Explore top 2026 4 Star Hotels in Monterey

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Top Monterey 4 Star hotels

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$114 nightly
The price is $127 total per night from Jun 14 to Jun 15
$127 total
Jun 14 - Jun 15
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...
8.6/10 Excellent! (370 reviews)
"We arrived at 10 pm and the room had a broken AC and no sheets for pullout. The temperature was 95 degrees and the windows were left open suggesting that this was not a new problem. I had to contact the front desk (offsite) to request assistance. No one showed up after waiting for 45 minutes. We ..."

Reviewed on Jun 10, 2026

Opens in a new windowThe Central Downtown Inn & Suites
The White Hart

The White Hart

4 out of 5
15 Under Mountain Rd Salisbury CT
$343 nightly
The price is $395 total per night from Jun 14 to Jun 15
$395 total
Jun 14 - Jun 15
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
9.8/10 Exceptional! (151 reviews)
"It’s an exceptional place in every aspect."

Reviewed on May 14, 2026

Opens in a new windowThe White Hart
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
$358 nightly
The price is $399 total per night from Jun 29 to Jun 30
$399 total
Jun 29 - Jun 30
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$329 nightly
The price is $367 total per night from Jun 14 to Jun 15
$367 total
Jun 14 - Jun 15
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...
10/10 Exceptional! (138 reviews)
"Excellent food and helpful staff"

Reviewed on May 13, 2026

Opens in a new windowDevonfield Inn B&B
Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street Lenox MA
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, ...
Opens in a new windowSeven Hills Inn
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Lee MA
$392 nightly
The price is $438 total per night from Jun 12 to Jun 13
$438 total
Jun 12 - Jun 13
Total with taxes and fees
This bed & breakfast features an outdoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, ...
9.8/10 Exceptional! (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."

Reviewed on Nov 24, 2025

Opens in a new windowThe Inn at Stockbridge
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$493 nightly
The price is $567 total per night from Jun 15 to Jun 16
$567 total
Jun 15 - Jun 16
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on ...
Opens in a new window9 Academy
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a ...
9.6/10 Exceptional! (301 reviews)
"The hosts went above and beyond with everything. Sangria as we arrived, a bottle of wine in the room and the breakfast was fabulous! Being right on the lake was lovely. Highly recommended!"

Reviewed on Jun 9, 2026

Opens in a new windowLakehouse Inn
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$626 nightly
The price is $699 total per night from Jun 14 to Jun 15
$699 total
Jun 14 - Jun 15
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A lobby fireplace, a communal living ...
10/10 Exceptional! (74 reviews)
"Every point of contact I had at 33 Main was friendly, efficient, and accommodating. It’s evident Donna and her team run the inn with love. It’s clean and gorgeously furnished on the inside. You’ll recognize it from the outside, because it’s the most charmingly decorated on the block. I stayed in ..."

Reviewed on Oct 24, 2025

Opens in a new window33 Main
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd Great Barrington MA
$363 nightly
The price is $398 total per night from Jun 14 to Jun 15
$398 total
Jun 14 - Jun 15
Total with taxes and fees
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...
Opens in a new windowThe Old Inn On The Green
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4 Star Hotels Monterey

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Monterey 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Monterey will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Monterey, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

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