Cheap flights from RSW to PSF (Southwest Florida Intl. to Pittsfield Municipal)

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Hotel Ideas near Pittsfield Municipal

Airport Hotels near Pittsfield Municipal

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night from Mar 10 to Mar 11
$136 total
Mar 10 - Mar 11
Total with taxes and fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (828 reviews)
Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and ...

Reviewed on Feb 5, 2026

Berkshire Mountain Lodge
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
$94 nightly
The price is $105 total per night from Feb 11 to Feb 12
$105 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.

Reviewed on Jan 20, 2026

Best Western Plus Berkshire Hills Inn & Suites
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
$98 nightly
The price is $110 total per night from Feb 9 to Feb 10
$110 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,005 reviews)
Room was reasonably comfortable and always nice to be looking out at the mountain. Staff is always pleasant and efficient. Very good value for the money.

Reviewed on Feb 3, 2026

The Yankee, Trademark Collection by Wyndham
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.

Hotels In Pittsfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night from Mar 10 to Mar 11
$136 total
Mar 10 - Mar 11
Total with taxes and fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (828 reviews)
Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and ...

Reviewed on Feb 5, 2026

Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
$102 nightly
The price is $114 total per night from Mar 7 to Mar 8
$114 total
Mar 7 - Mar 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,001 reviews)
Rooms were clean and spacious. Our room had 2 queen beds and they easily accommodated 2 of us and our late teen children. It's only 20 minutes from Jiminy Peak skiing area. There are several breakfast and food places nearby.

Reviewed on Feb 2, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
$94 nightly
The price is $105 total per night from Feb 11 to Feb 12
$105 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.

Reviewed on Jan 20, 2026

Best Western Plus Berkshire Hills Inn & Suites
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.

Low Priced Pittsfield Hotels

Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St Pittsfield MA
$81 nightly
The price is $91 total per night from Feb 25 to Feb 26
$91 total
Feb 25 - Feb 26
Total with taxes and fees
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (840 reviews)
The room is good, it’s clean. However need more lighting in room, except for bathroom are so super clean and beautiful setting!! Bed is very comfortable to sleep, easily to sleep quickly. I would come back again when I use this place.

Reviewed on Dec 3, 2025

Berkshire Inn
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
$94 nightly
The price is $105 total per night from Feb 11 to Feb 12
$105 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.

Reviewed on Jan 20, 2026

Best Western Plus Berkshire Hills Inn & Suites
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$112 nightly
The price is $125 total per night from Feb 22 to Feb 23
$125 total
Feb 22 - Feb 23
Total with taxes and fees
Stay at this guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located ...
8.6/10 Excellent! (355 reviews)
Checked in was easy, instructions were easy to follow. Only one staff member but he was very responsive to issues/concern. We booked 2 rooms but one room was on another building and it was outdated. Rooms were cleaned but there was this musty smell on the hallway. Overall, good stay, close to 2 ski ...

Reviewed on Feb 2, 2026

The Central Downtown Inn & Suites
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.

Family Friendly Hotels in Pittsfield

Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night from Feb 9 to Feb 10
$166 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (821 reviews)
Great staff, beautiful hotel. Would definitely recommend

Reviewed on Jan 27, 2026

Hotel On North
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
$94 nightly
The price is $105 total per night from Feb 11 to Feb 12
$105 total
Feb 11 - Feb 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.

Reviewed on Jan 20, 2026

Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
$102 nightly
The price is $114 total per night from Mar 7 to Mar 8
$114 total
Mar 7 - Mar 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,001 reviews)
Rooms were clean and spacious. Our room had 2 queen beds and they easily accommodated 2 of us and our late teen children. It's only 20 minutes from Jiminy Peak skiing area. There are several breakfast and food places nearby.

Reviewed on Feb 2, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.

RSW to PSF Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
RSW Address & GPS
Address:
11000 Terminal Access Road
Fort Myers FL,
United States
IATA Code:
RSW
Longitude:
-81.755263
Latitude:
26.527887
Time Zone:
America/New_York
PSF Address & GPS
Address:
Pittsfield MA,
United States
IATA Code:
PSF
Longitude:
-73.291667
Latitude:
42.426667
Time Zone:
America/New_York

Frequently asked questions

What airlines have the most flights from RSW to PSF?
Do a bit of shopping, grab a coffee, go for a short wander .... Airport stopovers aren't all that bad! If you're traveling between Fort Myers and Pittsfield, you can't fly direct. Be prepared to make at least one stop somewhere.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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