Book 5 Star Hotels in Weatogue
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Featured Weatogue 5 Stars Hotels
Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
8.42 mi from city center
$179 nightly
The price is $206 total per night
$206 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Guests staying at Interlaken Inn & Resort enjoy access to a full-service spa, a gym, and outdoor tennis courts. Free parking is available if you drive. The front desk is staffed 24/7 to help with concierge services, luggage storage, and securing valuables. Other amenities at this spa hotel include free WiFi in public areas, a conference center, and a business center.
Pool
Spa
Quality Inn
372 Main Street Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
10.35 mi from city center
$76 nightly
The price is $85 total per night
$85 total
Dec 30 - Dec 31
Total with taxes and fees
Guests of Quality Inn Great Barrington enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a picnic area.
Breakfast included
Parking included
Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
11.31 mi from city center
$67 nightly
The price is $74 total per night
$74 total
Dec 18 - Dec 19
Total with taxes and fees
Monument Mountain Motel features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free motel also has a picnic area.
Parking included
Free WiFi
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
11.35 mi from city center
$135 nightly
The price is $151 total per night
$151 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Free Cancellation
11.74 mi from city center
$107 nightly
The price is $120 total per night
$120 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Great Barrington by IHG have access to an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and securing valuables. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included
Prospect Berkshires
50 Prospect Lake Rd Egremont MA
11.69 mi from city center
$235 nightly
The price is $263 total per night
$263 total
Dec 17 - Dec 18
Total with taxes and fees
Guests staying at Prospect Berkshires enjoy an outdoor pool, a sauna, and free WiFi in public areas. You can put free parking to good use if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include free use of bicycles, a picnic area, and a gift shop.
Pool
Spa
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
Reserve now, pay when you stay
16.35 mi from city center
$120 nightly
The price is $134 total per night
$134 total
Dec 18 - Dec 19
Total with taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Air conditioning
The Red Lion Inn
30 Main Street Stockbridge MA
16.6 mi from city center
$178 nightly
The price is $199 total per night
$199 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa
Quality Inn
170 Housatonic Street Lee MA
Free Cancellation
Reserve now, pay when you stay
18.52 mi from city center
$87 nightly
The price is $97 total per night
$97 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
At Quality Inn Lee - Lenox South, guests have access to free WiFi in public areas, express check-in, and express check-out. Onsite parking is offered for a fee. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. This hotel also has free newspapers.
Breakfast included
Free WiFi
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.
Best 5 star hotels in Weatogue
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Weatogue. After all, treating yourself to the finer things is what vacations are about.
What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Weatogue hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.
What amenities can I expect at a 5 star hotel?
Weatogue 5 star hotels and resorts typically offer luxury amenities such as:
- Gourmet restaurant
- Full-service fitness center with pool
- Luxury spa
- Welcome gifts upon arrival
- Top-of-the-line beds and linens
- Designer personal care products
- Premium cable, free Wi-Fi and device docking stations
How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Weatogue with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:
- Search hotels by price, ranging from $74 to $263
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 811 5 star hotels in Weatogue!
Weatogue hotels essential information
Accommodation | 811 hotels |
|---|---|
Lowest Price | $74 |
Highest Price | $263 |
Popular hotels | The Red Lion Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Monument Mountain Motel, Quality Inn, Interlaken Inn & Resort, Prospect Berkshires |
Recent Reviews
The Red Lion Inn
5/5 Excellent
"We had a very nice experience staying at the Red Lion Inn. Our room was upgraded when checking in which was a nice surprise. The hotel was beautifully decorated for the season. We loved the cozy feel of the fireplace in the lobby especially on such a cold day. "
A verified traveler stayed at The Red Lion Inn
Posted 4 days ago
