just a short 0.8 mi (1.3 km) from Whitten Woods Trailhead. Other good options close by include Cheney House B&B and Glynn House Inn.
How many hotels should I expect to find near Whitten Woods Trailhead?
Expedia has 7 hotels and other accommodations within a mile from Whitten Woods Trailhead.
If I need to cancel the hotel reservation for my stay near Whitten Woods Trailhead, will I receive a refund?
Yes! Most room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then use the "fully refundable" filter to get top deals close to Whitten Woods Trailhead.
What can I see and do near Whitten Woods Trailhead?
Study the collections at Ashland Railroad Station Museum, Museum of the White Mountains, or Pauline E Glidden Toy Museum. Learn about local history at Whipple House Museum and Plymouth Historical Society Museum. You can enjoy live performances at The Flying Monkey Movie House and Performance Center and Silver Center for the Arts.